docs: add CONSOLIDATION_LLM_BATCH_SIZE config flag documentation

* fix: handle observations regeneration when memories get deleted

* feat: add clear_memory_observations endpoint and regenerate clients

- Add DELETE /banks/{id}/memories/{memory_id}/observations endpoint
- Add observations lifecycle/invalidation section to docs
- Regenerate OpenAPI spec and all clients (Python, TypeScript, Go, Rust)

* refactor: use dedicated response model for clear_memory_observations, remove code example from docs

.env.example

@@ -2,10 +2,10 @@
 # Copy this file to .env and fill in your values
 
 # LLM Configuration (Required)
-# Supported providers: openai, groq, ollama, gemini, anthropic, lmstudio
+# Supported providers: openai, groq, ollama, gemini, anthropic, lmstudio, vertexai
 HINDSIGHT_API_LLM_PROVIDER=openai
 HINDSIGHT_API_LLM_API_KEY=your-api-key-here
-HINDSIGHT_API_LLM_MODEL=o3-mini
+HINDSIGHT_API_LLM_MODEL=gpt-4o-mini
 HINDSIGHT_API_LLM_BASE_URL=https://api.openai.com/v1
 
 # Example: Anthropic Claude configuration
@@ -13,6 +13,13 @@ HINDSIGHT_API_LLM_BASE_URL=https://api.openai.com/v1
 # HINDSIGHT_API_LLM_API_KEY=your-anthropic-api-key
 # HINDSIGHT_API_LLM_MODEL=claude-sonnet-4-20250514
 
+# Example: Google Vertex AI configuration
+# HINDSIGHT_API_LLM_PROVIDER=vertexai
+# HINDSIGHT_API_LLM_MODEL=google/gemini-2.0-flash-001
+# HINDSIGHT_API_LLM_VERTEXAI_PROJECT_ID=your-gcp-project-id
+# HINDSIGHT_API_LLM_VERTEXAI_REGION=us-central1
+# HINDSIGHT_API_LLM_VERTEXAI_SERVICE_ACCOUNT_KEY=/path/to/service-account-key.json  # Optional, uses ADC if not set
+
 # Example: LM Studio local configuration (Qwen 2.5 32B recommended)
 # HINDSIGHT_API_LLM_PROVIDER=lmstudio
 # HINDSIGHT_API_LLM_API_KEY=lmstudio
@@ -24,10 +31,22 @@ HINDSIGHT_API_HOST=0.0.0.0
 HINDSIGHT_API_PORT=8888
 HINDSIGHT_API_LOG_LEVEL=info
 
+# Base Path / Reverse Proxy Support (Optional)
+# Set these when deploying behind a reverse proxy with path-based routing
+# Example: To deploy at example.com/hindsight/, set both to "/hindsight"
+# HINDSIGHT_API_BASE_PATH=/hindsight
+# NEXT_PUBLIC_BASE_PATH=/hindsight
+
 # Database (Optional - uses embedded pg0 by default)
 # HINDSIGHT_API_DATABASE_URL=postgresql://user:pass@host:5432/db
 # HINDSIGHT_API_DATABASE_SCHEMA=public  # PostgreSQL schema name (default: public)
 
+# Vector Extension (Optional - uses pgvector by default)
+# Options: "pgvector" (default), "vchord", "pgvectorscale" (DiskANN)
+# HINDSIGHT_API_VECTOR_EXTENSION=pgvector
+# For Azure PostgreSQL with DiskANN:
+# HINDSIGHT_API_VECTOR_EXTENSION=pgvectorscale  # Auto-detects pg_diskann on Azure
+
 # Embeddings Configuration (Optional - uses local by default)
 # Provider: "local" (default) or "tei" (HuggingFace Text Embeddings Inference)
 # HINDSIGHT_API_EMBEDDINGS_PROVIDER=local
@@ -43,3 +62,18 @@ HINDSIGHT_API_LOG_LEVEL=info
 # HINDSIGHT_API_RERANKER_LOCAL_MODEL=cross-encoder/ms-marco-MiniLM-L-6-v2
 # For TEI provider:
 # HINDSIGHT_API_RERANKER_TEI_URL=http://localhost:8081
+
+# Observability & Tracing (Optional - disabled by default)
+# Enable OpenTelemetry tracing for LLM calls (GenAI semantic conventions)
+# HINDSIGHT_API_OTEL_TRACES_ENABLED=true
+#
+# Local development with Grafana LGTM stack (recommended - see scripts/dev/grafana/README.md)
+# HINDSIGHT_API_OTEL_EXPORTER_OTLP_ENDPOINT=http://localhost:4318
+#
+# Cloud backends (Grafana Cloud, Langfuse, DataDog, etc.)
+# HINDSIGHT_API_OTEL_EXPORTER_OTLP_ENDPOINT=https://your-backend-url
+# HINDSIGHT_API_OTEL_EXPORTER_OTLP_HEADERS="Authorization=Bearer your-token"
+#
+# Custom service name and environment (optional, defaults: hindsight-api, development)
+# HINDSIGHT_API_OTEL_SERVICE_NAME=hindsight-production
+# HINDSIGHT_API_OTEL_DEPLOYMENT_ENVIRONMENT=production

.github/workflows/deploy-docs.yml

@@ -31,6 +31,9 @@ jobs:
       - run: npm ci --workspace=hindsight-docs
       - run: uv run generate-llms-full
       - run: npm run build --workspace=hindsight-docs
+        env:
+          UMAMI_URL: https://analytics.hindsight.vectorize.io
+          UMAMI_WEBSITE_ID: ${{ secrets.UMAMI_WEBSITE_ID }}
       - uses: actions/upload-pages-artifact@v3
         with:
           path: hindsight-docs/build

.github/workflows/release.yml

@@ -46,6 +46,10 @@ jobs:
       working-directory: ./hindsight-embed
       run: uv build --out-dir dist
 
+    - name: Build hindsight-crewai
+      working-directory: ./hindsight-integrations/crewai
+      run: uv build --out-dir dist
+
     # Publish in order (client and api first, then hindsight-all which depends on them)
     - name: Publish hindsight-client to PyPI
       uses: pypa/gh-action-pypi-publish@release/v1
@@ -77,6 +81,12 @@ jobs:
         packages-dir: ./hindsight-embed/dist
         skip-existing: true
 
+    - name: Publish hindsight-crewai to PyPI
+      uses: pypa/gh-action-pypi-publish@release/v1
+      with:
+        packages-dir: ./hindsight-integrations/crewai/dist
+        skip-existing: true
+
     # Upload artifacts for GitHub release
     - name: Upload artifacts
       uses: actions/upload-artifact@v4
@@ -88,6 +98,7 @@ jobs:
           hindsight/dist/*
           hindsight-integrations/litellm/dist/*
           hindsight-embed/dist/*
+          hindsight-integrations/crewai/dist/*
         retention-days: 1
 
   release-typescript-client:
@@ -139,6 +150,104 @@ jobs:
         path: hindsight-clients/typescript/*.tgz
         retention-days: 1
 
+  release-openclaw-integration:
+    runs-on: ubuntu-latest
+    environment: npm
+
+    steps:
+    - uses: actions/checkout@v4
+
+    - name: Set up Node.js
+      uses: actions/setup-node@v4
+      with:
+        node-version: '22'
+        registry-url: 'https://registry.npmjs.org'
+
+    - name: Install dependencies
+      working-directory: ./hindsight-integrations/openclaw
+      run: npm ci
+
+    - name: Build
+      working-directory: ./hindsight-integrations/openclaw
+      run: npm run build
+
+    - name: Publish to npm
+      working-directory: ./hindsight-integrations/openclaw
+      run: |
+        set +e
+        OUTPUT=$(npm publish --access public 2>&1)
+        EXIT_CODE=$?
+        echo "$OUTPUT"
+        if [ $EXIT_CODE -ne 0 ]; then
+          if echo "$OUTPUT" | grep -q "cannot publish over"; then
+            echo "Package version already published, skipping..."
+            exit 0
+          fi
+          exit $EXIT_CODE
+        fi
+      env:
+        NODE_AUTH_TOKEN: ${{ secrets.NPM_TOKEN }}
+
+    - name: Pack for GitHub release
+      working-directory: ./hindsight-integrations/openclaw
+      run: npm pack
+
+    - name: Upload artifacts
+      uses: actions/upload-artifact@v4
+      with:
+        name: openclaw-integration
+        path: hindsight-integrations/openclaw/*.tgz
+        retention-days: 1
+
+  release-ai-sdk-integration:
+    runs-on: ubuntu-latest
+    environment: npm
+
+    steps:
+    - uses: actions/checkout@v4
+
+    - name: Set up Node.js
+      uses: actions/setup-node@v4
+      with:
+        node-version: '22'
+        registry-url: 'https://registry.npmjs.org'
+
+    - name: Install dependencies
+      working-directory: ./hindsight-integrations/ai-sdk
+      run: npm ci
+
+    - name: Build
+      working-directory: ./hindsight-integrations/ai-sdk
+      run: npm run build
+
+    - name: Publish to npm
+      working-directory: ./hindsight-integrations/ai-sdk
+      run: |
+        set +e
+        OUTPUT=$(npm publish --access public 2>&1)
+        EXIT_CODE=$?
+        echo "$OUTPUT"
+        if [ $EXIT_CODE -ne 0 ]; then
+          if echo "$OUTPUT" | grep -q "cannot publish over"; then
+            echo "Package version already published, skipping..."
+            exit 0
+          fi
+          exit $EXIT_CODE
+        fi
+      env:
+        NODE_AUTH_TOKEN: ${{ secrets.NPM_TOKEN }}
+
+    - name: Pack for GitHub release
+      working-directory: ./hindsight-integrations/ai-sdk
+      run: npm pack
+
+    - name: Upload artifacts
+      uses: actions/upload-artifact@v4
+      with:
+        name: ai-sdk-integration
+        path: hindsight-integrations/ai-sdk/*.tgz
+        retention-days: 1
+
   release-control-plane:
     runs-on: ubuntu-latest
     environment: npm
@@ -170,11 +279,14 @@ jobs:
     - name: Build
       run: npm run build --workspace=hindsight-control-plane
 
+    - name: Verify standalone build
+      run: test -f hindsight-control-plane/standalone/server.js || (echo 'standalone/server.js missing - build failed' && exit 1)
+
     - name: Publish to npm
       working-directory: ./hindsight-control-plane
       run: |
         set +e
-        OUTPUT=$(npm publish --access public 2>&1)
+        OUTPUT=$(npm publish --access public --ignore-scripts 2>&1)
         EXIT_CODE=$?
         echo "$OUTPUT"
         if [ $EXIT_CODE -ne 0 ]; then
@@ -242,6 +354,7 @@ jobs:
         retention-days: 1
 
   release-docker-images:
+    name: Release Docker (${{ matrix.image_name }}${{ matrix.tag_suffix }})
     runs-on: ubuntu-latest
     permissions:
       contents: read
@@ -251,10 +364,28 @@ jobs:
         include:
           - target: api-only
             image_name: hindsight-api
+            tag_suffix: ""
+            build_args: ""
+          - target: api-only
+            image_name: hindsight-api
+            tag_suffix: "-slim"
+            build_args: |
+              INCLUDE_LOCAL_MODELS=false
+              PRELOAD_ML_MODELS=false
           - target: cp-only
             image_name: hindsight-control-plane
+            tag_suffix: ""
+            build_args: ""
           - target: standalone
             image_name: hindsight
+            tag_suffix: ""
+            build_args: ""
+          - target: standalone
+            image_name: hindsight
+            tag_suffix: "-slim"
+            build_args: |
+              INCLUDE_LOCAL_MODELS=false
+              PRELOAD_ML_MODELS=false
 
     steps:
     - uses: actions/checkout@v4
@@ -292,6 +423,9 @@ jobs:
       uses: docker/metadata-action@v5
       with:
         images: ghcr.io/${{ github.repository_owner }}/${{ matrix.image_name }}
+        flavor: |
+          latest=auto
+          suffix=${{ matrix.tag_suffix }}
         tags: |
           type=semver,pattern={{version}},value=${{ steps.get_version.outputs.VERSION }}
           type=semver,pattern={{major}}.{{minor}},value=${{ steps.get_version.outputs.VERSION }}
@@ -317,7 +451,7 @@ jobs:
     # - name: Smoke test - verify container starts
     #   env:
     #     GROQ_API_KEY: ${{ secrets.GROQ_API_KEY }}
-    #   run: ./scripts/docker-smoke-test.sh "${{ matrix.image_name }}:test" "${{ matrix.target }}"
+    #   run: ./docker/test-image.sh "${{ matrix.image_name }}:test" "${{ matrix.target }}"
 
     # Build multi-platform and push to release tags
     - name: Build and push release images
@@ -326,6 +460,7 @@ jobs:
         context: .
         file: docker/standalone/Dockerfile
         target: ${{ matrix.target }}
+        build-args: ${{ matrix.build_args }}
         push: true
         platforms: linux/amd64,linux/arm64
         tags: ${{ steps.meta.outputs.tags }}
@@ -366,7 +501,7 @@ jobs:
 
   create-github-release:
     runs-on: ubuntu-latest
-    needs: [release-python-packages, release-typescript-client, release-control-plane, release-rust-cli, release-docker-images, release-helm-chart]
+    needs: [release-python-packages, release-typescript-client, release-openclaw-integration, release-ai-sdk-integration, release-control-plane, release-rust-cli, release-docker-images, release-helm-chart]
     permissions:
       contents: write
 
@@ -389,6 +524,18 @@ jobs:
         name: typescript-client
         path: ./artifacts/typescript-client
 
+    - name: Download OpenClaw Integration
+      uses: actions/download-artifact@v4
+      with:
+        name: openclaw-integration
+        path: ./artifacts/openclaw-integration
+
+    - name: Download AI SDK Integration
+      uses: actions/download-artifact@v4
+      with:
+        name: ai-sdk-integration
+        path: ./artifacts/ai-sdk-integration
+
     - name: Download Control Plane
       uses: actions/download-artifact@v4
       with:
@@ -430,6 +577,10 @@ jobs:
         cp artifacts/python-packages/hindsight-embed/dist/* release-assets/ || true
         # TypeScript client
         cp artifacts/typescript-client/*.tgz release-assets/ || true
+        # OpenClaw Integration
+        cp artifacts/openclaw-integration/*.tgz release-assets/ || true
+        # AI SDK Integration
+        cp artifacts/ai-sdk-integration/*.tgz release-assets/ || true
         # Control Plane
         cp artifacts/control-plane/*.tgz release-assets/ || true
         # Rust CLI binaries

.gitignore

@@ -46,6 +46,7 @@ hindsight-docs/static/llms-full.txt
 hindsight-dev/benchmarks/locomo/results/
 hindsight-dev/benchmarks/longmemeval/results/
 hindsight-dev/benchmarks/consolidation/results/
+hindsight-dev/benchmarks/perf/results/
 benchmarks/results/
 hindsight-cli/target
 hindsight-clients/rust/target
@@ -53,4 +54,6 @@ hindsight-clients/rust/target
 whats-next.md
 TASK.md
 # Changelog is now tracked in hindsight-docs/src/pages/changelog.md
-# CHANGELOG.md
+# CHANGELOG.md
+
+blog-post*

CLAUDE.md

@@ -45,6 +45,7 @@ cd hindsight-control-plane && npm run dev
 ./scripts/dev/start-docs.sh
 ```
 
+
 ### Generating Clients/OpenAPI
 ```bash
 # Regenerate OpenAPI spec after API changes (REQUIRED after changing endpoints)
@@ -56,8 +57,15 @@ cd hindsight-control-plane && npm run dev
 
 ### Benchmarks
 ```bash
+# Accuracy benchmarks
 ./scripts/benchmarks/run-longmemeval.sh
 ./scripts/benchmarks/run-locomo.sh
+
+# Performance benchmarks
+./scripts/benchmarks/run-consolidation.sh
+./scripts/benchmarks/run-retain-perf.sh --document <path>  # Requires API server running
+
+# Results viewer
 ./scripts/benchmarks/start-visualizer.sh  # View results at localhost:8001
 ```
 
@@ -237,26 +245,61 @@ def process(data: UserData) -> str:
 
 ### Adding New API Configuration Flags
 
-When adding a new environment variable configuration:
+Configuration follows a hierarchical system: **Global (env vars) → Tenant (via extension) → Bank (database)**.
+
+Fields must be categorized as either **hierarchical** (can be overridden per-tenant/bank) or **static** (server-level only).
+
+#### Adding a New Configuration Field
 
 1. **config.py** (`hindsight-api/hindsight_api/config.py`):
-   - Add `ENV_*` constant for the environment variable name
+   - Add `ENV_*` constant for the environment variable name (e.g., `ENV_MY_SETTING = "HINDSIGHT_API_MY_SETTING"`)
    - Add `DEFAULT_*` constant for the default value
-   - Add field to `HindsightConfig` dataclass
+   - Add field to `HindsightConfig` dataclass with type annotation
+   - **Mark as hierarchical or static** by adding to `_HIERARCHICAL_FIELDS` set (hierarchical) or leaving it out (static)
    - Add initialization in `from_env()` method
 
+   ```python
+   # Hierarchical field (can be overridden per-bank)
+   _HIERARCHICAL_FIELDS = {
+       ...,
+       "my_setting",  # Add here for hierarchical
+   }
+
+   # Static field - just don't add to _HIERARCHICAL_FIELDS
+   ```
+
 2. **main.py** (`hindsight-api/hindsight_api/main.py`):
    - Add field to the manual `HindsightConfig()` constructor call (search for "CLI override")
 
-3. **Use the config** in code:
+3. **Use hierarchical config in MemoryEngine**:
+   ```python
+   # Config is resolved automatically per bank via ConfigResolver
+   config_dict = await self._config_resolver.get_bank_config(bank_id, context)
+   value = config_dict["my_setting"]
+   ```
+
+4. **Use static config** (non-hierarchical):
    ```python
    from ...config import get_config
    config = get_config()
-   value = config.your_new_field
+   value = config.my_static_field
    ```
 
-4. **Documentation** (`hindsight-docs/docs/developer/configuration.md`):
+5. **Documentation** (`hindsight-docs/docs/developer/configuration.md`):
    - Add to appropriate section table with Variable, Description, Default
+   - Mark if it's hierarchical (can be overridden per-bank)
+
+#### Hierarchical vs Static Guidelines
+
+**Hierarchical** (per-bank overridable):
+- LLM settings (provider, model, API key, base URL)
+- Operation-specific settings (retain mode, chunk size, etc.)
+- Feature flags that vary by customer/bank
+
+**Static** (server-level only):
+- Infrastructure settings (database URL, port, host)
+- Global limits (max concurrent operations)
+- System-wide feature flags
 
 ## Environment Setup
 
@@ -274,9 +317,10 @@ npm install
 Required env vars:
 - `HINDSIGHT_API_LLM_PROVIDER`: openai, anthropic, gemini, groq, ollama, lmstudio
 - `HINDSIGHT_API_LLM_API_KEY`: Your API key
-- `HINDSIGHT_API_LLM_MODEL`: Model name (e.g., o3-mini, claude-sonnet-4-20250514)
+- `HINDSIGHT_API_LLM_MODEL`: Model name (e.g., gpt-4o-mini, claude-sonnet-4-20250514)
 
 Optional (uses local models by default):
 - `HINDSIGHT_API_EMBEDDINGS_PROVIDER`: local (default) or tei
 - `HINDSIGHT_API_RERANKER_PROVIDER`: local (default) or tei
 - `HINDSIGHT_API_DATABASE_URL`: External PostgreSQL (uses embedded pg0 by default)
+- `HINDSIGHT_API_ENABLE_BANK_CONFIG_API`: Enable per-bank config API (default: true)

CONTRIBUTING.md

@@ -93,6 +93,34 @@ uv run ty check hindsight_api  # Type check
 3. Run tests to ensure nothing breaks
 4. Submit a PR with a clear description of changes
 
+## Release Process
+
+The project uses `scripts/release.sh` for creating releases. This script automates the entire release workflow:
+
+1. Bumps version in all components (API, clients, CLI, control plane, Helm)
+2. **Regenerates OpenAPI spec and client SDKs** (Python, TypeScript, Rust)
+3. Updates documentation versioning
+4. Creates a commit and git tag
+5. Pushes to GitHub (triggers CI/CD to publish packages)
+
+### Usage
+
+```bash
+./scripts/release.sh <version>
+```
+
+**Example:**
+```bash
+./scripts/release.sh 0.5.0
+```
+
+### Important for Developers
+
+- During development, version bumps in `__init__.py` do NOT require client regeneration
+- Clients are only regenerated during releases
+- Do not manually run `./scripts/generate-clients.sh` unless testing generation changes
+- Client version comments will reflect the API version from the latest release
+
 ## Reporting Issues
 
 Open an issue on GitHub with:

README.md

@@ -2,7 +2,7 @@
 
 ![Hindsight Banner](./hindsight-docs/static/img/hindsight-github-banner.png)
 
-[Documentation](https://hindsight.vectorize.io) • [Paper](https://arxiv.org/abs/2512.12818) • [Cookbook](https://hindsight.vectorize.io/cookbook) • [Hindsight Cloud](https://vectorize.io/hindsight/cloud)
+[Documentation](https://hindsight.vectorize.io) • [Paper](https://arxiv.org/abs/2512.12818) • [Cookbook](https://hindsight.vectorize.io/cookbook) • [Hindsight Cloud](https://ui.hindsight.vectorize.io/signup)
 
 [![CI](https://github.com/vectorize-io/hindsight/actions/workflows/release.yml/badge.svg)](https://github.com/vectorize-io/hindsight/actions/workflows/release.yml)
 [![Slack Community](https://img.shields.io/badge/Slack-Join%20Community-4A154B?logo=slack)](https://join.slack.com/t/hindsight-space/shared_invite/zt-3nhbm4w29-LeSJ5Ixi6j8PdiYOCPlOgg)
@@ -36,33 +36,57 @@ Hindsight is being used in production at Fortune 500 enterprises and by a growin
 
 ## Adding Hindsight to Your AI Agents
 
-The easiest way use Hindsight with an existing agent is with the LLM Wrapper. You can add memory to your agent with 2 lines of code. That will swap your current LLM client out with the Hindsight wrapper. After that, memories will be stored and retrieved automatically as you make LLM calls.
+The easiest way to use Hindsight with an existing agent is with the LLM Wrapper. You can add memory to your agent with 2 lines of code. That will swap your current LLM client out with the Hindsight wrapper. After that, memories will be stored and retrieved automatically as you make LLM calls.
 
 If you need more control over how and when your agent stores and recalls memories, there's also a simple API you can integrate with using the SDKs or directly via HTTP.
 
 ![Hindsight Banner](./hindsight-docs/static/img/migration-code.png)
 
+---
+
+> 🤖 **Using a coding agent?** Install the Hindsight documentation skill for instant access to docs while you code:
+> ```bash
+> npx skills add https://github.com/vectorize-io/hindsight --skill hindsight-docs
+> ```
+> Works with Claude Code, Cursor, and other AI coding assistants.
+
+---
+
 
 ## Quick Start
 
 ### Docker (recommended)
 
 ```bash
-export OPENAI_API_KEY=your-key
+export OPENAI_API_KEY=sk-xxx
 
 docker run --rm -it --pull always -p 8888:8888 -p 9999:9999 \
   -e HINDSIGHT_API_LLM_API_KEY=$OPENAI_API_KEY \
-  -e HINDSIGHT_API_LLM_MODEL=o3-mini \
   -v $HOME/.hindsight-docker:/home/hindsight/.pg0 \
   ghcr.io/vectorize-io/hindsight:latest
 ```
 
+>API: http://localhost:8888
+>UI: http://localhost:9999
+
 You can modify the LLM provider by setting `HINDSIGHT_API_LLM_PROVIDER`. Valid options are `openai`, `anthropic`, `gemini`, `groq`, `ollama`, and `lmstudio`. The documentation provides more details on [supported models](https://hindsight.vectorize.io/developer/models).
 
-API: http://localhost:8888  
-UI: http://localhost:9999
 
-Install client:
+
+### Docker (external PostgreSQL)
+
+```bash
+export OPENAI_API_KEY=sk-xxx
+export HINDSIGHT_DB_PASSWORD=choose-a-password
+cd docker/docker-compose
+docker compose up 
+```
+
+
+>API: http://localhost:8888
+>UI: http://localhost:9999
+
+### Client
 
 ```bash
 pip install hindsight-client -U
@@ -70,7 +94,7 @@ pip install hindsight-client -U
 npm install @vectorize-io/hindsight-client
 ```
 
-Python example:
+#### Python
 
 ```python
 from hindsight_client import Hindsight
@@ -87,7 +111,29 @@ client.recall(bank_id="my-bank", query="What does Alice do?")
 client.reflect(bank_id="my-bank", query="Tell me about Alice")
 ```
 
-### Python (embedded, no Docker)
+#### Node.js / TypeScript
+
+```bash
+npm install @vectorize-io/hindsight-client
+```
+
+```javascript
+const { HindsightClient } = require('@vectorize-io/hindsight-client');
+
+const main = async () => {
+  const client = new HindsightClient({ baseUrl: 'http://localhost:8888' });
+
+  await client.retain('my-bank', 'Alice loves hiking in Yosemite');
+
+  const results = await client.recall('my-bank', 'What does Alice like?');
+  console.log(results);
+}
+
+main();
+```
+
+
+### Python Embedded (no server required)
 
 ```bash
 pip install hindsight-all -U
@@ -107,20 +153,6 @@ with HindsightServer(
     results = client.recall(bank_id="my-bank", query="Where does Alice work?")
 ```
 
-### Node.js / TypeScript
-
-```bash
-npm install @vectorize-io/hindsight-client
-```
-
-```javascript
-const { HindsightClient } = require('@vectorize-io/hindsight-client');
-
-const client = new HindsightClient({ baseUrl: 'http://localhost:8888' });
-
-await client.retain('my-bank', 'Alice loves hiking in Yosemite');
-await client.recall('my-bank', 'What does Alice like?');
-```
 
 ---
 
@@ -149,7 +181,7 @@ Satisfying these requirements in Hindsight is straightforward. When new user inp
 
 ![Overview](./hindsight-docs/static/img/hindsight-overview.webp)
 
-Most agent memory implementation rely on basic vector search or sometimes use a knowledge graph. Hindsight uses biomimetic data structures to organize agent memories in a way that is more like how human memory works:
+Most agent memory implementations rely on basic vector search or sometimes use a knowledge graph. Hindsight uses biomimetic data structures to organize agent memories in a way that is more like how human memory works:
 
 - **World:** Facts about the world ("The stove gets hot")
 - **Experiences:** Agent's own experiences ("I touched the stove and it really hurt")
@@ -275,3 +307,5 @@ MIT — see [LICENSE](./LICENSE)
 ---
 
 Built by [Vectorize.io](https://vectorize.io)
+
+<img src="https://umami-pixel.chris-latimer.workers.dev/?id=a8b043e6-6964-454d-80df-69b69d3f0d50&host=github.com&url=/vectorize-io/hindsight" width="1" height="1" alt="" />

docker/docker-compose/external-pg/docker-compose.yaml

@@ -0,0 +1,54 @@
+# Docker Compose file for Hindsight with PostgreSQL and pgvector
+#
+# Make sure to set the required environment variables before running:
+# - HINDSIGHT_DB_PASSWORD: Password for the PostgreSQL user
+# - Configure LLM provider variables as needed (see below in the hindsight service)
+#
+# Usage:
+# docker compose up -d
+#
+# Optional environment variables with defaults:
+# - HINDSIGHT_VERSION: Hindsight application version (default: latest)
+# - HINDSIGHT_DB_USER: PostgreSQL user (default: hindsight_user)
+# - HINDSIGHT_DB_NAME: PostgreSQL database name (default: hindsight_db)
+# - HINDSIGHT_DB_VERSION: PostgreSQL version (default: 18)
+
+services:
+  db:
+    # Use a PostgreSQL-Image with pgvector extension pre-installed
+    # see https://hub.docker.com/r/pgvector/pgvector 
+    image: pgvector/pgvector:pg${HINDSIGHT_DB_VERSION:-18}
+    container_name: hindsight-db
+    restart: always
+    # Expose PostgreSQL port
+    # ports:
+      # - "5432:5432"
+    environment:
+      POSTGRES_USER: ${HINDSIGHT_DB_USER:-hindsight_user}
+      POSTGRES_PASSWORD: ${HINDSIGHT_DB_PASSWORD:?Please set the HINDSIGHT_DB_PASSWORD env variable}
+      POSTGRES_DB: ${HINDSIGHT_DB_NAME:-hindsight_db}
+    volumes:
+      - pg_data:/var/lib/postgresql/${HINDSIGHT_DB_VERSION:-18}/docker
+    networks:
+      - hindsight-net
+
+  hindsight:
+    image: ghcr.io/vectorize-io/hindsight:${HINDSIGHT_VERSION:-latest}
+    container_name: hindsight-app
+    ports:
+      - "8888:8888"
+      - "9999:9999"
+    environment:
+      - HINDSIGHT_API_LLM_API_KEY=${OPENAI_API_KEY?Please set the OPENAI_API_KEY env variable}
+      - HINDSIGHT_API_DATABASE_URL=postgresql://${HINDSIGHT_DB_USER:-hindsight_user}:${HINDSIGHT_DB_PASSWORD:?Please set the HINDSIGHT_DB_PASSWORD env variable}@db:5432/${HINDSIGHT_DB_NAME:-hindsight_db}
+    depends_on:
+      - db
+    networks:
+      - hindsight-net
+
+networks:
+  hindsight-net:
+    driver: bridge
+
+volumes:
+  pg_data:

docker/docker-compose/nginx/README.md

@@ -0,0 +1,96 @@
+# Nginx Reverse Proxy with Custom Base Path
+
+Deploy Hindsight API under `/hindsight` (or any custom path) using Nginx reverse proxy.
+
+## Quick Start (Published Image - API Only)
+
+```bash
+docker-compose up
+```
+
+- **API:** http://localhost:8080/hindsight/docs
+- **Control Plane:** http://localhost:9999 (direct access, not proxied)
+
+## Full Stack with Custom Base Path (Requires Build)
+
+**Important:** You cannot rebuild from the published image with build args. You must build from source.
+
+### Build from Source with Custom Base Path
+
+1. **Clone the repository** (if you haven't):
+```bash
+git clone https://github.com/vectorize-io/hindsight.git
+cd hindsight
+```
+
+2. **Build with base path**:
+```bash
+docker build \
+  --build-arg NEXT_PUBLIC_BASE_PATH=/hindsight \
+  -f docker/standalone/Dockerfile \
+  -t hindsight:custom \
+  .
+```
+
+3. **Update docker-compose.yml** to use your built image:
+```yaml
+services:
+  hindsight:
+    image: hindsight:custom  # ← Change this
+    environment:
+      HINDSIGHT_API_BASE_PATH: /hindsight
+      NEXT_PUBLIC_BASE_PATH: /hindsight
+```
+
+4. **Update nginx.conf** to handle Control Plane routes (see below)
+
+5. **Run**:
+```bash
+docker-compose up
+```
+
+### Required nginx.conf for Full Stack
+
+Replace the current `nginx.conf` with this to proxy both API and Control Plane:
+
+```nginx
+events { worker_connections 1024; }
+
+http {
+    include /etc/nginx/mime.types;
+    default_type application/octet-stream;
+
+    upstream hindsight_api { server hindsight:8888; }
+    upstream hindsight_cp { server hindsight:9999; }
+
+    server {
+        listen 80;
+
+        # API
+        location ~ ^/hindsight/(docs|openapi\.json|health|metrics|v1|mcp) {
+            proxy_pass http://hindsight_api;
+            proxy_set_header Host $http_host;
+        }
+
+        # Control Plane static files
+        location ~ ^/hindsight/_next/ {
+            proxy_pass http://hindsight_cp;
+            proxy_set_header Host $http_host;
+        }
+
+        # Control Plane UI
+        location /hindsight {
+            proxy_pass http://hindsight_cp;
+            proxy_set_header Host $http_host;
+        }
+
+        location = / { return 301 /hindsight; }
+    }
+}
+```
+
+### Why Build is Required
+
+Next.js requires `basePath` at **build time**. The published image was built without a custom base path, so you must rebuild from source with the `NEXT_PUBLIC_BASE_PATH` build arg to deploy the Control Plane under a subpath.
+
+The API works without rebuild because `HINDSIGHT_API_BASE_PATH` is a runtime environment variable.

docker/docker-compose/nginx/docker-compose.yml

@@ -0,0 +1,88 @@
+# Hindsight API deployment with Nginx reverse proxy (API-only)
+#
+# This example deploys Hindsight API under the path /hindsight with:
+# - Hindsight standalone image (API + Control Plane + embedded pg0)
+# - Nginx reverse proxy (API only)
+#
+# Quick Start:
+#   docker-compose -f docker/docker-compose/nginx/docker-compose.yml up
+#
+# Access:
+#   API (via nginx):         http://localhost:8080/hindsight/docs
+#   Control Plane (direct):  http://localhost:9999
+#
+# For full stack deployment (API + Control Plane both under /hindsight):
+#   See README.md in this directory for instructions on building with basePath.
+#
+# Note: This configuration uses the published image (no build required).
+#       Control Plane is served directly because Next.js basePath requires
+#       build-time configuration. See README.md for the full stack option.
+
+services:
+  # Hindsight (API + Control Plane + embedded pg0)
+  hindsight:
+    image: ghcr.io/vectorize-io/hindsight:latest
+    ports:
+      - "9999:9999"  # Control Plane (direct access, not proxied)
+    environment:
+      # API base path for reverse proxy
+      HINDSIGHT_API_BASE_PATH: /hindsight
+
+      # LLM configuration
+      # Using mock provider for testing (no API key needed)
+      # For production, set OPENAI_API_KEY or ANTHROPIC_API_KEY and use a real provider
+      HINDSIGHT_API_LLM_PROVIDER: ${HINDSIGHT_API_LLM_PROVIDER:-mock}
+      HINDSIGHT_API_LLM_API_KEY: ${OPENAI_API_KEY:-not-needed-for-mock}
+      HINDSIGHT_API_LLM_MODEL: ${HINDSIGHT_API_LLM_MODEL:-mock-model}
+
+      # Production examples (uncomment and set appropriate API key):
+      # HINDSIGHT_API_LLM_PROVIDER: openai
+      # HINDSIGHT_API_LLM_API_KEY: ${OPENAI_API_KEY}
+      # HINDSIGHT_API_LLM_MODEL: gpt-4o-mini
+
+      # HINDSIGHT_API_LLM_PROVIDER: anthropic
+      # HINDSIGHT_API_LLM_API_KEY: ${ANTHROPIC_API_KEY}
+      # HINDSIGHT_API_LLM_MODEL: claude-sonnet-4-20250514
+
+      # Server config
+      HINDSIGHT_API_HOST: 0.0.0.0
+      HINDSIGHT_API_PORT: 8888
+      HINDSIGHT_API_LOG_LEVEL: info
+
+      # Control Plane config
+      HINDSIGHT_CP_DATAPLANE_API_URL: http://localhost:8888
+    volumes:
+      # Persist embedded pg0 database
+      - hindsight_data:/app/data
+    # Note: Ports not exposed - access via Nginx at localhost:8080/hindsight/
+    # To debug directly, uncomment these ports:
+    # ports:
+    #   - "8888:8888"  # API
+    #   - "9999:9999"  # Control Plane
+    healthcheck:
+      test: ["CMD", "curl", "-f", "http://localhost:8888/hindsight/health"]
+      interval: 10s
+      timeout: 5s
+      retries: 3
+      start_period: 30s
+    networks:
+      - hindsight
+
+  # Nginx reverse proxy
+  nginx:
+    image: nginx:alpine
+    ports:
+      - "8080:80"
+    volumes:
+      - ./nginx.conf:/etc/nginx/nginx.conf:ro
+    depends_on:
+      hindsight:
+        condition: service_healthy
+    networks:
+      - hindsight
+
+volumes:
+  hindsight_data:
+
+networks:
+  hindsight:

docker/docker-compose/nginx/nginx.conf

@@ -0,0 +1,40 @@
+# Nginx configuration for API-only reverse proxy
+# Control Plane accessed directly (not through nginx)
+
+events {
+    worker_connections 1024;
+}
+
+http {
+    include /etc/nginx/mime.types;
+    default_type application/octet-stream;
+
+    # Logging
+    access_log /var/log/nginx/access.log;
+    error_log /var/log/nginx/error.log;
+
+    # Upstream - Hindsight API
+    upstream hindsight_api {
+        server hindsight:8888;
+    }
+
+    server {
+        listen 80;
+        server_name _;
+
+        # API endpoints - forward with /hindsight prefix
+        location /hindsight/ {
+            proxy_pass http://hindsight_api;
+
+            proxy_set_header Host $http_host;
+            proxy_set_header X-Real-IP $remote_addr;
+            proxy_set_header X-Forwarded-For $proxy_add_x_forwarded_for;
+            proxy_set_header X-Forwarded-Proto $scheme;
+        }
+
+        # Redirect root to API docs
+        location = / {
+            return 301 /hindsight/docs;
+        }
+    }
+}

docker/docker-compose/pg_textsearch/Dockerfile

@@ -0,0 +1,32 @@
+# PostgreSQL with pgvector and pg_textsearch extensions
+# Note: pg_textsearch requires PostgreSQL 17+
+FROM postgres:17
+
+# Install build dependencies
+RUN apt-get update && apt-get install -y \
+    build-essential \
+    git \
+    postgresql-server-dev-17 \
+    libpq-dev \
+    && rm -rf /var/lib/apt/lists/*
+
+# Install pgvector
+RUN cd /tmp && \
+    git clone --branch v0.8.0 https://github.com/pgvector/pgvector.git && \
+    cd pgvector && \
+    make && \
+    make install
+
+# Install pg_textsearch
+RUN cd /tmp && \
+    git clone https://github.com/timescale/pg_textsearch.git && \
+    cd pg_textsearch && \
+    make && \
+    make install
+
+# Clean up source files and build dependencies
+RUN rm -rf /tmp/pgvector /tmp/pg_textsearch && \
+    apt-get purge -y --auto-remove build-essential git postgresql-server-dev-17
+
+# Ensure extensions are preloaded
+RUN echo "shared_preload_libraries = 'pg_textsearch'" >> /usr/share/postgresql/postgresql.conf.sample

docker/docker-compose/pg_textsearch/docker-compose.yaml

@@ -0,0 +1,91 @@
+name: hindsight
+# Docker Compose file for Hindsight with PostgreSQL and Timescale pg_textsearch
+# docker compose -f docker/docker-compose/pg_textsearch/docker-compose.yaml down && sleep 2 && docker compose -f docker/docker-compose/pg_textsearch/docker-compose.yaml up -d
+# Make sure to set the required environment variables before running:
+# - HINDSIGHT_DB_PASSWORD: Password for the PostgreSQL user
+# - Configure LLM provider variables as needed (see below in the hindsight service)
+#
+# Usage:
+# docker compose up -d
+#
+# Optional environment variables with defaults:
+# - HINDSIGHT_VERSION: Hindsight application version (default: latest)
+# - HINDSIGHT_DB_USER: PostgreSQL user (default: hindsight_user)
+# - HINDSIGHT_DB_NAME: PostgreSQL database name (default: hindsight_db)
+
+services:
+  db:
+    # Use custom PostgreSQL image with pgvector and pg_textsearch extensions
+    build:
+      context: .
+      dockerfile: Dockerfile
+    container_name: hindsight-db
+    restart: always
+    # Expose PostgreSQL port
+    ports:
+      - "5437:5432"
+    environment:
+      POSTGRES_USER: ${HINDSIGHT_DB_USER:-hindsight_user}
+      POSTGRES_PASSWORD: ${HINDSIGHT_DB_PASSWORD:-hindsight_password}
+      POSTGRES_DB: ${HINDSIGHT_DB_NAME:-hindsight_db}
+    volumes:
+      - pg_data:/var/lib/postgresql/data
+    networks:
+      - hindsight-net
+
+  pg-textsearch-init:
+    build:
+      context: .
+      dockerfile: Dockerfile
+    depends_on:
+      - db
+    environment:
+      - PGPASSWORD=${HINDSIGHT_DB_PASSWORD:-hindsight_password}
+    command: >
+      bash -c "
+        echo 'Waiting for PostgreSQL to be ready...';
+        until pg_isready -h hindsight-db -p 5432 -U hindsight_user; do
+          echo 'PostgreSQL is unavailable - sleeping';
+          sleep 2;
+        done;
+        echo 'PostgreSQL is ready - creating hindsight_db database';
+        psql -h hindsight-db -p 5432 -U hindsight_user -c 'CREATE DATABASE hindsight_db;' 2>/dev/null || echo 'Database already exists';
+        echo 'Creating extensions in hindsight_db database';
+        psql -h hindsight-db -p 5432 -U hindsight_user -d hindsight_db -c 'CREATE EXTENSION IF NOT EXISTS vector CASCADE;';
+        psql -h hindsight-db -p 5432 -U hindsight_user -d hindsight_db -c 'CREATE EXTENSION IF NOT EXISTS pg_textsearch CASCADE;';
+        echo 'Database and extensions created successfully';
+      "
+    restart: "no"
+    networks:
+      - hindsight-net
+
+  hindsight:
+    image: ghcr.io/vectorize-io/hindsight:${HINDSIGHT_VERSION:-latest}
+    container_name: hindsight-app
+    ports:
+      - "8888:8888"
+      - "9999:9999"
+    environment:
+      # LLM Configuration
+      HINDSIGHT_API_LLM_PROVIDER: ${HINDSIGHT_API_LLM_PROVIDER:-openai}
+      HINDSIGHT_API_LLM_API_KEY: ${OPENAI_API_KEY:-your-api-key}
+
+      # Database Configuration
+      HINDSIGHT_API_DATABASE_URL: postgresql://${HINDSIGHT_DB_USER:-hindsight_user}:${HINDSIGHT_DB_PASSWORD:-hindsight_password}@db:5432/${HINDSIGHT_DB_NAME:-hindsight_db}
+
+      # Vector and Text Search Extensions
+      HINDSIGHT_API_VECTOR_EXTENSION: pgvector
+      HINDSIGHT_API_TEXT_SEARCH_EXTENSION: pg_textsearch
+
+    depends_on:
+      - db
+    networks:
+      - hindsight-net
+
+
+networks:
+  hindsight-net:
+    driver: bridge
+
+volumes:
+  pg_data:

docker/docker-compose/s3-file-storage/docker-compose.yaml

@@ -0,0 +1,83 @@
+# Docker Compose file for Hindsight with S3 file storage (SeaweedFS)
+#
+# SeaweedFS (Apache 2.0) provides an S3-compatible object storage backend
+# for storing uploaded files instead of PostgreSQL BYTEA storage.
+#
+# Make sure to set the required environment variables before running:
+# - HINDSIGHT_DB_PASSWORD: Password for the PostgreSQL user
+# - Configure LLM provider variables as needed (see below in the hindsight service)
+#
+# Usage:
+# docker compose up -d
+#
+# Optional environment variables with defaults:
+# - HINDSIGHT_VERSION: Hindsight application version (default: latest)
+# - HINDSIGHT_DB_USER: PostgreSQL user (default: hindsight_user)
+# - HINDSIGHT_DB_NAME: PostgreSQL database name (default: hindsight_db)
+# - HINDSIGHT_DB_VERSION: PostgreSQL version (default: 18)
+# - SEAWEEDFS_S3_ACCESS_KEY: S3 access key (default: hindsight_s3_key)
+# - SEAWEEDFS_S3_SECRET_KEY: S3 secret key (default: hindsight_s3_secret)
+
+services:
+  db:
+    image: pgvector/pgvector:pg${HINDSIGHT_DB_VERSION:-18}
+    container_name: hindsight-db
+    restart: always
+    environment:
+      POSTGRES_USER: ${HINDSIGHT_DB_USER:-hindsight_user}
+      POSTGRES_PASSWORD: ${HINDSIGHT_DB_PASSWORD:?Please set the HINDSIGHT_DB_PASSWORD env variable}
+      POSTGRES_DB: ${HINDSIGHT_DB_NAME:-hindsight_db}
+    volumes:
+      - pg_data:/var/lib/postgresql/${HINDSIGHT_DB_VERSION:-18}/docker
+    networks:
+      - hindsight-net
+
+  seaweedfs:
+    image: chrislusf/seaweedfs:latest
+    container_name: hindsight-seaweedfs
+    restart: always
+    # Single-node mode: master + volume + filer + S3 gateway all in one process
+    command: >
+      server
+      -s3
+      -s3.port=8333
+      -s3.config=/etc/seaweedfs/s3.json
+      -ip.bind=0.0.0.0
+    volumes:
+      - seaweedfs_data:/data
+      - ./s3.json:/etc/seaweedfs/s3.json:ro
+    # Expose S3 API port (uncomment to access from host)
+    # ports:
+    #   - "8333:8333"
+    networks:
+      - hindsight-net
+
+  hindsight:
+    image: ghcr.io/vectorize-io/hindsight:${HINDSIGHT_VERSION:-latest}
+    container_name: hindsight-app
+    ports:
+      - "8888:8888"
+      - "9999:9999"
+    environment:
+      - HINDSIGHT_API_LLM_API_KEY=${OPENAI_API_KEY?Please set the OPENAI_API_KEY env variable}
+      - HINDSIGHT_API_DATABASE_URL=postgresql://${HINDSIGHT_DB_USER:-hindsight_user}:${HINDSIGHT_DB_PASSWORD:?Please set the HINDSIGHT_DB_PASSWORD env variable}@db:5432/${HINDSIGHT_DB_NAME:-hindsight_db}
+      # S3 file storage configuration (SeaweedFS)
+      - HINDSIGHT_API_FILE_STORAGE_TYPE=s3
+      - HINDSIGHT_API_FILE_STORAGE_S3_BUCKET=hindsight
+      - HINDSIGHT_API_FILE_STORAGE_S3_ENDPOINT=http://seaweedfs:8333
+      - HINDSIGHT_API_FILE_STORAGE_S3_REGION=us-east-1
+      - HINDSIGHT_API_FILE_STORAGE_S3_ACCESS_KEY_ID=${SEAWEEDFS_S3_ACCESS_KEY:-hindsight_s3_key}
+      - HINDSIGHT_API_FILE_STORAGE_S3_SECRET_ACCESS_KEY=${SEAWEEDFS_S3_SECRET_KEY:-hindsight_s3_secret}
+    depends_on:
+      - db
+      - seaweedfs
+    networks:
+      - hindsight-net
+
+networks:
+  hindsight-net:
+    driver: bridge
+
+volumes:
+  pg_data:
+  seaweedfs_data:

docker/docker-compose/s3-file-storage/s3.json

@@ -0,0 +1,19 @@
+{
+  "identities": [
+    {
+      "name": "hindsight",
+      "credentials": [
+        {
+          "accessKey": "hindsight_s3_key",
+          "secretKey": "hindsight_s3_secret"
+        }
+      ],
+      "actions": [
+        "Admin",
+        "Read",
+        "Write",
+        "List"
+      ]
+    }
+  ]
+}

docker/docker-compose/timescale/.dockerignore

@@ -0,0 +1,16 @@
+# Git
+.git
+.gitignore
+.gitattributes
+
+# Docker
+docker-compose.yaml
+.dockerignore
+
+# Documentation
+README.md
+*.md
+
+# Environment
+.env
+.env.example

docker/docker-compose/timescale/.env.example

@@ -0,0 +1,25 @@
+# PostgreSQL Configuration
+HINDSIGHT_DB_USER=hindsight_user
+HINDSIGHT_DB_PASSWORD=change-me-to-secure-password
+HINDSIGHT_DB_NAME=hindsight_db
+
+# Hindsight Version
+HINDSIGHT_VERSION=latest
+
+# LLM Configuration
+HINDSIGHT_API_LLM_PROVIDER=openai
+OPENAI_API_KEY=your-openai-api-key-here
+
+# Alternative LLM providers (uncomment and configure as needed):
+# HINDSIGHT_API_LLM_PROVIDER=anthropic
+# ANTHROPIC_API_KEY=your-anthropic-api-key
+
+# HINDSIGHT_API_LLM_PROVIDER=gemini
+# GEMINI_API_KEY=your-gemini-api-key
+
+# HINDSIGHT_API_LLM_PROVIDER=groq
+# GROQ_API_KEY=your-groq-api-key
+
+# Vector and Text Search (already configured in docker-compose.yaml)
+# HINDSIGHT_API_VECTOR_EXTENSION=pgvectorscale
+# HINDSIGHT_API_TEXT_SEARCH_EXTENSION=pg_textsearch

docker/docker-compose/timescale/Dockerfile

@@ -0,0 +1,55 @@
+# PostgreSQL with pgvector, pgvectorscale, and pg_textsearch extensions
+# All three extensions from Timescale/pgvector for high-performance vector and text search
+# Note: Requires PostgreSQL 16+
+FROM postgres:17
+
+# Install build dependencies and Rust toolchain
+RUN apt-get update && apt-get install -y \
+    build-essential \
+    git \
+    postgresql-server-dev-17 \
+    libpq-dev \
+    cmake \
+    curl \
+    pkg-config \
+    libssl-dev \
+    && rm -rf /var/lib/apt/lists/*
+
+# Install Rust toolchain (required for pgvectorscale)
+RUN curl --proto '=https' --tlsv1.2 -sSf https://sh.rustup.rs | sh -s -- -y
+ENV PATH="/root/.cargo/bin:${PATH}"
+
+# Install pgvector (required by pgvectorscale)
+RUN cd /tmp && \
+    git clone --branch v0.8.0 https://github.com/pgvector/pgvector.git && \
+    cd pgvector && \
+    make && \
+    make install && \
+    rm -rf /tmp/pgvector
+
+# Install cargo-pgrx (PostgreSQL extension framework for Rust)
+RUN cargo install cargo-pgrx --version 0.12.5 --locked && \
+    cargo pgrx init --pg17 /usr/bin/pg_config
+
+# Install pgvectorscale (DiskANN index support)
+RUN cd /tmp && \
+    git clone --branch 0.5.1 https://github.com/timescale/pgvectorscale.git && \
+    cd pgvectorscale/pgvectorscale && \
+    cargo pgrx install --release && \
+    rm -rf /tmp/pgvectorscale
+
+# Install pg_textsearch (BM25 text search)
+RUN cd /tmp && \
+    git clone https://github.com/timescale/pg_textsearch.git && \
+    cd pg_textsearch && \
+    make && \
+    make install && \
+    rm -rf /tmp/pg_textsearch
+
+# Clean up build dependencies (keep runtime dependencies)
+RUN apt-get purge -y --auto-remove git cmake curl && \
+    rm -rf /root/.cargo/registry /root/.cargo/git
+
+# Ensure extensions are preloaded (pg_textsearch requires preloading)
+RUN echo "shared_preload_libraries = 'pg_textsearch'" >> /usr/share/postgresql/postgresql.conf.sample
+

docker/docker-compose/timescale/README.md

@@ -0,0 +1,101 @@
+# Hindsight with Timescale Extensions
+
+This Docker Compose setup provides a complete Hindsight deployment with **Timescale extensions**:
+- **pgvectorscale** - DiskANN algorithm for disk-based scalable vector search  
+- **pg_textsearch** - High-performance BM25 text search
+
+Both extensions are from [Timescale](https://github.com/timescale) and provide production-grade performance.
+
+## Prerequisites
+
+- Docker and Docker Compose installed
+- OpenAI API key (or another LLM provider)
+
+## Quick Start
+
+```bash
+# Set environment variables
+export HINDSIGHT_DB_PASSWORD="your-secure-password"
+export OPENAI_API_KEY="your-openai-api-key"
+
+# Build and start
+docker compose -f docker/docker-compose/timescale/docker-compose.yaml up -d --build
+
+# Check logs
+
+docker compose -f docker/docker-compose/timescale/docker-compose.yaml logs -f
+```
+
+**Access:**
+- API: http://localhost:8888
+- Control Plane: http://localhost:9999
+
+## Stop and Clean Up
+
+```bash
+# Stop services
+docker compose -f docker/docker-compose/timescale/docker-compose.yaml down
+
+# Remove volumes (deletes all data)
+docker compose -f docker/docker-compose/timescale/docker-compose.yaml down -v
+```
+
+## Configuration
+
+### Environment Variables
+
+| Variable | Description | Default |
+|----------|-------------|---------|
+| `HINDSIGHT_DB_PASSWORD` | PostgreSQL password | `hindsight_password` |
+| `HINDSIGHT_DB_USER` | PostgreSQL username | `hindsight_user` |
+| `HINDSIGHT_DB_NAME` | Database name | `hindsight_db` |
+| `HINDSIGHT_VERSION` | Hindsight Docker image version | `latest` |
+| `OPENAI_API_KEY` | OpenAI API key | (required) |
+| `HINDSIGHT_API_LLM_PROVIDER` | LLM provider | `openai` |
+
+### Why Timescale Extensions?
+
+**pgvectorscale (DiskANN):**
+- 28x lower p95 latency vs dedicated vector databases
+- 16x higher query throughput at 99% recall
+- 60-75% cost reduction (disk is cheaper than RAM)
+- Best for large datasets (10M+ vectors)
+
+**pg_textsearch (BM25):**
+- High-performance keyword retrieval
+- Native BM25 ranking algorithm
+- Optimized for full-text search
+
+## Troubleshooting
+
+### Extensions not installed
+
+Check if extensions are available:
+
+```bash
+docker exec -it hindsight-db-timescale psql -U hindsight_user -d hindsight_db -c "\dx"
+```
+
+You should see:
+- `vector` (pgvector)
+- `vectorscale` (pgvectorscale/DiskANN)
+- `pg_textsearch` (BM25 search)
+
+### Build fails
+
+If the Docker build fails during pgvectorscale compilation:
+
+1. Ensure you have sufficient memory (recommended: 4GB+)
+2. Check Docker build logs for Rust compilation errors
+3. Try building with more resources: `docker compose build --no-cache --memory 4g`
+
+### Port conflicts
+
+If port 5438 is already in use, modify the `ports` section in docker-compose.yaml.
+
+## Learn More
+
+- [pgvectorscale GitHub](https://github.com/timescale/pgvectorscale)
+- [pg_textsearch GitHub](https://github.com/timescale/pg_textsearch)
+- [HNSW vs DiskANN](https://www.tigerdata.com/learn/hnsw-vs-diskann)
+- [Hindsight Documentation](https://hindsight.dev)

docker/docker-compose/timescale/docker-compose.yaml

@@ -0,0 +1,108 @@
+name: hindsight
+# Docker Compose file for Hindsight with Timescale extensions
+# - pgvectorscale: DiskANN vector search (disk-based, scalable)
+# - pg_textsearch: BM25 text search (high-performance keyword retrieval)
+#
+# Quick start:
+# docker compose -f docker/docker-compose/timescale/docker-compose.yaml up -d --build
+#
+# Required environment variables:
+# - HINDSIGHT_DB_PASSWORD: Password for the PostgreSQL user
+# - OPENAI_API_KEY (or configure another LLM provider)
+#
+# Optional environment variables with defaults:
+# - HINDSIGHT_VERSION: Hindsight application version (default: latest)
+# - HINDSIGHT_DB_USER: PostgreSQL user (default: hindsight_user)
+# - HINDSIGHT_DB_NAME: PostgreSQL database name (default: hindsight_db)
+
+services:
+  db:
+    # Custom PostgreSQL image with Timescale extensions (pgvectorscale + pg_textsearch)
+    build:
+      context: .
+      dockerfile: Dockerfile
+    container_name: hindsight-db-timescale
+    restart: always
+    # Expose PostgreSQL port (using 5438 to avoid conflicts with other setups)
+    ports:
+      - "5438:5432"
+    environment:
+      POSTGRES_USER: ${HINDSIGHT_DB_USER:-hindsight_user}
+      POSTGRES_PASSWORD: ${HINDSIGHT_DB_PASSWORD:-hindsight_password}
+      POSTGRES_DB: ${HINDSIGHT_DB_NAME:-hindsight_db}
+    volumes:
+      - pg_data:/var/lib/postgresql/data
+    networks:
+      - hindsight-net
+    # Health check to ensure database is ready
+    healthcheck:
+      test: ["CMD-SHELL", "pg_isready -U hindsight_user"]
+      interval: 5s
+      timeout: 5s
+      retries: 5
+
+  timescale-init:
+    build:
+      context: .
+      dockerfile: Dockerfile
+    depends_on:
+      db:
+        condition: service_healthy
+    environment:
+      - PGPASSWORD=${HINDSIGHT_DB_PASSWORD:-hindsight_password}
+    command: >
+      bash -c "
+        echo 'PostgreSQL is ready - creating hindsight_db database';
+        psql -h hindsight-db-timescale -p 5432 -U hindsight_user -c 'CREATE DATABASE hindsight_db;' 2>/dev/null || echo 'Database already exists';
+        echo 'Installing Timescale extensions...';
+        echo '1/3: Installing pgvector (required by pgvectorscale)...';
+        psql -h hindsight-db-timescale -p 5432 -U hindsight_user -d hindsight_db -c 'CREATE EXTENSION IF NOT EXISTS vector CASCADE;';
+        echo '2/3: Installing pgvectorscale (DiskANN vector search)...';
+        psql -h hindsight-db-timescale -p 5432 -U hindsight_user -d hindsight_db -c 'CREATE EXTENSION IF NOT EXISTS vectorscale CASCADE;';
+        echo '3/3: Installing pg_textsearch (BM25 text search)...';
+        psql -h hindsight-db-timescale -p 5432 -U hindsight_user -d hindsight_db -c 'CREATE EXTENSION IF NOT EXISTS pg_textsearch CASCADE;';
+        echo '';
+        echo '✅ Timescale extensions installed successfully';
+        echo '';
+        echo 'Installed extensions:';
+        psql -h hindsight-db-timescale -p 5432 -U hindsight_user -d hindsight_db -c \"\\dx\" | grep -E '(vector|vectorscale|pg_textsearch)';
+      "
+    restart: "no"
+    networks:
+      - hindsight-net
+
+  hindsight:
+    image: ghcr.io/vectorize-io/hindsight:${HINDSIGHT_VERSION:-latest}
+    container_name: hindsight-app-timescale
+    ports:
+      - "8888:8888"
+      - "9999:9999"
+    environment:
+      # LLM Configuration
+      HINDSIGHT_API_LLM_PROVIDER: ${HINDSIGHT_API_LLM_PROVIDER:-openai}
+      HINDSIGHT_API_LLM_API_KEY: ${OPENAI_API_KEY:-your-api-key}
+
+      # Database Configuration
+      HINDSIGHT_API_DATABASE_URL: postgresql://${HINDSIGHT_DB_USER:-hindsight_user}:${HINDSIGHT_DB_PASSWORD:-hindsight_password}@db:5432/${HINDSIGHT_DB_NAME:-hindsight_db}
+
+      # Timescale Extensions
+      # pgvectorscale: DiskANN algorithm for disk-based scalable vector search
+      HINDSIGHT_API_VECTOR_EXTENSION: pgvectorscale
+      # pg_textsearch: High-performance BM25 text search
+      HINDSIGHT_API_TEXT_SEARCH_EXTENSION: pg_textsearch
+
+    depends_on:
+      db:
+        condition: service_healthy
+      timescale-init:
+        condition: service_completed_successfully
+    networks:
+      - hindsight-net
+
+
+networks:
+  hindsight-net:
+    driver: bridge
+
+volumes:
+  pg_data:

docker/docker-compose/vchord/docker-compose.yaml

@@ -0,0 +1,93 @@
+name: hindsight
+# Docker Compose file for Hindsight with PostgreSQL and vectorchord
+# docker compose -f docker/docker-compose/docker-compose.yaml down && sleep 2 && docker compose -f docker/docker-compose/docker-compose.yaml up -d
+# Make sure to set the required environment variables before running:
+# - HINDSIGHT_DB_PASSWORD: Password for the PostgreSQL user
+# - Configure LLM provider variables as needed (see below in the hindsight service)
+#
+# Usage:
+# docker compose up -d
+#
+# Optional environment variables with defaults:
+# - HINDSIGHT_VERSION: Hindsight application version (default: latest)
+# - HINDSIGHT_DB_USER: PostgreSQL user (default: hindsight_user)
+# - HINDSIGHT_DB_NAME: PostgreSQL database name (default: hindsight_db)
+# - HINDSIGHT_DB_VERSION: PostgreSQL version (default: 18)
+
+services:
+  db:
+    # Use a PostgreSQL-Image with vectorchord extension pre-installed
+    image: tensorchord/vchord-suite:pg${HINDSIGHT_DB_VERSION:-18-latest}
+    container_name: hindsight-db
+    restart: always
+    # Expose PostgreSQL port
+    ports:
+      - "5436:5432"
+    environment:
+      POSTGRES_USER: ${HINDSIGHT_DB_USER:-hindsight_user}
+      POSTGRES_PASSWORD: ${HINDSIGHT_DB_PASSWORD:-hindsight_password}
+      POSTGRES_DB: ${HINDSIGHT_DB_NAME:-hindsight_db}
+    volumes:
+      - pg_data:/var/lib/postgresql/${HINDSIGHT_DB_VERSION:-18}/docker
+    networks:
+      - hindsight-net
+
+  vectorchord-init:
+    image: tensorchord/vchord-suite:pg18-latest
+    #container_name: vectorchord-init
+    depends_on:
+      - db
+    environment:
+      - PGPASSWORD=${HINDSIGHT_DB_PASSWORD:-hindsight_password}
+    command: >
+      bash -c "
+        echo 'Waiting for PostgreSQL to be ready...';
+        until pg_isready -h hindsight-db -p 5432 -U hindsight_user; do
+          echo 'PostgreSQL is unavailable - sleeping';
+          sleep 2;
+        done;
+        echo 'PostgreSQL is ready - creating hindsight_db database';
+        psql -h hindsight-db -p 5432 -U hindsight_user -c 'CREATE DATABASE hindsight_db;' 2>/dev/null || echo 'Database already exists';
+        echo 'Creating extensions in hindsight_db database';
+        psql -h hindsight-db -p 5432 -U hindsight_user -d hindsight_db -c 'CREATE EXTENSION IF NOT EXISTS vchord CASCADE;';
+        psql -h hindsight-db -p 5432 -U hindsight_user -d hindsight_db -c 'CREATE EXTENSION IF NOT EXISTS pg_tokenizer CASCADE;';
+        psql -h hindsight-db -p 5432 -U hindsight_user -d hindsight_db -c 'CREATE EXTENSION IF NOT EXISTS vchord_bm25 CASCADE;';
+        echo 'Creating llmlingua2 tokenizer';
+        psql -h hindsight-db -p 5432 -U hindsight_user -d hindsight_db -c \"SELECT create_tokenizer('llmlingua2', \\$\\$ model = \\\"llmlingua2\\\" \\$\\$);\" 2>/dev/null || echo 'Tokenizer already exists or creation skipped';
+        echo 'Database and extensions created successfully';
+      "
+    restart: "no"
+    networks:
+      - hindsight-net
+
+  hindsight:
+    image: ghcr.io/vectorize-io/hindsight:${HINDSIGHT_VERSION:-latest}
+    container_name: hindsight-app
+    ports:
+      - "8888:8888"
+      - "9999:9999"
+    environment:
+      # LLM Configuration (uses OpenAI for testing vchord)
+      # LLM configuration
+      HINDSIGHT_API_LLM_PROVIDER: ${HINDSIGHT_API_LLM_PROVIDER:-openai}
+      HINDSIGHT_API_LLM_API_KEY: ${OPENAI_API_KEY:-your-api-key}
+
+      # Database Configuration
+      HINDSIGHT_API_DATABASE_URL: postgresql://${HINDSIGHT_DB_USER:-hindsight_user}:${HINDSIGHT_DB_PASSWORD:-hindsight_password}@db:5432/${HINDSIGHT_DB_NAME:-hindsight_db}
+
+      # Vector and Text Search Extensions
+      HINDSIGHT_API_VECTOR_EXTENSION: vchord
+      HINDSIGHT_API_TEXT_SEARCH_EXTENSION: vchord
+
+    depends_on:
+      - db
+    networks:
+      - hindsight-net
+
+
+networks:
+  hindsight-net:
+    driver: bridge
+
+volumes:
+  pg_data:

docker/standalone/Dockerfile

@@ -8,6 +8,7 @@
 #                                     Set to false when using external providers (TEI, OpenAI, Cohere)
 #   PRELOAD_ML_MODELS=true/false   - Pre-download ML models during build (default: true)
 #                                     Only effective when INCLUDE_LOCAL_MODELS=true
+#                                     NOTE: tiktoken encodings are ALWAYS preloaded (required for air-gapped deployments)
 #
 # Examples:
 #   docker build -t hindsight .                                          # Both (standalone)
@@ -111,6 +112,10 @@ RUN rm -f package-lock.json && sed -i '/"@vectorize-io\/hindsight-client":/d' pa
 # Copy built SDK directly into node_modules (more reliable than npm link in Docker)
 COPY --from=sdk-builder /app/hindsight-clients/typescript ./node_modules/@vectorize-io/hindsight-client
 
+# Accept base path as build argument for reverse proxy deployments
+# Usage: docker build --build-arg NEXT_PUBLIC_BASE_PATH=/hindsight ...
+ARG NEXT_PUBLIC_BASE_PATH=""
+
 # Build Control Plane - run next build first, then custom standalone copy
 # (The build:standalone script expects a specific path structure that differs in Docker)
 RUN npm exec -- next build
@@ -165,20 +170,64 @@ RUN chown -R hindsight:hindsight /app
 
 USER hindsight
 
+# Create pg0 data directory as hindsight user so that Docker seeds new named
+# volumes with correct ownership (UID 1000) on first use, avoiding the
+# "Permission denied" error when mounting a fresh root-owned volume.
+RUN mkdir -p /home/hindsight/.pg0
+
 ENV PATH="/app/api/.venv/bin:${PATH}"
 
+# Pre-download tiktoken encoding (ALWAYS - required for token counting even in air-gapped envs)
+# Tiktoken is a core runtime dependency, not an optional ML model
+RUN MAX_RETRIES=3; \
+    RETRY_DELAY=5; \
+    for i in $(seq 1 $MAX_RETRIES); do \
+      echo "Attempt $i/$MAX_RETRIES: Downloading tiktoken encoding..."; \
+      /app/api/.venv/bin/python -c "\
+import tiktoken; \
+print('Downloading cl100k_base encoding...'); \
+tiktoken.get_encoding('cl100k_base'); \
+print('Tiktoken encoding cached successfully')" && break; \
+      if [ $i -lt $MAX_RETRIES ]; then \
+        echo "Attempt $i failed, retrying in ${RETRY_DELAY}s..."; \
+        sleep $RETRY_DELAY; \
+        RETRY_DELAY=$((RETRY_DELAY * 2)); \
+      fi; \
+    done; \
+    if [ $i -eq $MAX_RETRIES ]; then \
+      echo "ERROR: Failed to download tiktoken encoding after $MAX_RETRIES attempts"; \
+      exit 1; \
+    fi
+
 # Pre-download ML models to avoid runtime download (conditional)
 # Only runs if both PRELOAD_ML_MODELS=true AND INCLUDE_LOCAL_MODELS=true
+# Includes retry logic with exponential backoff for transient network failures
 ARG PRELOAD_ML_MODELS
 ARG INCLUDE_LOCAL_MODELS
+ENV HF_HUB_DOWNLOAD_TIMEOUT=600
 RUN if [ "$PRELOAD_ML_MODELS" = "true" ] && [ "$INCLUDE_LOCAL_MODELS" = "true" ]; then \
-    /app/api/.venv/bin/python -c "\
+    MAX_RETRIES=3; \
+    RETRY_DELAY=10; \
+    for i in $(seq 1 $MAX_RETRIES); do \
+      echo "Attempt $i/$MAX_RETRIES: Downloading ML models..."; \
+      /app/api/.venv/bin/python -c "\
+import os; os.environ['HF_HUB_DOWNLOAD_TIMEOUT'] = '600'; \
 from sentence_transformers import SentenceTransformer, CrossEncoder; \
 print('Downloading embedding model...'); \
 SentenceTransformer('BAAI/bge-small-en-v1.5'); \
 print('Downloading cross-encoder model...'); \
 CrossEncoder('cross-encoder/ms-marco-MiniLM-L-6-v2'); \
-print('Models cached successfully')"; \
+print('Models cached successfully')" && break; \
+      if [ $i -lt $MAX_RETRIES ]; then \
+        echo "Attempt $i failed, retrying in ${RETRY_DELAY}s..."; \
+        sleep $RETRY_DELAY; \
+        RETRY_DELAY=$((RETRY_DELAY * 2)); \
+      fi; \
+    done; \
+    if [ $i -eq $MAX_RETRIES ] && ! /app/api/.venv/bin/python -c "from sentence_transformers import SentenceTransformer; SentenceTransformer('BAAI/bge-small-en-v1.5')" 2>/dev/null; then \
+      echo "ERROR: Failed to download models after $MAX_RETRIES attempts"; \
+      exit 1; \
+    fi; \
     elif [ "$INCLUDE_LOCAL_MODELS" != "true" ]; then echo "Skipping ML model preload (local-models not included)"; \
     else echo "Skipping ML model preload"; fi
 
@@ -190,6 +239,10 @@ ENV HINDSIGHT_API_LOG_LEVEL=info
 ENV HINDSIGHT_ENABLE_API=true
 ENV HINDSIGHT_ENABLE_CP=false
 ENV PYTHONUNBUFFERED=1
+# Suppress verbose transformers/HuggingFace model loading warnings
+ENV TRANSFORMERS_VERBOSITY=error
+ENV HF_HUB_VERBOSITY=error
+ENV TOKENIZERS_PARALLELISM=false
 
 CMD ["/app/start-all.sh"]
 
@@ -273,20 +326,64 @@ RUN chown -R hindsight:hindsight /app
 
 USER hindsight
 
+# Create pg0 data directory as hindsight user so that Docker seeds new named
+# volumes with correct ownership (UID 1000) on first use, avoiding the
+# "Permission denied" error when mounting a fresh root-owned volume.
+RUN mkdir -p /home/hindsight/.pg0
+
 ENV PATH="/app/api/.venv/bin:${PATH}"
 
+# Pre-download tiktoken encoding (ALWAYS - required for token counting even in air-gapped envs)
+# Tiktoken is a core runtime dependency, not an optional ML model
+RUN MAX_RETRIES=3; \
+    RETRY_DELAY=5; \
+    for i in $(seq 1 $MAX_RETRIES); do \
+      echo "Attempt $i/$MAX_RETRIES: Downloading tiktoken encoding..."; \
+      /app/api/.venv/bin/python -c "\
+import tiktoken; \
+print('Downloading cl100k_base encoding...'); \
+tiktoken.get_encoding('cl100k_base'); \
+print('Tiktoken encoding cached successfully')" && break; \
+      if [ $i -lt $MAX_RETRIES ]; then \
+        echo "Attempt $i failed, retrying in ${RETRY_DELAY}s..."; \
+        sleep $RETRY_DELAY; \
+        RETRY_DELAY=$((RETRY_DELAY * 2)); \
+      fi; \
+    done; \
+    if [ $i -eq $MAX_RETRIES ]; then \
+      echo "ERROR: Failed to download tiktoken encoding after $MAX_RETRIES attempts"; \
+      exit 1; \
+    fi
+
 # Pre-download ML models to avoid runtime download (conditional)
 # Only runs if both PRELOAD_ML_MODELS=true AND INCLUDE_LOCAL_MODELS=true
+# Includes retry logic with exponential backoff for transient network failures
 ARG PRELOAD_ML_MODELS
 ARG INCLUDE_LOCAL_MODELS
+ENV HF_HUB_DOWNLOAD_TIMEOUT=600
 RUN if [ "$PRELOAD_ML_MODELS" = "true" ] && [ "$INCLUDE_LOCAL_MODELS" = "true" ]; then \
-    /app/api/.venv/bin/python -c "\
+    MAX_RETRIES=3; \
+    RETRY_DELAY=10; \
+    for i in $(seq 1 $MAX_RETRIES); do \
+      echo "Attempt $i/$MAX_RETRIES: Downloading ML models..."; \
+      /app/api/.venv/bin/python -c "\
+import os; os.environ['HF_HUB_DOWNLOAD_TIMEOUT'] = '600'; \
 from sentence_transformers import SentenceTransformer, CrossEncoder; \
 print('Downloading embedding model...'); \
 SentenceTransformer('BAAI/bge-small-en-v1.5'); \
 print('Downloading cross-encoder model...'); \
 CrossEncoder('cross-encoder/ms-marco-MiniLM-L-6-v2'); \
-print('Models cached successfully')"; \
+print('Models cached successfully')" && break; \
+      if [ $i -lt $MAX_RETRIES ]; then \
+        echo "Attempt $i failed, retrying in ${RETRY_DELAY}s..."; \
+        sleep $RETRY_DELAY; \
+        RETRY_DELAY=$((RETRY_DELAY * 2)); \
+      fi; \
+    done; \
+    if [ $i -eq $MAX_RETRIES ] && ! /app/api/.venv/bin/python -c "from sentence_transformers import SentenceTransformer; SentenceTransformer('BAAI/bge-small-en-v1.5')" 2>/dev/null; then \
+      echo "ERROR: Failed to download models after $MAX_RETRIES attempts"; \
+      exit 1; \
+    fi; \
     elif [ "$INCLUDE_LOCAL_MODELS" != "true" ]; then echo "Skipping ML model preload (local-models not included)"; \
     else echo "Skipping ML model preload"; fi
 
@@ -300,6 +397,10 @@ ENV HINDSIGHT_CP_DATAPLANE_API_URL=http://localhost:8888
 ENV HINDSIGHT_ENABLE_API=true
 ENV HINDSIGHT_ENABLE_CP=true
 ENV PYTHONUNBUFFERED=1
+# Suppress verbose transformers/HuggingFace model loading warnings
+ENV TRANSFORMERS_VERBOSITY=error
+ENV HF_HUB_VERBOSITY=error
+ENV TOKENIZERS_PARALLELISM=false
 
 CMD ["/app/start-all.sh"]
 

docker/test-image.sh

@@ -0,0 +1,217 @@
+#!/bin/bash
+#
+# Docker Smoke Test Script
+#
+# Tests that a Hindsight Docker image starts correctly and becomes healthy.
+# Can be run locally or in CI pipelines.
+#
+# Usage:
+#   ./docker/test-image.sh <image> [target]
+#
+# Arguments:
+#   image   - Docker image to test (e.g., hindsight-api:test, ghcr.io/vectorize-io/hindsight:latest)
+#   target  - Optional: 'cp-only' for control plane, otherwise assumes API image (default: api)
+#
+# Environment variables:
+#   HINDSIGHT_API_LLM_API_KEY                   - Required for API/standalone images (LLM verification)
+#   HINDSIGHT_API_LLM_PROVIDER                  - LLM provider (default: openai)
+#   HINDSIGHT_API_LLM_MODEL                     - LLM model (default: gpt-4o-mini)
+#   HINDSIGHT_API_EMBEDDINGS_PROVIDER           - Embeddings provider (optional, for slim images: openai, cohere, tei)
+#   HINDSIGHT_API_EMBEDDINGS_OPENAI_API_KEY     - OpenAI API key for embeddings (optional)
+#   HINDSIGHT_API_RERANKER_PROVIDER             - Reranker provider (optional, for slim images: cohere, tei)
+#   HINDSIGHT_API_COHERE_API_KEY                - Cohere API key for reranking (optional)
+#   SMOKE_TEST_TIMEOUT                          - Timeout in seconds (default: 120)
+#   SMOKE_TEST_CONTAINER_NAME                   - Container name (default: hindsight-smoke-test)
+#
+# Examples:
+#   # Test a locally built full image
+#   ./docker/test-image.sh hindsight-api:test
+#
+#   # Test a released image
+#   ./docker/test-image.sh ghcr.io/vectorize-io/hindsight:latest
+#
+#   # Test control plane image
+#   ./docker/test-image.sh hindsight-control-plane:test cp-only
+#
+#   # Test slim image with external providers
+#   export HINDSIGHT_API_LLM_API_KEY=sk_xxx
+#   export HINDSIGHT_API_EMBEDDINGS_PROVIDER=openai
+#   export HINDSIGHT_API_EMBEDDINGS_OPENAI_API_KEY=sk-xxx
+#   export HINDSIGHT_API_RERANKER_PROVIDER=cohere
+#   export HINDSIGHT_API_COHERE_API_KEY=xxx
+#   ./docker/test-image.sh hindsight-slim:test
+#
+# Exit codes:
+#   0 - Success (container healthy)
+#   1 - Failure (container not healthy within timeout)
+#   2 - Invalid arguments
+#
+
+set -euo pipefail
+
+# Colors for output
+RED='\033[0;31m'
+GREEN='\033[0;32m'
+YELLOW='\033[0;33m'
+NC='\033[0m' # No Color
+
+# Configuration
+IMAGE="${1:-}"
+TARGET="${2:-api}"
+TIMEOUT="${SMOKE_TEST_TIMEOUT:-120}"
+CONTAINER_NAME="${SMOKE_TEST_CONTAINER_NAME:-hindsight-smoke-test}"
+LLM_PROVIDER="${HINDSIGHT_API_LLM_PROVIDER:-openai}"
+LLM_MODEL="${HINDSIGHT_API_LLM_MODEL:-gpt-4o-mini}"
+
+# Validate arguments
+if [ -z "$IMAGE" ]; then
+    echo -e "${RED}Error: Image argument is required${NC}"
+    echo ""
+    echo "Usage: $0 <image> [target]"
+    echo ""
+    echo "Examples:"
+    echo "  $0 hindsight-api:test"
+    echo "  $0 ghcr.io/vectorize-io/hindsight:latest"
+    echo "  $0 hindsight-control-plane:test cp-only"
+    exit 2
+fi
+
+# Determine health endpoint based on target
+if [ "$TARGET" = "cp-only" ]; then
+    HEALTH_PORT=9999
+    HEALTH_PATH="/api/health"
+    NEEDS_LLM=false
+else
+    HEALTH_PORT=8888
+    HEALTH_PATH="/health"
+    NEEDS_LLM=true
+fi
+
+# Check for required environment variables
+if [ "$NEEDS_LLM" = true ] && [ "$LLM_PROVIDER" != "vertexai" ] && [ -z "${HINDSIGHT_API_LLM_API_KEY:-}" ]; then
+    echo -e "${RED}Error: HINDSIGHT_API_LLM_API_KEY environment variable is required for API/standalone images${NC}"
+    echo "Set it with: export HINDSIGHT_API_LLM_API_KEY=your-api-key"
+    exit 2
+fi
+
+# Cleanup function
+cleanup() {
+    echo "Cleaning up..."
+    docker stop "$CONTAINER_NAME" 2>/dev/null || true
+    docker rm "$CONTAINER_NAME" 2>/dev/null || true
+}
+
+# Set trap to cleanup on exit
+trap cleanup EXIT
+
+echo -e "${YELLOW}Starting smoke test for: ${IMAGE}${NC}"
+echo "  Target: $TARGET"
+echo "  Health endpoint: http://localhost:${HEALTH_PORT}${HEALTH_PATH}"
+echo "  Timeout: ${TIMEOUT}s"
+echo ""
+
+# Remove any existing container with the same name
+docker rm -f "$CONTAINER_NAME" 2>/dev/null || true
+
+# Start container based on target type
+echo "Starting container..."
+if [ "$TARGET" = "cp-only" ]; then
+    docker run -d --name "$CONTAINER_NAME" \
+        -p "${HEALTH_PORT}:${HEALTH_PORT}" \
+        "$IMAGE"
+else
+    # Build docker run command with required and optional env vars
+    DOCKER_CMD="docker run -d --name $CONTAINER_NAME"
+    DOCKER_CMD="$DOCKER_CMD -e HINDSIGHT_API_LLM_PROVIDER=$LLM_PROVIDER"
+    if [ -n "${HINDSIGHT_API_LLM_API_KEY:-}" ]; then
+        DOCKER_CMD="$DOCKER_CMD -e HINDSIGHT_API_LLM_API_KEY=${HINDSIGHT_API_LLM_API_KEY}"
+    fi
+    DOCKER_CMD="$DOCKER_CMD -e HINDSIGHT_API_LLM_MODEL=$LLM_MODEL"
+
+    # Add Vertex AI config if provider is vertexai
+    if [ "$LLM_PROVIDER" = "vertexai" ]; then
+        if [ -n "${HINDSIGHT_API_LLM_VERTEXAI_SERVICE_ACCOUNT_KEY:-}" ]; then
+            DOCKER_CMD="$DOCKER_CMD -v ${HINDSIGHT_API_LLM_VERTEXAI_SERVICE_ACCOUNT_KEY}:/tmp/gcp-credentials.json:ro"
+            DOCKER_CMD="$DOCKER_CMD -e HINDSIGHT_API_LLM_VERTEXAI_SERVICE_ACCOUNT_KEY=/tmp/gcp-credentials.json"
+        fi
+        if [ -n "${HINDSIGHT_API_LLM_VERTEXAI_PROJECT_ID:-}" ]; then
+            DOCKER_CMD="$DOCKER_CMD -e HINDSIGHT_API_LLM_VERTEXAI_PROJECT_ID=${HINDSIGHT_API_LLM_VERTEXAI_PROJECT_ID}"
+        fi
+        if [ -n "${HINDSIGHT_API_LLM_VERTEXAI_REGION:-}" ]; then
+            DOCKER_CMD="$DOCKER_CMD -e HINDSIGHT_API_LLM_VERTEXAI_REGION=${HINDSIGHT_API_LLM_VERTEXAI_REGION}"
+        fi
+    fi
+
+    # Add optional embeddings provider config
+    if [ -n "${HINDSIGHT_API_EMBEDDINGS_PROVIDER:-}" ]; then
+        DOCKER_CMD="$DOCKER_CMD -e HINDSIGHT_API_EMBEDDINGS_PROVIDER=${HINDSIGHT_API_EMBEDDINGS_PROVIDER}"
+    fi
+    if [ -n "${HINDSIGHT_API_EMBEDDINGS_OPENAI_API_KEY:-}" ]; then
+        DOCKER_CMD="$DOCKER_CMD -e HINDSIGHT_API_EMBEDDINGS_OPENAI_API_KEY=${HINDSIGHT_API_EMBEDDINGS_OPENAI_API_KEY}"
+    fi
+
+    # Add optional reranker provider config
+    if [ -n "${HINDSIGHT_API_RERANKER_PROVIDER:-}" ]; then
+        DOCKER_CMD="$DOCKER_CMD -e HINDSIGHT_API_RERANKER_PROVIDER=${HINDSIGHT_API_RERANKER_PROVIDER}"
+    fi
+    if [ -n "${HINDSIGHT_API_COHERE_API_KEY:-}" ]; then
+        DOCKER_CMD="$DOCKER_CMD -e HINDSIGHT_API_COHERE_API_KEY=${HINDSIGHT_API_COHERE_API_KEY}"
+    fi
+
+    DOCKER_CMD="$DOCKER_CMD -p ${HEALTH_PORT}:${HEALTH_PORT}"
+    DOCKER_CMD="$DOCKER_CMD $IMAGE"
+
+    eval $DOCKER_CMD
+fi
+
+# Wait for health endpoint
+echo "Waiting for health endpoint at http://localhost:${HEALTH_PORT}${HEALTH_PATH}..."
+start_time=$(date +%s)
+
+for i in $(seq 1 "$TIMEOUT"); do
+    if curl -sf "http://localhost:${HEALTH_PORT}${HEALTH_PATH}" > /dev/null 2>&1; then
+        end_time=$(date +%s)
+        duration=$((end_time - start_time))
+        echo ""
+        echo -e "${GREEN}Container is healthy after ${duration}s${NC}"
+        echo ""
+        echo "=== Health Response ==="
+        curl -s "http://localhost:${HEALTH_PORT}${HEALTH_PATH}" | python3 -m json.tool 2>/dev/null || curl -s "http://localhost:${HEALTH_PORT}${HEALTH_PATH}"
+        echo ""
+        echo ""
+        echo "=== Container Logs (last 50 lines) ==="
+        docker logs "$CONTAINER_NAME" 2>&1 | tail -50
+        echo ""
+        echo -e "${GREEN}Smoke test PASSED${NC}"
+        exit 0
+    fi
+
+    # Show progress every 10 seconds
+    if [ $((i % 10)) -eq 0 ]; then
+        echo "  Still waiting... (${i}s)"
+    fi
+
+    # Check if container is still running
+    if ! docker ps -q -f "name=$CONTAINER_NAME" | grep -q .; then
+        echo ""
+        echo -e "${RED}Container exited unexpectedly!${NC}"
+        echo ""
+        echo "=== Container Logs ==="
+        docker logs "$CONTAINER_NAME" 2>&1
+        echo ""
+        echo -e "${RED}Smoke test FAILED${NC}"
+        exit 1
+    fi
+
+    sleep 1
+done
+
+# Timeout reached
+echo ""
+echo -e "${RED}Container failed to become healthy after ${TIMEOUT}s${NC}"
+echo ""
+echo "=== Container Logs ==="
+docker logs "$CONTAINER_NAME" 2>&1
+echo ""
+echo -e "${RED}Smoke test FAILED${NC}"
+exit 1

docker/test-slim-local.sh

@@ -0,0 +1,47 @@
+#!/bin/bash
+#
+# Local Test Script for Slim Docker Images
+#
+# This script makes it easy to test slim images locally with external providers.
+# It expects API keys to be set in environment variables.
+#
+# Usage:
+#   export OPENAI_API_KEY=sk-xxx
+#   export COHERE_API_KEY=xxx
+#   ./docker/test-slim-local.sh
+#
+# Or inline:
+#   OPENAI_API_KEY=sk_xxx COHERE_API_KEY=xxx ./docker/test-slim-local.sh
+#
+
+set -euo pipefail
+
+# Check for required API keys
+if [ -z "${OPENAI_API_KEY:-}" ]; then
+    echo "❌ Error: OPENAI_API_KEY environment variable is required"
+    echo "Set it with: export OPENAI_API_KEY=sk-xxx"
+    exit 1
+fi
+
+if [ -z "${COHERE_API_KEY:-}" ]; then
+    echo "❌ Error: COHERE_API_KEY environment variable is required"
+    echo "Set it with: export COHERE_API_KEY=xxx"
+    exit 1
+fi
+
+# Configuration
+IMAGE="${1:-hindsight-slim:test}"
+echo "Testing image: $IMAGE"
+echo ""
+
+# Set up LLM and external providers
+export HINDSIGHT_API_LLM_PROVIDER=openai
+export HINDSIGHT_API_LLM_API_KEY=$OPENAI_API_KEY
+export HINDSIGHT_API_LLM_MODEL=gpt-4o-mini
+export HINDSIGHT_API_EMBEDDINGS_PROVIDER=openai
+export HINDSIGHT_API_EMBEDDINGS_OPENAI_API_KEY=$OPENAI_API_KEY
+export HINDSIGHT_API_RERANKER_PROVIDER=cohere
+export HINDSIGHT_API_COHERE_API_KEY=$COHERE_API_KEY
+
+# Run the test
+exec "$(dirname "$0")/test-image.sh" "$IMAGE" standalone

helm/hindsight/Chart.yaml

@@ -2,8 +2,8 @@ apiVersion: v2
 name: hindsight
 description: Hindsight helm chart
 type: application
-version: 0.4.1
-appVersion: "0.4.1"
+version: 0.4.13
+appVersion: "0.4.13"
 keywords:
   - ai
   - memory

helm/hindsight/templates/_helpers.tpl

@@ -127,6 +127,38 @@ API URL for control plane
 {{- printf "http://%s-api:%d" (include "hindsight.fullname" .) (.Values.api.service.port | int) }}
 {{- end }}
 
+{{/*
+TEI reranker labels
+*/}}
+{{- define "hindsight.tei.reranker.labels" -}}
+{{ include "hindsight.labels" . }}
+app.kubernetes.io/component: tei-reranker
+{{- end }}
+
+{{/*
+TEI reranker selector labels
+*/}}
+{{- define "hindsight.tei.reranker.selectorLabels" -}}
+{{ include "hindsight.selectorLabels" . }}
+app.kubernetes.io/component: tei-reranker
+{{- end }}
+
+{{/*
+TEI embedding labels
+*/}}
+{{- define "hindsight.tei.embedding.labels" -}}
+{{ include "hindsight.labels" . }}
+app.kubernetes.io/component: tei-embedding
+{{- end }}
+
+{{/*
+TEI embedding selector labels
+*/}}
+{{- define "hindsight.tei.embedding.selectorLabels" -}}
+{{ include "hindsight.selectorLabels" . }}
+app.kubernetes.io/component: tei-embedding
+{{- end }}
+
 {{/*
 Get the name of the secret to use
 */}}

helm/hindsight/templates/api-deployment.yaml

@@ -33,7 +33,7 @@ spec:
       - name: api
         securityContext:
           {{- toYaml .Values.securityContext | nindent 10 }}
-        image: "{{ .Values.api.image.repository }}:{{ .Values.api.image.tag | default .Values.version }}"
+        image: "{{ .Values.api.image.repository }}:{{ .Values.api.image.tag | default .Values.version | default .Chart.AppVersion }}"
         imagePullPolicy: {{ .Values.api.image.pullPolicy }}
         ports:
         - name: http
@@ -60,10 +60,25 @@ spec:
         - name: HINDSIGHT_API_WORKER_ENABLED
           value: "false"
         {{- end }}
+        {{- /* Explicitly set port to override K8s service discovery env var (HINDSIGHT_API_PORT) */}}
+        - name: HINDSIGHT_API_PORT
+          value: {{ .Values.api.service.targetPort | quote }}
         {{- range $key, $value := .Values.api.env }}
         - name: {{ $key }}
           value: {{ $value | quote }}
         {{- end }}
+        {{- if .Values.tei.reranker.enabled }}
+        - name: HINDSIGHT_API_RERANKER_PROVIDER
+          value: "tei"
+        - name: HINDSIGHT_API_RERANKER_TEI_URL
+          value: "http://{{ include "hindsight.fullname" . }}-tei-reranker:{{ .Values.tei.reranker.port }}"
+        {{- end }}
+        {{- if .Values.tei.embedding.enabled }}
+        - name: HINDSIGHT_API_EMBEDDINGS_PROVIDER
+          value: "tei"
+        - name: HINDSIGHT_API_EMBEDDINGS_TEI_URL
+          value: "http://{{ include "hindsight.fullname" . }}-tei-embedding:{{ .Values.tei.embedding.port }}"
+        {{- end }}
         {{- /* Only use api.secrets when not using existingSecret (for chart-managed secrets) */}}
         {{- if not .Values.existingSecret }}
         {{- range $key, $value := .Values.api.secrets }}
@@ -84,7 +99,7 @@ spec:
       nodeSelector:
         {{- toYaml . | nindent 8 }}
       {{- end }}
-      {{- with .Values.affinity }}
+      {{- with (.Values.api.affinity | default .Values.affinity) }}
       affinity:
         {{- toYaml . | nindent 8 }}
       {{- end }}

helm/hindsight/templates/controlplane-deployment.yaml

@@ -33,7 +33,7 @@ spec:
       - name: control-plane
         securityContext:
           {{- toYaml .Values.securityContext | nindent 10 }}
-        image: "{{ .Values.controlPlane.image.repository }}:{{ .Values.controlPlane.image.tag | default .Values.version }}"
+        image: "{{ .Values.controlPlane.image.repository }}:{{ .Values.controlPlane.image.tag | default .Values.version | default .Chart.AppVersion }}"
         imagePullPolicy: {{ .Values.controlPlane.image.pullPolicy }}
         ports:
         - name: http
@@ -71,7 +71,7 @@ spec:
       nodeSelector:
         {{- toYaml . | nindent 8 }}
       {{- end }}
-      {{- with .Values.affinity }}
+      {{- with (.Values.controlPlane.affinity | default .Values.affinity) }}
       affinity:
         {{- toYaml . | nindent 8 }}
       {{- end }}

helm/hindsight/templates/pdb.yaml

@@ -0,0 +1,56 @@
+{{- if and .Values.api.enabled .Values.api.podDisruptionBudget.enabled }}
+apiVersion: policy/v1
+kind: PodDisruptionBudget
+metadata:
+  name: {{ include "hindsight.fullname" . }}-api
+  labels:
+    {{- include "hindsight.api.labels" . | nindent 4 }}
+spec:
+  {{- if .Values.api.podDisruptionBudget.minAvailable }}
+  minAvailable: {{ .Values.api.podDisruptionBudget.minAvailable }}
+  {{- end }}
+  {{- if .Values.api.podDisruptionBudget.maxUnavailable }}
+  maxUnavailable: {{ .Values.api.podDisruptionBudget.maxUnavailable }}
+  {{- end }}
+  selector:
+    matchLabels:
+      {{- include "hindsight.api.selectorLabels" . | nindent 6 }}
+{{- end }}
+---
+{{- if and .Values.controlPlane.enabled .Values.controlPlane.podDisruptionBudget.enabled }}
+apiVersion: policy/v1
+kind: PodDisruptionBudget
+metadata:
+  name: {{ include "hindsight.fullname" . }}-control-plane
+  labels:
+    {{- include "hindsight.controlPlane.labels" . | nindent 4 }}
+spec:
+  {{- if .Values.controlPlane.podDisruptionBudget.minAvailable }}
+  minAvailable: {{ .Values.controlPlane.podDisruptionBudget.minAvailable }}
+  {{- end }}
+  {{- if .Values.controlPlane.podDisruptionBudget.maxUnavailable }}
+  maxUnavailable: {{ .Values.controlPlane.podDisruptionBudget.maxUnavailable }}
+  {{- end }}
+  selector:
+    matchLabels:
+      {{- include "hindsight.controlPlane.selectorLabels" . | nindent 6 }}
+{{- end }}
+---
+{{- if and .Values.worker.enabled .Values.worker.podDisruptionBudget.enabled }}
+apiVersion: policy/v1
+kind: PodDisruptionBudget
+metadata:
+  name: {{ include "hindsight.fullname" . }}-worker
+  labels:
+    {{- include "hindsight.worker.labels" . | nindent 4 }}
+spec:
+  {{- if .Values.worker.podDisruptionBudget.minAvailable }}
+  minAvailable: {{ .Values.worker.podDisruptionBudget.minAvailable }}
+  {{- end }}
+  {{- if .Values.worker.podDisruptionBudget.maxUnavailable }}
+  maxUnavailable: {{ .Values.worker.podDisruptionBudget.maxUnavailable }}
+  {{- end }}
+  selector:
+    matchLabels:
+      {{- include "hindsight.worker.selectorLabels" . | nindent 6 }}
+{{- end }}

helm/hindsight/templates/tei-embedding-deployment.yaml

@@ -0,0 +1,76 @@
+{{- if .Values.tei.embedding.enabled }}
+apiVersion: apps/v1
+kind: Deployment
+metadata:
+  name: {{ include "hindsight.fullname" . }}-tei-embedding
+  labels:
+    {{- include "hindsight.tei.embedding.labels" . | nindent 4 }}
+spec:
+  replicas: {{ .Values.tei.embedding.replicaCount }}
+  selector:
+    matchLabels:
+      {{- include "hindsight.tei.embedding.selectorLabels" . | nindent 6 }}
+  template:
+    metadata:
+      {{- with .Values.podAnnotations }}
+      annotations:
+        {{- toYaml . | nindent 8 }}
+      {{- end }}
+      labels:
+        {{- include "hindsight.tei.embedding.selectorLabels" . | nindent 8 }}
+    spec:
+      {{- if .Values.serviceAccount.create }}
+      serviceAccountName: {{ include "hindsight.serviceAccountName" . }}
+      {{- end }}
+      securityContext:
+        {{- toYaml .Values.podSecurityContext | nindent 8 }}
+      containers:
+      - name: tei-embedding
+        securityContext:
+          {{- toYaml .Values.securityContext | nindent 10 }}
+        image: "{{ .Values.tei.embedding.image.repository }}:{{ .Values.tei.embedding.image.tag }}"
+        imagePullPolicy: {{ .Values.tei.embedding.image.pullPolicy }}
+        args:
+          - "--model-id"
+          - {{ .Values.tei.embedding.model | quote }}
+          - "--hostname"
+          - "0.0.0.0"
+          {{- range .Values.tei.embedding.args }}
+          - {{ . | quote }}
+          {{- end }}
+        ports:
+        - name: http
+          containerPort: {{ .Values.tei.embedding.port }}
+          protocol: TCP
+        env:
+        - name: PORT
+          value: {{ .Values.tei.embedding.port | quote }}
+        {{- range $key, $value := .Values.tei.embedding.env }}
+        - name: {{ $key }}
+          value: {{ $value | quote }}
+        {{- end }}
+        livenessProbe:
+          {{- toYaml .Values.tei.embedding.livenessProbe | nindent 10 }}
+        readinessProbe:
+          {{- toYaml .Values.tei.embedding.readinessProbe | nindent 10 }}
+        resources:
+          {{- toYaml .Values.tei.embedding.resources | nindent 10 }}
+        volumeMounts:
+        - name: model-cache
+          mountPath: /data
+      volumes:
+      - name: model-cache
+        emptyDir: {}
+      {{- with .Values.nodeSelector }}
+      nodeSelector:
+        {{- toYaml . | nindent 8 }}
+      {{- end }}
+      {{- with .Values.affinity }}
+      affinity:
+        {{- toYaml . | nindent 8 }}
+      {{- end }}
+      {{- with .Values.tolerations }}
+      tolerations:
+        {{- toYaml . | nindent 8 }}
+      {{- end }}
+{{- end }}

helm/hindsight/templates/tei-embedding-service.yaml

@@ -0,0 +1,17 @@
+{{- if .Values.tei.embedding.enabled }}
+apiVersion: v1
+kind: Service
+metadata:
+  name: {{ include "hindsight.fullname" . }}-tei-embedding
+  labels:
+    {{- include "hindsight.tei.embedding.labels" . | nindent 4 }}
+spec:
+  type: ClusterIP
+  ports:
+  - port: {{ .Values.tei.embedding.port }}
+    targetPort: http
+    protocol: TCP
+    name: http
+  selector:
+    {{- include "hindsight.tei.embedding.selectorLabels" . | nindent 4 }}
+{{- end }}

helm/hindsight/templates/tei-reranker-deployment.yaml

@@ -0,0 +1,76 @@
+{{- if .Values.tei.reranker.enabled }}
+apiVersion: apps/v1
+kind: Deployment
+metadata:
+  name: {{ include "hindsight.fullname" . }}-tei-reranker
+  labels:
+    {{- include "hindsight.tei.reranker.labels" . | nindent 4 }}
+spec:
+  replicas: {{ .Values.tei.reranker.replicaCount }}
+  selector:
+    matchLabels:
+      {{- include "hindsight.tei.reranker.selectorLabels" . | nindent 6 }}
+  template:
+    metadata:
+      {{- with .Values.podAnnotations }}
+      annotations:
+        {{- toYaml . | nindent 8 }}
+      {{- end }}
+      labels:
+        {{- include "hindsight.tei.reranker.selectorLabels" . | nindent 8 }}
+    spec:
+      {{- if .Values.serviceAccount.create }}
+      serviceAccountName: {{ include "hindsight.serviceAccountName" . }}
+      {{- end }}
+      securityContext:
+        {{- toYaml .Values.podSecurityContext | nindent 8 }}
+      containers:
+      - name: tei-reranker
+        securityContext:
+          {{- toYaml .Values.securityContext | nindent 10 }}
+        image: "{{ .Values.tei.reranker.image.repository }}:{{ .Values.tei.reranker.image.tag }}"
+        imagePullPolicy: {{ .Values.tei.reranker.image.pullPolicy }}
+        args:
+          - "--model-id"
+          - {{ .Values.tei.reranker.model | quote }}
+          - "--hostname"
+          - "0.0.0.0"
+          {{- range .Values.tei.reranker.args }}
+          - {{ . | quote }}
+          {{- end }}
+        ports:
+        - name: http
+          containerPort: {{ .Values.tei.reranker.port }}
+          protocol: TCP
+        env:
+        - name: PORT
+          value: {{ .Values.tei.reranker.port | quote }}
+        {{- range $key, $value := .Values.tei.reranker.env }}
+        - name: {{ $key }}
+          value: {{ $value | quote }}
+        {{- end }}
+        livenessProbe:
+          {{- toYaml .Values.tei.reranker.livenessProbe | nindent 10 }}
+        readinessProbe:
+          {{- toYaml .Values.tei.reranker.readinessProbe | nindent 10 }}
+        resources:
+          {{- toYaml .Values.tei.reranker.resources | nindent 10 }}
+        volumeMounts:
+        - name: model-cache
+          mountPath: /data
+      volumes:
+      - name: model-cache
+        emptyDir: {}
+      {{- with .Values.nodeSelector }}
+      nodeSelector:
+        {{- toYaml . | nindent 8 }}
+      {{- end }}
+      {{- with .Values.affinity }}
+      affinity:
+        {{- toYaml . | nindent 8 }}
+      {{- end }}
+      {{- with .Values.tolerations }}
+      tolerations:
+        {{- toYaml . | nindent 8 }}
+      {{- end }}
+{{- end }}

helm/hindsight/templates/tei-reranker-service.yaml

@@ -0,0 +1,17 @@
+{{- if .Values.tei.reranker.enabled }}
+apiVersion: v1
+kind: Service
+metadata:
+  name: {{ include "hindsight.fullname" . }}-tei-reranker
+  labels:
+    {{- include "hindsight.tei.reranker.labels" . | nindent 4 }}
+spec:
+  type: ClusterIP
+  ports:
+  - port: {{ .Values.tei.reranker.port }}
+    targetPort: http
+    protocol: TCP
+    name: http
+  selector:
+    {{- include "hindsight.tei.reranker.selectorLabels" . | nindent 4 }}
+{{- end }}

helm/hindsight/templates/worker-statefulset.yaml

@@ -32,7 +32,7 @@ spec:
       - name: worker
         securityContext:
           {{- toYaml .Values.securityContext | nindent 10 }}
-        image: "{{ .Values.worker.image.repository }}:{{ .Values.worker.image.tag | default .Values.version }}"
+        image: "{{ .Values.worker.image.repository }}:{{ .Values.worker.image.tag | default .Values.version | default .Chart.AppVersion }}"
         imagePullPolicy: {{ .Values.worker.image.pullPolicy }}
         command: ["hindsight-worker"]
         ports:
@@ -99,7 +99,7 @@ spec:
       nodeSelector:
         {{- toYaml . | nindent 8 }}
       {{- end }}
-      {{- with .Values.affinity }}
+      {{- with (.Values.worker.affinity | default .Values.affinity) }}
       affinity:
         {{- toYaml . | nindent 8 }}
       {{- end }}

helm/hindsight/values.yaml

@@ -1,7 +1,8 @@
 # Default values for hindsight
 
-# Chart version - use this to set a consistent image tag across all components
-version: "0.1.1"
+# Global version override - use this to set a consistent image tag across all components
+# If not set, defaults to Chart.appVersion from Chart.yaml
+# version: ""
 
 # Use an existing secret instead of creating one from values
 # When set, all keys from this secret are injected as environment variables via envFrom
@@ -57,6 +58,15 @@ api:
     timeoutSeconds: 3
     failureThreshold: 3
 
+  # Pod disruption budget
+  podDisruptionBudget:
+    enabled: false
+    minAvailable: 1
+    # maxUnavailable: 1
+
+  # Pod affinity/anti-affinity (overrides global affinity for this component)
+  # affinity: {}
+
   # Environment variables
   env:
     #HINDSIGHT_API_LLM_PROVIDER: "groq"
@@ -75,7 +85,7 @@ worker:
   image:
     repository: ghcr.io/vectorize-io/hindsight-api
     pullPolicy: IfNotPresent
-    # tag defaults to .Values.version if not specified
+    # tag: ""  # defaults to .Values.version, then Chart.appVersion if not specified
 
   service:
     # Service for metrics scraping (headless for StatefulSet)
@@ -121,6 +131,15 @@ worker:
     # HTTP port for metrics/health (matches service.targetPort)
     HINDSIGHT_API_WORKER_HTTP_PORT: "8889"
 
+  # Pod disruption budget
+  podDisruptionBudget:
+    enabled: false
+    minAvailable: 1
+    # maxUnavailable: 1
+
+  # Pod affinity/anti-affinity (overrides global affinity for this component)
+  # affinity: {}
+
   # Secret environment variables (inherited from api.secrets if not specified)
   secrets: {}
 
@@ -164,6 +183,15 @@ controlPlane:
     timeoutSeconds: 3
     failureThreshold: 3
 
+  # Pod disruption budget
+  podDisruptionBudget:
+    enabled: false
+    minAvailable: 1
+    # maxUnavailable: 1
+
+  # Pod affinity/anti-affinity (overrides global affinity for this component)
+  # affinity: {}
+
   # Environment variables
   env:
     NODE_ENV: "production"
@@ -262,9 +290,87 @@ nodeSelector: {}
 # Tolerations
 tolerations: []
 
-# Affinity
+# Affinity (applied to all components unless overridden per-component)
 affinity: {}
 
+# TEI (Text Embeddings Inference) - optional standalone deployments
+# for reranking and/or embedding models
+tei:
+  reranker:
+    enabled: false
+    replicaCount: 1
+    image:
+      repository: ghcr.io/huggingface/text-embeddings-inference
+      tag: cpu-1.8.3
+      pullPolicy: IfNotPresent
+    model: "cross-encoder/ms-marco-MiniLM-L-6-v2"
+    port: 8090
+    args:
+      - "--auto-truncate"
+    env:
+      PAYLOAD_LIMIT: "10000000"
+      MAX_CLIENT_BATCH_SIZE: "256"
+    resources:
+      limits:
+        cpu: 2000m
+        memory: 2Gi
+      requests:
+        cpu: 500m
+        memory: 1Gi
+    livenessProbe:
+      httpGet:
+        path: /health
+        port: 8090
+      initialDelaySeconds: 30
+      periodSeconds: 10
+      timeoutSeconds: 5
+      failureThreshold: 6
+    readinessProbe:
+      httpGet:
+        path: /health
+        port: 8090
+      initialDelaySeconds: 15
+      periodSeconds: 5
+      timeoutSeconds: 3
+      failureThreshold: 3
+
+  embedding:
+    enabled: false
+    replicaCount: 1
+    image:
+      repository: ghcr.io/huggingface/text-embeddings-inference
+      tag: cpu-1.8.3
+      pullPolicy: IfNotPresent
+    model: "sentence-transformers/all-MiniLM-L6-v2"
+    port: 8091
+    args: []
+    env:
+      PAYLOAD_LIMIT: "10000000"
+      MAX_CLIENT_BATCH_SIZE: "256"
+    resources:
+      limits:
+        cpu: 2000m
+        memory: 2Gi
+      requests:
+        cpu: 500m
+        memory: 1Gi
+    livenessProbe:
+      httpGet:
+        path: /health
+        port: 8091
+      initialDelaySeconds: 30
+      periodSeconds: 10
+      timeoutSeconds: 5
+      failureThreshold: 6
+    readinessProbe:
+      httpGet:
+        path: /health
+        port: 8091
+      initialDelaySeconds: 15
+      periodSeconds: 5
+      timeoutSeconds: 3
+      failureThreshold: 3
+
 # Autoscaling
 autoscaling:
   enabled: false

hindsight-api/hindsight_api/__init__.py

@@ -46,4 +46,4 @@ __all__ = [
     "RemoteTEICrossEncoder",
     "LLMConfig",
 ]
-__version__ = "0.4.1"
+__version__ = "0.4.13"

hindsight-api/hindsight_api/alembic/versions/5a366d414dce_initial_schema.py

@@ -6,11 +6,13 @@ Create Date: 2025-11-27 11:54:19.228030
 
 """
 
+import os
 from collections.abc import Sequence
 
 import sqlalchemy as sa
 from alembic import op
 from pgvector.sqlalchemy import Vector
+from sqlalchemy import text
 from sqlalchemy.dialects import postgresql
 
 # revision identifiers, used by Alembic.
@@ -20,11 +22,114 @@ branch_labels: str | Sequence[str] | None = None
 depends_on: str | Sequence[str] | None = None
 
 
+def _detect_vector_extension() -> str:
+    """
+    Detect or validate vector extension: 'pgvector', 'vchord', or 'pgvectorscale'.
+    Respects HINDSIGHT_API_VECTOR_EXTENSION env var if set.
+    """
+    conn = op.get_bind()
+    vector_extension = os.getenv("HINDSIGHT_API_VECTOR_EXTENSION", "pgvector").lower()
+
+    # Validate configured extension is installed
+    if vector_extension == "pgvectorscale":
+        # pgvectorscale/DiskANN requires pgvector
+        pgvector_check = conn.execute(text("SELECT 1 FROM pg_extension WHERE extname = 'vector'")).scalar()
+        if not pgvector_check:
+            raise RuntimeError(
+                "DiskANN requires pgvector. Install with: CREATE EXTENSION vector; then vectorscale or pg_diskann CASCADE;"
+            )
+        # Check for either vectorscale (open source) or pg_diskann (Azure)
+        vectorscale_check = conn.execute(text("SELECT 1 FROM pg_extension WHERE extname = 'vectorscale'")).scalar()
+        pg_diskann_check = conn.execute(text("SELECT 1 FROM pg_extension WHERE extname = 'pg_diskann'")).scalar()
+
+        if vectorscale_check:
+            return "pgvectorscale"
+        elif pg_diskann_check:
+            return "pg_diskann"
+        else:
+            raise RuntimeError(
+                "Configured vector extension 'pgvectorscale' not found. Install either:\n"
+                "  - pgvectorscale: CREATE EXTENSION vectorscale CASCADE;\n"
+                "  - pg_diskann (Azure): CREATE EXTENSION pg_diskann CASCADE;"
+            )
+    elif vector_extension == "vchord":
+        vchord_check = conn.execute(text("SELECT 1 FROM pg_extension WHERE extname = 'vchord'")).scalar()
+        if not vchord_check:
+            raise RuntimeError(
+                "Configured vector extension 'vchord' not found. Install it with: CREATE EXTENSION vchord CASCADE;"
+            )
+        return "vchord"
+    elif vector_extension == "pgvector":
+        pgvector_check = conn.execute(text("SELECT 1 FROM pg_extension WHERE extname = 'vector'")).scalar()
+        if not pgvector_check:
+            raise RuntimeError(
+                "Configured vector extension 'pgvector' not found. Install it with: CREATE EXTENSION vector;"
+            )
+        return "pgvector"
+    else:
+        raise ValueError(
+            f"Invalid HINDSIGHT_API_VECTOR_EXTENSION: {vector_extension}. Must be 'pgvector', 'vchord', or 'pgvectorscale'"
+        )
+
+
+def _detect_text_search_extension() -> str:
+    """
+    Detect or validate text search extension: 'native', 'vchord', or 'pg_textsearch'.
+    Respects HINDSIGHT_API_TEXT_SEARCH_EXTENSION env var.
+    Creates the extension if needed.
+    """
+    text_search_extension = os.getenv("HINDSIGHT_API_TEXT_SEARCH_EXTENSION", "native").lower()
+
+    if text_search_extension == "vchord":
+        # Create vchord_bm25 extension if not exists
+        try:
+            op.execute("CREATE EXTENSION IF NOT EXISTS vchord_bm25 CASCADE")
+        except Exception:
+            # Extension might already exist or user lacks permissions - verify it exists
+            conn = op.get_bind()
+            result = conn.execute(text("SELECT 1 FROM pg_extension WHERE extname = 'vchord_bm25'")).fetchone()
+            if not result:
+                # Extension truly doesn't exist - re-raise the error
+                raise
+        return "vchord"
+    elif text_search_extension == "pg_textsearch":
+        # Create pg_textsearch extension if not exists
+        try:
+            op.execute("CREATE EXTENSION IF NOT EXISTS pg_textsearch CASCADE")
+        except Exception:
+            # Extension might already exist or user lacks permissions - verify it exists
+            conn = op.get_bind()
+            result = conn.execute(text("SELECT 1 FROM pg_extension WHERE extname = 'pg_textsearch'")).fetchone()
+            if not result:
+                # Extension truly doesn't exist - re-raise the error
+                raise
+        return "pg_textsearch"
+    elif text_search_extension == "native":
+        return "native"
+    else:
+        raise ValueError(
+            f"Invalid HINDSIGHT_API_TEXT_SEARCH_EXTENSION: {text_search_extension}. Must be 'native', 'vchord', or 'pg_textsearch'"
+        )
+
+
 def upgrade() -> None:
     """Upgrade schema - create all tables from scratch."""
 
-    # Enable required extensions
-    op.execute("CREATE EXTENSION IF NOT EXISTS vector")
+    # Note: pgvector extension is installed globally BEFORE migrations run
+    # See migrations.py:run_migrations() - this ensures the extension is available
+    # to all schemas, not just the one being migrated
+
+    # We keep this here as a fallback for backwards compatibility
+    # This may fail if user lacks permissions, which is fine if extension already exists
+    try:
+        op.execute("CREATE EXTENSION IF NOT EXISTS vector")
+    except Exception:
+        # Extension might already exist or user lacks permissions - verify it exists
+        conn = op.get_bind()
+        result = conn.execute(text("SELECT 1 FROM pg_extension WHERE extname = 'vector'")).fetchone()
+        if not result:
+            # Extension truly doesn't exist - re-raise the error
+            raise
 
     # Create banks table
     op.create_table(
@@ -152,11 +257,29 @@ def upgrade() -> None:
     )
 
     # Add search_vector column for full-text search
-    op.execute("""
-        ALTER TABLE memory_units
-        ADD COLUMN search_vector tsvector
-        GENERATED ALWAYS AS (to_tsvector('english', COALESCE(text, '') || ' ' || COALESCE(context, ''))) STORED
-    """)
+    # Type depends on configured text search backend
+    text_search_ext = _detect_text_search_extension()
+
+    if text_search_ext == "vchord":
+        # VectorChord BM25: bm25vector type (no GENERATED - tokenization happens on INSERT)
+        # Note: vchord_bm25 extension creates types in bm25_catalog schema
+        op.execute("""
+            ALTER TABLE memory_units
+            ADD COLUMN search_vector bm25_catalog.bm25vector
+        """)
+    elif text_search_ext == "pg_textsearch":
+        # Timescale pg_textsearch: dummy TEXT column for consistency (indexes operate on base columns directly)
+        op.execute("""
+            ALTER TABLE memory_units
+            ADD COLUMN search_vector TEXT
+        """)
+    else:  # native
+        # Native PostgreSQL: tsvector with automatic generation
+        op.execute("""
+            ALTER TABLE memory_units
+            ADD COLUMN search_vector tsvector
+            GENERATED ALWAYS AS (to_tsvector('english', COALESCE(text, '') || ' ' || COALESCE(context, ''))) STORED
+        """)
 
     op.create_index("idx_memory_units_bank_id", "memory_units", ["bank_id"])
     op.create_index("idx_memory_units_document_id", "memory_units", ["document_id"])
@@ -186,19 +309,61 @@ def upgrade() -> None:
         ["bank_id", sa.text("event_date DESC")],
         postgresql_where=sa.text("fact_type = 'observation'"),
     )
-    op.create_index(
-        "idx_memory_units_embedding",
-        "memory_units",
-        ["embedding"],
-        postgresql_using="hnsw",
-        postgresql_ops={"embedding": "vector_cosine_ops"},
-    )
+    # Create vector index - conditional based on available extension
+    vector_ext = _detect_vector_extension()
 
-    # Create BM25 full-text search index on search_vector
-    op.execute("""
-        CREATE INDEX idx_memory_units_text_search ON memory_units
-        USING gin(search_vector)
-    """)
+    if vector_ext == "pgvectorscale":
+        # Use DiskANN index for pgvectorscale (disk-based, scalable)
+        op.execute("""
+            CREATE INDEX idx_memory_units_embedding ON memory_units
+            USING diskann (embedding vector_cosine_ops)
+            WITH (num_neighbors = 50)
+        """)
+    elif vector_ext == "pg_diskann":
+        # Use DiskANN index for pg_diskann (Azure)
+        op.execute("""
+            CREATE INDEX idx_memory_units_embedding ON memory_units
+            USING diskann (embedding vector_cosine_ops)
+            WITH (max_neighbors = 50)
+        """)
+    elif vector_ext == "vchord":
+        # Use vchordrq index for vchord (supports high-dimensional embeddings)
+        op.execute("""
+            CREATE INDEX idx_memory_units_embedding ON memory_units
+            USING vchordrq (embedding vector_l2_ops)
+        """)
+    else:  # pgvector
+        # Use HNSW index for pgvector
+        op.create_index(
+            "idx_memory_units_embedding",
+            "memory_units",
+            ["embedding"],
+            postgresql_using="hnsw",
+            postgresql_ops={"embedding": "vector_cosine_ops"},
+        )
+
+    # Create full-text search index on search_vector
+    # Index type depends on text search backend
+    if text_search_ext == "vchord":
+        # VectorChord BM25 index
+        op.execute("""
+            CREATE INDEX idx_memory_units_text_search ON memory_units
+            USING bm25 (search_vector bm25_catalog.bm25_ops)
+        """)
+    elif text_search_ext == "pg_textsearch":
+        # Timescale pg_textsearch BM25 index on text column
+        # Note: pg_textsearch doesn't support expressions, so we index the main text column
+        op.execute("""
+            CREATE INDEX idx_memory_units_text_search ON memory_units
+            USING bm25(text)
+            WITH (text_config='english')
+        """)
+    else:  # native
+        # Native PostgreSQL GIN index
+        op.execute("""
+            CREATE INDEX idx_memory_units_text_search ON memory_units
+            USING gin(search_vector)
+        """)
 
     op.execute("""
         CREATE MATERIALIZED VIEW memory_units_bm25 AS

hindsight-api/hindsight_api/alembic/versions/a1b2c3d4e5f6_add_file_storage_table.py

@@ -0,0 +1,70 @@
+"""Add file_storage table for BYTEA-based file storage
+
+Revision ID: a1b2c3d4e5f6
+Revises: y0t1u2v3w4x5
+Create Date: 2026-02-16
+
+Creates a dedicated table for storing uploaded files using BYTEA.
+This provides zero-config file storage that "just works" for development
+and small deployments. For production/scale, use S3-compatible storage.
+
+Files are stored in a separate table to avoid bloating the documents table.
+"""
+
+from collections.abc import Sequence
+
+from alembic import context, op
+
+revision: str = "a1b2c3d4e5f6"
+down_revision: str | Sequence[str] | None = "y0t1u2v3w4x5"
+branch_labels: str | Sequence[str] | None = None
+depends_on: str | Sequence[str] | None = None
+
+
+def _get_schema_prefix() -> str:
+    """Get schema prefix for table names (required for multi-tenant support)."""
+    schema = context.config.get_main_option("target_schema")
+    return f'"{schema}".' if schema else ""
+
+
+def upgrade() -> None:
+    """Create file_storage table for BYTEA storage."""
+    schema = _get_schema_prefix()
+
+    # Create file_storage table (minimal: just key + data)
+    op.execute(
+        f"""
+        CREATE TABLE {schema}file_storage (
+            storage_key TEXT PRIMARY KEY,
+            data BYTEA NOT NULL
+        )
+    """
+    )
+
+    # Add file tracking columns to documents table
+    op.execute(
+        f"""
+        ALTER TABLE {schema}documents
+        ADD COLUMN IF NOT EXISTS file_storage_key TEXT,
+        ADD COLUMN IF NOT EXISTS file_original_name TEXT,
+        ADD COLUMN IF NOT EXISTS file_content_type TEXT
+    """
+    )
+
+
+def downgrade() -> None:
+    """Remove file_storage table and related columns."""
+    schema = _get_schema_prefix()
+
+    # Drop columns from documents table
+    op.execute(
+        f"""
+        ALTER TABLE {schema}documents
+        DROP COLUMN IF EXISTS file_storage_key,
+        DROP COLUMN IF EXISTS file_original_name,
+        DROP COLUMN IF EXISTS file_content_type
+    """
+    )
+
+    # Drop file_storage table
+    op.execute(f"DROP TABLE IF EXISTS {schema}file_storage")

hindsight-api/hindsight_api/alembic/versions/n9i0j1k2l3m4_learnings_and_pinned_reflections.py

@@ -10,9 +10,11 @@ This migration:
 3. Adds consolidation tracking columns to the 'banks' table
 """
 
+import os
 from collections.abc import Sequence
 
 from alembic import context, op
+from sqlalchemy import text
 
 # revision identifiers, used by Alembic.
 revision: str = "n9i0j1k2l3m4"
@@ -27,10 +29,106 @@ def _get_schema_prefix() -> str:
     return f'"{schema}".' if schema else ""
 
 
+def _detect_vector_extension() -> str:
+    """
+    Detect or validate vector extension: 'pgvector', 'vchord', or 'pgvectorscale'.
+    Respects HINDSIGHT_API_VECTOR_EXTENSION env var if set.
+    """
+    conn = op.get_bind()
+    vector_extension = os.getenv("HINDSIGHT_API_VECTOR_EXTENSION", "pgvector").lower()
+
+    # Validate configured extension is installed
+    if vector_extension == "pgvectorscale":
+        # pgvectorscale/DiskANN requires pgvector
+        pgvector_check = conn.execute(text("SELECT 1 FROM pg_extension WHERE extname = 'vector'")).scalar()
+        if not pgvector_check:
+            raise RuntimeError(
+                "DiskANN requires pgvector. Install with: CREATE EXTENSION vector; then vectorscale or pg_diskann CASCADE;"
+            )
+        # Check for either vectorscale (open source) or pg_diskann (Azure)
+        vectorscale_check = conn.execute(text("SELECT 1 FROM pg_extension WHERE extname = 'vectorscale'")).scalar()
+        pg_diskann_check = conn.execute(text("SELECT 1 FROM pg_extension WHERE extname = 'pg_diskann'")).scalar()
+
+        if vectorscale_check:
+            return "pgvectorscale"
+        elif pg_diskann_check:
+            return "pg_diskann"
+        else:
+            raise RuntimeError(
+                "Configured vector extension 'pgvectorscale' not found. Install either:\n"
+                "  - pgvectorscale: CREATE EXTENSION vectorscale CASCADE;\n"
+                "  - pg_diskann (Azure): CREATE EXTENSION pg_diskann CASCADE;"
+            )
+    elif vector_extension == "vchord":
+        vchord_check = conn.execute(text("SELECT 1 FROM pg_extension WHERE extname = 'vchord'")).scalar()
+        if not vchord_check:
+            raise RuntimeError(
+                "Configured vector extension 'vchord' not found. Install it with: CREATE EXTENSION vchord CASCADE;"
+            )
+        return "vchord"
+    elif vector_extension == "pgvector":
+        pgvector_check = conn.execute(text("SELECT 1 FROM pg_extension WHERE extname = 'vector'")).scalar()
+        if not pgvector_check:
+            raise RuntimeError(
+                "Configured vector extension 'pgvector' not found. Install it with: CREATE EXTENSION vector;"
+            )
+        return "pgvector"
+    else:
+        raise ValueError(
+            f"Invalid HINDSIGHT_API_VECTOR_EXTENSION: {vector_extension}. Must be 'pgvector', 'vchord', or 'pgvectorscale'"
+        )
+
+
+def _detect_text_search_extension() -> str:
+    """
+    Detect or validate text search extension: 'native', 'vchord', or 'pg_textsearch'.
+    Respects HINDSIGHT_API_TEXT_SEARCH_EXTENSION env var.
+    Creates the extension if needed.
+    """
+    text_search_extension = os.getenv("HINDSIGHT_API_TEXT_SEARCH_EXTENSION", "native").lower()
+
+    if text_search_extension == "vchord":
+        # Create vchord_bm25 extension if not exists
+        try:
+            op.execute("CREATE EXTENSION IF NOT EXISTS vchord_bm25 CASCADE")
+        except Exception:
+            # Extension might already exist or user lacks permissions - verify it exists
+            conn = op.get_bind()
+            result = conn.execute(text("SELECT 1 FROM pg_extension WHERE extname = 'vchord_bm25'")).fetchone()
+            if not result:
+                # Extension truly doesn't exist - re-raise the error
+                raise
+        return "vchord"
+    elif text_search_extension == "pg_textsearch":
+        # Create pg_textsearch extension if not exists
+        try:
+            op.execute("CREATE EXTENSION IF NOT EXISTS pg_textsearch CASCADE")
+        except Exception:
+            # Extension might already exist or user lacks permissions - verify it exists
+            conn = op.get_bind()
+            result = conn.execute(text("SELECT 1 FROM pg_extension WHERE extname = 'pg_textsearch'")).fetchone()
+            if not result:
+                # Extension truly doesn't exist - re-raise the error
+                raise
+        return "pg_textsearch"
+    elif text_search_extension == "native":
+        return "native"
+    else:
+        raise ValueError(
+            f"Invalid HINDSIGHT_API_TEXT_SEARCH_EXTENSION: {text_search_extension}. Must be 'native', 'vchord', or 'pg_textsearch'"
+        )
+
+
 def upgrade() -> None:
     """Create learnings and pinned_reflections tables."""
     schema = _get_schema_prefix()
 
+    # Detect which vector extension is available
+    vector_ext = _detect_vector_extension()
+
+    # Detect which text search extension to use
+    text_search_ext = _detect_text_search_extension()
+
     # 1. Create learnings table
     op.execute(f"""
         CREATE TABLE {schema}learnings (
@@ -57,18 +155,60 @@ def upgrade() -> None:
 
     # Indexes for learnings
     op.execute(f"CREATE INDEX idx_learnings_bank_id ON {schema}learnings(bank_id)")
-    op.execute(f"""
-        CREATE INDEX idx_learnings_embedding ON {schema}learnings
-        USING hnsw (embedding vector_cosine_ops)
-    """)
+
+    # Create vector index based on detected extension
+    if vector_ext == "pgvectorscale":
+        op.execute(f"""
+            CREATE INDEX idx_learnings_embedding ON {schema}learnings
+            USING diskann (embedding vector_cosine_ops)
+            WITH (num_neighbors = 50)
+        """)
+    elif vector_ext == "pg_diskann":
+        op.execute(f"""
+            CREATE INDEX idx_learnings_embedding ON {schema}learnings
+            USING diskann (embedding vector_cosine_ops)
+            WITH (max_neighbors = 50)
+        """)
+    elif vector_ext == "vchord":
+        op.execute(f"""
+            CREATE INDEX idx_learnings_embedding ON {schema}learnings
+            USING vchordrq (embedding vector_l2_ops)
+        """)
+    else:  # pgvector
+        op.execute(f"""
+            CREATE INDEX idx_learnings_embedding ON {schema}learnings
+            USING hnsw (embedding vector_cosine_ops)
+        """)
+
     op.execute(f"CREATE INDEX idx_learnings_tags ON {schema}learnings USING GIN(tags)")
 
     # Full-text search for learnings
-    op.execute(f"""
-        ALTER TABLE {schema}learnings ADD COLUMN search_vector tsvector
-        GENERATED ALWAYS AS (to_tsvector('english', text)) STORED
-    """)
-    op.execute(f"CREATE INDEX idx_learnings_text_search ON {schema}learnings USING gin(search_vector)")
+    if text_search_ext == "vchord":
+        # VectorChord BM25: bm25vector type (no GENERATED - tokenization happens on INSERT)
+        # Note: vchord_bm25 extension creates types in bm25_catalog schema
+        op.execute(f"""
+            ALTER TABLE {schema}learnings ADD COLUMN search_vector bm25_catalog.bm25vector
+        """)
+        op.execute(f"""
+            CREATE INDEX idx_learnings_text_search ON {schema}learnings
+            USING bm25 (search_vector bm25_catalog.bm25_ops)
+        """)
+    elif text_search_ext == "pg_textsearch":
+        # Timescale pg_textsearch: dummy TEXT column for consistency (indexes operate on base columns directly)
+        op.execute(f"""
+            ALTER TABLE {schema}learnings ADD COLUMN search_vector TEXT
+        """)
+        op.execute(f"""
+            CREATE INDEX idx_learnings_text_search ON {schema}learnings
+            USING bm25(text) WITH (text_config='english')
+        """)
+    else:  # native
+        # Native PostgreSQL: tsvector with automatic generation
+        op.execute(f"""
+            ALTER TABLE {schema}learnings ADD COLUMN search_vector tsvector
+            GENERATED ALWAYS AS (to_tsvector('english', text)) STORED
+        """)
+        op.execute(f"CREATE INDEX idx_learnings_text_search ON {schema}learnings USING gin(search_vector)")
 
     # 2. Create pinned_reflections table
     op.execute(f"""
@@ -94,21 +234,64 @@ def upgrade() -> None:
 
     # Indexes for pinned_reflections
     op.execute(f"CREATE INDEX idx_pinned_reflections_bank_id ON {schema}pinned_reflections(bank_id)")
-    op.execute(f"""
-        CREATE INDEX idx_pinned_reflections_embedding ON {schema}pinned_reflections
-        USING hnsw (embedding vector_cosine_ops)
-    """)
+
+    # Create vector index based on detected extension
+    if vector_ext == "pgvectorscale":
+        op.execute(f"""
+            CREATE INDEX idx_pinned_reflections_embedding ON {schema}pinned_reflections
+            USING diskann (embedding vector_cosine_ops)
+            WITH (num_neighbors = 50)
+        """)
+    elif vector_ext == "pg_diskann":
+        op.execute(f"""
+            CREATE INDEX idx_pinned_reflections_embedding ON {schema}pinned_reflections
+            USING diskann (embedding vector_cosine_ops)
+            WITH (max_neighbors = 50)
+        """)
+    elif vector_ext == "vchord":
+        op.execute(f"""
+            CREATE INDEX idx_pinned_reflections_embedding ON {schema}pinned_reflections
+            USING vchordrq (embedding vector_l2_ops)
+        """)
+    else:  # pgvector
+        op.execute(f"""
+            CREATE INDEX idx_pinned_reflections_embedding ON {schema}pinned_reflections
+            USING hnsw (embedding vector_cosine_ops)
+        """)
+
     op.execute(f"CREATE INDEX idx_pinned_reflections_tags ON {schema}pinned_reflections USING GIN(tags)")
 
     # Full-text search for pinned_reflections
-    op.execute(f"""
-        ALTER TABLE {schema}pinned_reflections ADD COLUMN search_vector tsvector
-        GENERATED ALWAYS AS (to_tsvector('english', COALESCE(name, '') || ' ' || content)) STORED
-    """)
-    op.execute(f"""
-        CREATE INDEX idx_pinned_reflections_text_search ON {schema}pinned_reflections
-        USING gin(search_vector)
-    """)
+    if text_search_ext == "vchord":
+        # VectorChord BM25: bm25vector type (no GENERATED - tokenization happens on INSERT/UPDATE)
+        # Note: vchord_bm25 extension creates types in bm25_catalog schema
+        op.execute(f"""
+            ALTER TABLE {schema}pinned_reflections ADD COLUMN search_vector bm25_catalog.bm25vector
+        """)
+        op.execute(f"""
+            CREATE INDEX idx_pinned_reflections_text_search ON {schema}pinned_reflections
+            USING bm25 (search_vector bm25_catalog.bm25_ops)
+        """)
+    elif text_search_ext == "pg_textsearch":
+        # Timescale pg_textsearch: dummy TEXT column for consistency (indexes operate on base columns directly)
+        op.execute(f"""
+            ALTER TABLE {schema}pinned_reflections ADD COLUMN search_vector TEXT
+        """)
+        op.execute(f"""
+            CREATE INDEX idx_pinned_reflections_text_search ON {schema}pinned_reflections
+            USING bm25(content)
+            WITH (text_config='english')
+        """)
+    else:  # native
+        # Native PostgreSQL: tsvector with automatic generation
+        op.execute(f"""
+            ALTER TABLE {schema}pinned_reflections ADD COLUMN search_vector tsvector
+            GENERATED ALWAYS AS (to_tsvector('english', COALESCE(name, '') || ' ' || content)) STORED
+        """)
+        op.execute(f"""
+            CREATE INDEX idx_pinned_reflections_text_search ON {schema}pinned_reflections
+            USING gin(search_vector)
+        """)
 
     # 3. Add consolidation tracking columns to banks table
     op.execute(f"""

hindsight-api/hindsight_api/alembic/versions/w8r9s0t1u2v3_fix_mental_models_pk_isolation.py

@@ -0,0 +1,60 @@
+"""Fix mental_models primary key to be scoped per bank
+
+Revision ID: w8r9s0t1u2v3
+Revises: v7q8r9s0t1u2
+Create Date: 2026-02-05
+
+This migration fixes a critical bank isolation bug where mental_models.id was
+globally unique across all banks instead of being scoped per bank. This caused
+conflicts when different banks tried to use the same custom ID.
+
+CRITICAL FIX: Changes primary key from (id) to (bank_id, id) to ensure proper isolation.
+"""
+
+from collections.abc import Sequence
+
+from alembic import context, op
+
+revision: str = "w8r9s0t1u2v3"
+down_revision: str | Sequence[str] | None = "v7q8r9s0t1u2"
+branch_labels: str | Sequence[str] | None = None
+depends_on: str | Sequence[str] | None = None
+
+
+def _get_schema_prefix() -> str:
+    """Get schema prefix for table names (required for multi-tenant support)."""
+    schema = context.config.get_main_option("target_schema")
+    return f'"{schema}".' if schema else ""
+
+
+def upgrade() -> None:
+    """Change mental_models primary key from (id) to (bank_id, id) for proper bank isolation."""
+    schema = _get_schema_prefix()
+
+    # Drop the old primary key constraint (just id)
+    # Note: The constraint might be named differently on different DBs
+    # Try both old names (pinned_reflections_pkey from original, mental_models_pkey from rename)
+    op.execute(f"ALTER TABLE {schema}mental_models DROP CONSTRAINT IF EXISTS pinned_reflections_pkey")
+    op.execute(f"ALTER TABLE {schema}mental_models DROP CONSTRAINT IF EXISTS mental_models_pkey")
+
+    # Create the new composite primary key (bank_id, id)
+    # This ensures IDs are scoped per bank, not globally
+    op.execute(f"""
+        ALTER TABLE {schema}mental_models
+        ADD CONSTRAINT mental_models_pkey PRIMARY KEY (bank_id, id)
+    """)
+
+
+def downgrade() -> None:
+    """Revert mental_models primary key from (bank_id, id) to (id)."""
+    schema = _get_schema_prefix()
+
+    # Drop the composite primary key
+    op.execute(f"ALTER TABLE {schema}mental_models DROP CONSTRAINT IF EXISTS mental_models_pkey")
+
+    # Restore the old primary key (just id)
+    # WARNING: This downgrade will fail if there are duplicate IDs across banks
+    op.execute(f"""
+        ALTER TABLE {schema}mental_models
+        ADD CONSTRAINT mental_models_pkey PRIMARY KEY (id)
+    """)

hindsight-api/hindsight_api/alembic/versions/x9s0t1u2v3w4_add_bank_config_column.py

@@ -0,0 +1,64 @@
+"""Add config JSONB column to banks table for hierarchical configuration
+
+Revision ID: x9s0t1u2v3w4
+Revises: w8r9s0t1u2v3
+Create Date: 2026-02-09
+
+This migration adds a `config` JSONB column to the banks table to support
+per-bank configuration overrides. This enables hierarchical configuration where:
+- Global config is loaded from environment variables
+- Tenant config is provided via TenantExtension
+- Bank config overrides are stored in banks.config JSONB column
+
+The config column stores overrides for hierarchical fields (LLM settings,
+retention parameters, retrieval settings, etc.) in Python field name format.
+"""
+
+from collections.abc import Sequence
+
+import sqlalchemy as sa
+from alembic import context, op
+from sqlalchemy.dialects.postgresql import JSONB
+
+revision: str = "x9s0t1u2v3w4"
+down_revision: str | Sequence[str] | None = "w8r9s0t1u2v3"
+branch_labels: str | Sequence[str] | None = None
+depends_on: str | Sequence[str] | None = None
+
+
+def _get_schema_prefix() -> str:
+    """Get schema prefix for table names (required for multi-tenant support)."""
+    schema = context.config.get_main_option("target_schema")
+    return f'"{schema}".' if schema else ""
+
+
+def upgrade() -> None:
+    """Add config JSONB column to banks table with GIN index."""
+    schema = _get_schema_prefix()
+
+    # Add config column to banks table
+    op.execute(f"""
+        ALTER TABLE {schema}banks
+        ADD COLUMN config JSONB NOT NULL DEFAULT '{{}}'::jsonb
+    """)
+
+    # Add GIN index for efficient JSONB queries
+    op.execute(f"""
+        CREATE INDEX idx_banks_config
+        ON {schema}banks
+        USING gin(config)
+    """)
+
+
+def downgrade() -> None:
+    """Remove config column and index from banks table."""
+    schema = _get_schema_prefix()
+
+    # Drop index first
+    op.execute(f"DROP INDEX IF EXISTS {schema}idx_banks_config")
+
+    # Drop column
+    op.execute(f"""
+        ALTER TABLE {schema}banks
+        DROP COLUMN IF EXISTS config
+    """)

hindsight-api/hindsight_api/alembic/versions/y0t1u2v3w4x5_add_result_metadata_gin_index.py

@@ -0,0 +1,49 @@
+"""Add GIN index on async_operations.result_metadata for parent_operation_id queries
+
+Revision ID: y0t1u2v3w4x5
+Revises: x9s0t1u2v3w4
+Create Date: 2026-02-13
+
+This migration adds a GIN index on the result_metadata JSONB column in the
+async_operations table to support efficient queries for child operations by
+parent_operation_id.
+
+The index enables fast lookups when querying for child operations:
+  SELECT * FROM async_operations
+  WHERE result_metadata::jsonb @> '{"parent_operation_id": "uuid"}'::jsonb
+"""
+
+from collections.abc import Sequence
+
+from alembic import context, op
+
+revision: str = "y0t1u2v3w4x5"
+down_revision: str | Sequence[str] | None = "x9s0t1u2v3w4"
+branch_labels: str | Sequence[str] | None = None
+depends_on: str | Sequence[str] | None = None
+
+
+def _get_schema_prefix() -> str:
+    """Get schema prefix for table names (required for multi-tenant support)."""
+    schema = context.config.get_main_option("target_schema")
+    return f'"{schema}".' if schema else ""
+
+
+def upgrade() -> None:
+    """Add GIN index on result_metadata for efficient parent_operation_id queries."""
+    schema = _get_schema_prefix()
+
+    # Add GIN index for JSONB containment queries (@> operator)
+    op.execute(f"""
+        CREATE INDEX idx_async_operations_result_metadata
+        ON {schema}async_operations
+        USING gin(result_metadata)
+    """)
+
+
+def downgrade() -> None:
+    """Remove GIN index on result_metadata."""
+    schema = _get_schema_prefix()
+
+    # Drop index
+    op.execute(f"DROP INDEX IF EXISTS {schema}idx_async_operations_result_metadata")

hindsight-api/hindsight_api/api/__init__.py

@@ -6,7 +6,6 @@ Provides both HTTP REST API and MCP (Model Context Protocol) server.
 
 import logging
 from contextlib import asynccontextmanager
-from typing import Optional
 
 from fastapi import FastAPI
 
@@ -46,14 +45,14 @@ def create_app(
         # Both HTTP and MCP
         app = create_app(memory, mcp_api_enabled=True)
     """
-    mcp_app = None
+    mcp_servers = None
 
-    # Create MCP app first if enabled (we need its lifespan for chaining)
+    # Create MCP servers first if enabled (we need their lifespans for chaining)
     if mcp_api_enabled:
         try:
-            from .mcp import create_mcp_app
+            from .mcp import MCPMiddleware, create_mcp_servers
 
-            mcp_app = create_mcp_app(memory=memory)
+            mcp_servers = create_mcp_servers(memory=memory)
         except ImportError as e:
             logger.error(f"MCP server requested but dependencies not available: {e}")
             logger.error("Install with: pip install hindsight-api[mcp]")
@@ -70,30 +69,41 @@ def create_app(
         app = FastAPI(title="Hindsight API", version="0.0.7")
         logger.info("HTTP REST API disabled")
 
-    # Mount MCP server and chain its lifespan if enabled
-    if mcp_app is not None:
-        # Get the MCP app's underlying Starlette app for lifespan access
-        mcp_starlette_app = mcp_app.mcp_app
+    # Add MCP middleware and chain its lifespan if enabled
+    if mcp_servers is not None:
+        multi_bank_server, single_bank_server, multi_bank_starlette_app, single_bank_starlette_app = mcp_servers
 
         # Store the original lifespan
         original_lifespan = app.router.lifespan_context
 
         @asynccontextmanager
         async def chained_lifespan(app_instance: FastAPI):
-            """Chain the MCP lifespan with the main app lifespan."""
-            # Start MCP lifespan first
-            async with mcp_starlette_app.router.lifespan_context(mcp_starlette_app):
-                logger.info("MCP lifespan started")
-                # Then start the original app lifespan
-                async with original_lifespan(app_instance):
-                    yield
-            logger.info("MCP lifespan stopped")
+            """Chain both MCP lifespans with the main app lifespan."""
+            # Start both MCP lifespans (multi-bank and single-bank)
+            async with multi_bank_starlette_app.router.lifespan_context(multi_bank_starlette_app):
+                async with single_bank_starlette_app.router.lifespan_context(single_bank_starlette_app):
+                    logger.info("MCP lifespans started (multi-bank and single-bank)")
+                    # Then start the original app lifespan
+                    async with original_lifespan(app_instance):
+                        yield
+                logger.info("MCP lifespans stopped")
 
         # Replace the app's lifespan with the chained version
         app.router.lifespan_context = chained_lifespan
 
-        # Mount the MCP middleware
-        app.mount(mcp_mount_path, mcp_app)
+        # Add MCP as a wrapping middleware — intercepts /mcp* requests directly,
+        # passes everything else through to the FastAPI app. No Starlette Mount
+        # means no 307 redirect for /mcp (no trailing slash).
+        app.add_middleware(
+            MCPMiddleware,
+            memory=memory,
+            prefix=mcp_mount_path,
+            multi_bank_app=multi_bank_starlette_app,
+            single_bank_app=single_bank_starlette_app,
+            multi_bank_server=multi_bank_server,
+            single_bank_server=single_bank_server,
+        )
+
         logger.info(f"MCP server enabled at {mcp_mount_path}/")
 
     return app

hindsight-api/hindsight_api/api/mcp.py

@@ -8,7 +8,11 @@ from contextvars import ContextVar
 from fastmcp import FastMCP
 
 from hindsight_api import MemoryEngine
+from hindsight_api.engine.memory_engine import _current_schema
+from hindsight_api.extensions import MCPExtension, load_extension
+from hindsight_api.extensions.tenant import AuthenticationError
 from hindsight_api.mcp_tools import MCPToolsConfig, register_mcp_tools
+from hindsight_api.models import RequestContext
 
 # Configure logging from HINDSIGHT_API_LOG_LEVEL environment variable
 _log_level_str = os.environ.get("HINDSIGHT_API_LOG_LEVEL", "info").lower()
@@ -29,61 +33,186 @@ logger = logging.getLogger(__name__)
 # Default bank_id from environment variable
 DEFAULT_BANK_ID = os.environ.get("HINDSIGHT_MCP_BANK_ID", "default")
 
+# Legacy MCP authentication token (for backwards compatibility)
+# If set, this token is checked first before TenantExtension auth
+MCP_AUTH_TOKEN = os.environ.get("HINDSIGHT_API_MCP_AUTH_TOKEN")
+
 # Context variable to hold the current bank_id
 _current_bank_id: ContextVar[str | None] = ContextVar("current_bank_id", default=None)
 
+# Context variable to hold the current API key (for tenant auth propagation)
+_current_api_key: ContextVar[str | None] = ContextVar("current_api_key", default=None)
+
+# Context variables for tenant_id and api_key_id (set by authenticate, used by usage metering)
+_current_tenant_id: ContextVar[str | None] = ContextVar("current_tenant_id", default=None)
+_current_api_key_id: ContextVar[str | None] = ContextVar("current_api_key_id", default=None)
+
 
 def get_current_bank_id() -> str | None:
     """Get the current bank_id from context."""
     return _current_bank_id.get()
 
 
-def create_mcp_server(memory: MemoryEngine) -> FastMCP:
+def get_current_api_key() -> str | None:
+    """Get the current API key from context."""
+    return _current_api_key.get()
+
+
+def get_current_tenant_id() -> str | None:
+    """Get the current tenant_id from context."""
+    return _current_tenant_id.get()
+
+
+def get_current_api_key_id() -> str | None:
+    """Get the current api_key_id from context."""
+    return _current_api_key_id.get()
+
+
+def create_mcp_server(memory: MemoryEngine, multi_bank: bool = True) -> FastMCP:
     """
     Create and configure the Hindsight MCP server.
 
     Args:
         memory: MemoryEngine instance (required)
+        multi_bank: If True, expose all tools with bank_id parameters (default).
+                   If False, only expose bank-scoped tools without bank_id parameters.
 
     Returns:
-        Configured FastMCP server instance with stateless_http enabled
+        Configured FastMCP server instance
     """
-    # Use stateless_http=True for Claude Code compatibility
-    mcp = FastMCP("hindsight-mcp-server", stateless_http=True)
+    mcp = FastMCP("hindsight-mcp-server")
 
     # Configure and register tools using shared module
     config = MCPToolsConfig(
         bank_id_resolver=get_current_bank_id,
-        include_bank_id_param=True,  # HTTP MCP supports multi-bank via parameter
-        tools=None,  # All tools
+        api_key_resolver=get_current_api_key,  # Propagate API key for tenant auth
+        tenant_id_resolver=get_current_tenant_id,  # Propagate tenant_id for usage metering
+        api_key_id_resolver=get_current_api_key_id,  # Propagate api_key_id for usage metering
+        include_bank_id_param=multi_bank,
+        tools=None
+        if multi_bank
+        else {
+            "retain",
+            "recall",
+            "reflect",
+            "list_mental_models",
+            "get_mental_model",
+            "create_mental_model",
+            "update_mental_model",
+            "delete_mental_model",
+            "refresh_mental_model",
+        },  # Scoped tools for single-bank mode (excludes bank management: list_banks, create_bank)
         retain_fire_and_forget=False,  # HTTP MCP supports sync/async modes
     )
 
     register_mcp_tools(mcp, memory, config)
 
+    # Load and register additional tools from MCP extension if configured
+    mcp_extension = load_extension("MCP", MCPExtension)
+    if mcp_extension:
+        logger.info(f"Loading MCP extension: {mcp_extension.__class__.__name__}")
+        mcp_extension.register_tools(mcp, memory)
+
+    # Make all tools tolerant of extra arguments from LLMs (e.g., "explanation")
+    _make_tools_tolerant(mcp)
+
     return mcp
 
 
+def _make_tools_tolerant(mcp: FastMCP) -> None:
+    """Wrap all tool run methods to strip unknown arguments before validation.
+
+    LLMs frequently add extra fields like "explanation" or "reasoning" to tool calls.
+    FastMCP's Pydantic TypeAdapter rejects these with "Unexpected keyword argument".
+    This wraps each tool's run() to filter arguments to only known parameters.
+    """
+    try:
+        for name, tool in mcp._tool_manager._tools.items():
+            if hasattr(tool, "parameters") and tool.parameters:
+                allowed = set(tool.parameters.get("properties", {}).keys())
+                original_run = tool.run
+
+                async def _tolerant_run(arguments, _allowed=allowed, _orig=original_run):
+                    extra_keys = set(arguments.keys()) - _allowed
+                    if extra_keys:
+                        logger.debug(f"Stripping unknown arguments from tool call: {extra_keys}")
+                        arguments = {k: v for k, v in arguments.items() if k in _allowed}
+                    return await _orig(arguments)
+
+                # FunctionTool is a Pydantic model with extra='forbid', so use
+                # object.__setattr__ to bypass Pydantic's setter validation.
+                object.__setattr__(tool, "run", _tolerant_run)
+    except (AttributeError, KeyError) as e:
+        logger.warning(f"Could not make tools tolerant of extra arguments: {e}")
+
+
 class MCPMiddleware:
-    """ASGI middleware that extracts bank_id from header or path and sets context.
+    """ASGI middleware that intercepts MCP requests and routes to appropriate MCP server.
 
-    Bank ID can be provided via:
-    1. X-Bank-Id header (recommended for Claude Code)
-    2. URL path: /mcp/{bank_id}/
-    3. Environment variable HINDSIGHT_MCP_BANK_ID (fallback default)
+    This middleware wraps the main FastAPI app and intercepts requests matching the
+    configured prefix (default: /mcp). Non-MCP requests pass through to the inner app.
 
-    For Claude Code, configure with:
+    Authentication:
+        1. If HINDSIGHT_API_MCP_AUTH_TOKEN is set (legacy), validates against that token
+        2. Otherwise, uses TenantExtension.authenticate_mcp() from the MemoryEngine
+           - DefaultTenantExtension: no auth required (local dev)
+           - ApiKeyTenantExtension: validates against env var
+
+    Two modes based on URL structure:
+
+    1. Multi-bank mode (for /mcp/ root endpoint):
+       - Exposes all tools: retain, recall, reflect, list_banks, create_bank
+       - All tools include optional bank_id parameter for cross-bank operations
+       - Bank ID from: X-Bank-Id header or HINDSIGHT_MCP_BANK_ID env var
+
+    2. Single-bank mode (for /mcp/{bank_id}/ endpoints):
+       - Exposes bank-scoped tools only: retain, recall, reflect
+       - No bank_id parameter (comes from URL)
+       - No bank management tools (list_banks, create_bank)
+       - Recommended for agent isolation
+
+    Bank ID resolution priority:
+        1. URL path (e.g., /mcp/{bank_id}/) → single-bank mode
+        2. X-Bank-Id header → multi-bank mode
+        3. HINDSIGHT_MCP_BANK_ID env var → multi-bank mode (default: "default")
+
+    Examples:
+        # Single-bank mode (recommended for agent isolation)
+        claude mcp add --transport http my-agent http://localhost:8888/mcp/my-agent-bank/ \\
+            --header "Authorization: Bearer <token>"
+
+        # Multi-bank mode (for cross-bank operations)
         claude mcp add --transport http hindsight http://localhost:8888/mcp \\
-            --header "X-Bank-Id: my-bank"
+            --header "X-Bank-Id: my-bank" --header "Authorization: Bearer <token>"
     """
 
-    def __init__(self, app, memory: MemoryEngine):
+    def __init__(
+        self,
+        app,
+        memory: MemoryEngine,
+        prefix: str = "/mcp",
+        multi_bank_app=None,
+        single_bank_app=None,
+        multi_bank_server=None,
+        single_bank_server=None,
+    ):
         self.app = app
+        self.prefix = prefix
         self.memory = memory
-        self.mcp_server = create_mcp_server(memory)
-        self.mcp_app = self.mcp_server.http_app(path="/")
-        # Expose the lifespan for the parent app to chain
-        self.lifespan = self.mcp_app.lifespan_handler if hasattr(self.mcp_app, "lifespan_handler") else None
+        self.tenant_extension = memory._tenant_extension
+
+        if multi_bank_app and single_bank_app:
+            # Pre-created servers (used when called via add_middleware from create_app)
+            self.multi_bank_app = multi_bank_app
+            self.single_bank_app = single_bank_app
+            self.multi_bank_server = multi_bank_server
+            self.single_bank_server = single_bank_server
+        else:
+            # Create servers internally (for direct construction / tests)
+            self.multi_bank_server = create_mcp_server(memory, multi_bank=True)
+            self.multi_bank_app = self.multi_bank_server.http_app(path="/", stateless_http=True)
+            self.single_bank_server = create_mcp_server(memory, multi_bank=False)
+            self.single_bank_app = self.single_bank_server.http_app(path="/", stateless_http=True)
 
     def _get_header(self, scope: dict, name: str) -> str | None:
         """Extract a header value from ASGI scope."""
@@ -95,54 +224,113 @@ class MCPMiddleware:
 
     async def __call__(self, scope, receive, send):
         if scope["type"] != "http":
-            await self.mcp_app(scope, receive, send)
+            await self.app(scope, receive, send)
             return
 
         path = scope.get("path", "")
 
-        # Strip any mount prefix (e.g., /mcp) that FastAPI might not have stripped
-        root_path = scope.get("root_path", "")
-        if root_path and path.startswith(root_path):
-            path = path[len(root_path) :] or "/"
+        # Check if this is an MCP request (matches prefix)
+        if not (path == self.prefix or path.startswith(self.prefix + "/")):
+            # Not an MCP request — pass through to the inner app
+            await self.app(scope, receive, send)
+            return
 
-        # Also handle case where mount path wasn't stripped (e.g., /mcp/...)
-        if path.startswith("/mcp/"):
-            path = path[4:]  # Remove /mcp prefix
-        elif path == "/mcp":
-            path = "/"
+        # Strip prefix from path
+        path = path[len(self.prefix) :] or "/"
 
-        # Try to get bank_id from header first (for Claude Code compatibility)
-        bank_id = self._get_header(scope, "X-Bank-Id")
+        # Extract auth token from header (for tenant auth propagation)
+        auth_header = self._get_header(scope, "Authorization")
+        auth_token: str | None = None
+        if auth_header:
+            # Support both "Bearer <token>" and direct token
+            auth_token = auth_header[7:].strip() if auth_header.startswith("Bearer ") else auth_header.strip()
 
-        # MCP endpoint paths that should not be treated as bank_ids
-        MCP_ENDPOINTS = {"sse", "messages"}
+        # Authenticate: check legacy MCP_AUTH_TOKEN first, then TenantExtension
+        tenant_context = None
+        auth_tenant_id: str | None = None
+        auth_api_key_id: str | None = None
+        if MCP_AUTH_TOKEN:
+            # Legacy authentication mode - validate against static token
+            if not auth_token:
+                await self._send_error(send, 401, "Authorization header required")
+                return
+            if auth_token != MCP_AUTH_TOKEN:
+                await self._send_error(send, 401, "Invalid authentication token")
+                return
+            # Legacy mode doesn't use tenant schemas
+            tenant_context = None
+        else:
+            # Use TenantExtension.authenticate_mcp() for auth
+            try:
+                auth_context = RequestContext(api_key=auth_token)
+                tenant_context = await self.tenant_extension.authenticate_mcp(auth_context)
+                # Capture tenant_id and api_key_id set by authenticate() for usage metering
+                auth_tenant_id = auth_context.tenant_id
+                auth_api_key_id = auth_context.api_key_id
+            except AuthenticationError as e:
+                await self._send_error(send, 401, str(e))
+                return
 
-        # If no header, try to extract from path: /{bank_id}/...
+        # Set schema from tenant context so downstream DB queries use the correct schema
+        schema_token = (
+            _current_schema.set(tenant_context.schema_name) if tenant_context and tenant_context.schema_name else None
+        )
+
+        # Resolve bank_id: path takes priority over header.
+        # Path = user's explicit connection endpoint (e.g., /mcp/my-bank/).
+        # X-Bank-Id header = per-request override for multi-bank mode only.
+        bank_id = None
+        bank_id_from_path = False
         new_path = path
-        if not bank_id and path.startswith("/") and len(path) > 1:
+
+        # First, try to extract from path: /{bank_id}/...
+        if path.startswith("/") and len(path) > 1:
             parts = path[1:].split("/", 1)
-            # Don't treat MCP endpoints as bank_ids
-            if parts[0] and parts[0] not in MCP_ENDPOINTS:
-                # First segment looks like a bank_id
+            if parts[0]:
                 bank_id = parts[0]
+                bank_id_from_path = True
                 new_path = "/" + parts[1] if len(parts) > 1 else "/"
 
+        # If no path-based bank_id, try X-Bank-Id header (multi-bank mode)
+        if not bank_id:
+            bank_id = self._get_header(scope, "X-Bank-Id")
+
         # Fall back to default bank_id
         if not bank_id:
             bank_id = DEFAULT_BANK_ID
             logger.debug(f"Using default bank_id: {bank_id}")
 
-        # Set bank_id context
-        token = _current_bank_id.set(bank_id)
+        # Select the appropriate MCP app based on how bank_id was provided:
+        # - Path-based bank_id → single-bank app (no bank_id param, scoped tools)
+        # - Header/env bank_id → multi-bank app (bank_id param, all tools)
+        target_app = self.single_bank_app if bank_id_from_path else self.multi_bank_app
+
+        # Set bank_id, api_key, tenant_id, and api_key_id context
+        bank_id_token = _current_bank_id.set(bank_id)
+        # Store the auth token for tenant extension to validate
+        api_key_token = _current_api_key.set(auth_token) if auth_token else None
+        # Store tenant_id and api_key_id from authentication for usage metering
+        tenant_id_token = _current_tenant_id.set(auth_tenant_id) if auth_tenant_id else None
+        api_key_id_token = _current_api_key_id.set(auth_api_key_id) if auth_api_key_id else None
         try:
             new_scope = scope.copy()
             new_scope["path"] = new_path
             # Clear root_path since we're passing directly to the app
             new_scope["root_path"] = ""
 
-            # Wrap send to rewrite the SSE endpoint URL to include bank_id if using path-based routing
+            # Wrap send to rewrite the SSE endpoint URL to include bank_id if using path-based routing.
+            # Only rewrite SSE (text/event-stream) responses to avoid corrupting tool results
+            # that might contain the literal string "data: /messages".
+            is_sse_response = False
+
             async def send_wrapper(message):
-                if message["type"] == "http.response.body":
+                nonlocal is_sse_response
+                if message["type"] == "http.response.start":
+                    for header_name, header_value in message.get("headers", []):
+                        if header_name == b"content-type" and b"text/event-stream" in header_value:
+                            is_sse_response = True
+                            break
+                if message["type"] == "http.response.body" and bank_id_from_path and is_sse_response:
                     body = message.get("body", b"")
                     if body and b"/messages" in body:
                         # Rewrite /messages to /{bank_id}/messages in SSE endpoint event
@@ -150,9 +338,17 @@ class MCPMiddleware:
                         message = {**message, "body": body}
                 await send(message)
 
-            await self.mcp_app(new_scope, receive, send_wrapper)
+            await target_app(new_scope, receive, send_wrapper)
         finally:
-            _current_bank_id.reset(token)
+            _current_bank_id.reset(bank_id_token)
+            if api_key_token is not None:
+                _current_api_key.reset(api_key_token)
+            if tenant_id_token is not None:
+                _current_tenant_id.reset(tenant_id_token)
+            if api_key_id_token is not None:
+                _current_api_key_id.reset(api_key_id_token)
+            if schema_token is not None:
+                _current_schema.reset(schema_token)
 
     async def _send_error(self, send, status: int, message: str):
         """Send an error response."""
@@ -172,19 +368,19 @@ class MCPMiddleware:
         )
 
 
-def create_mcp_app(memory: MemoryEngine):
-    """
-    Create an ASGI app that handles MCP requests.
+def create_mcp_servers(memory: MemoryEngine):
+    """Create multi-bank and single-bank MCP servers and their Starlette apps.
 
-    Bank ID can be provided via:
-    1. X-Bank-Id header: claude mcp add --transport http hindsight http://localhost:8888/mcp --header "X-Bank-Id: my-bank"
-    2. URL path: /mcp/{bank_id}/
-    3. Environment variable HINDSIGHT_MCP_BANK_ID (fallback, default: "default")
-
-    Args:
-        memory: MemoryEngine instance
+    Returns the servers and apps separately so lifespans can be chained before
+    the middleware wraps the main app.
 
     Returns:
-        ASGI application
+        Tuple of (multi_bank_server, single_bank_server, multi_bank_app, single_bank_app)
     """
-    return MCPMiddleware(None, memory)
+    multi_bank_server = create_mcp_server(memory, multi_bank=True)
+    multi_bank_app = multi_bank_server.http_app(path="/", stateless_http=True)
+
+    single_bank_server = create_mcp_server(memory, multi_bank=False)
+    single_bank_app = single_bank_server.http_app(path="/", stateless_http=True)
+
+    return multi_bank_server, single_bank_server, multi_bank_app, single_bank_app

hindsight-api/hindsight_api/banner.py

@@ -4,6 +4,8 @@ Banner display for Hindsight API startup.
 Shows the logo and tagline with gradient colors.
 """
 
+from .utils import mask_network_location
+
 # Gradient colors: #0074d9 -> #009296
 GRADIENT_START = (0, 116, 217)  # #0074d9
 GRADIENT_END = (0, 146, 150)  # #009296
@@ -83,14 +85,21 @@ def print_startup_info(
     embeddings_provider: str,
     reranker_provider: str,
     mcp_enabled: bool = False,
+    version: str | None = None,
+    vector_extension: str | None = None,
+    text_search_extension: str | None = None,
 ):
     """Print styled startup information."""
     print(color_start("Starting Hindsight API..."))
+    if version:
+        print(f"  {dim('Version:')} {color(f'v{version}', 0.1)}")
     print(f"  {dim('URL:')} {color(f'http://{host}:{port}', 0.2)}")
-    print(f"  {dim('Database:')} {color(database_url, 0.4)}")
+    print(f"  {dim('Database:')} {color(mask_network_location(database_url), 0.4)}")
     print(f"  {dim('LLM:')} {color(f'{llm_provider} / {llm_model}', 0.6)}")
     print(f"  {dim('Embeddings:')} {color(embeddings_provider, 0.8)}")
     print(f"  {dim('Reranker:')} {color(reranker_provider, 1.0)}")
+    extensions = f"{vector_extension or 'default'} (vector) / {text_search_extension or 'default'} (text)"
+    print(f"  {dim('Extensions:')} {color(extensions, 0.4)}")
     if mcp_enabled:
         print(f"  {dim('MCP:')} {color_end('enabled at /mcp')}")
     print()

hindsight-api/hindsight_api/config_resolver.py

@@ -0,0 +1,275 @@
+"""
+Configuration resolution with hierarchical overrides.
+
+Resolves config values through the hierarchy:
+  Global (env vars) → Tenant config (via extension) → Bank config (database)
+
+Config values are resolved on every request to ensure consistency across
+multiple API servers.
+"""
+
+import json
+import logging
+from dataclasses import asdict
+from typing import Any
+
+import asyncpg
+
+from hindsight_api.config import HindsightConfig, _get_raw_config, normalize_config_dict
+from hindsight_api.engine.memory_engine import fq_table
+from hindsight_api.extensions.tenant import TenantExtension
+from hindsight_api.models import RequestContext
+
+logger = logging.getLogger(__name__)
+
+
+class ConfigResolver:
+    """Resolves hierarchical configuration with tenant/bank overrides."""
+
+    def __init__(self, pool: asyncpg.Pool, tenant_extension: TenantExtension | None = None):
+        """
+        Initialize config resolver.
+
+        Args:
+            pool: Database connection pool
+            tenant_extension: Optional tenant extension for tenant-level config and permissions
+        """
+        self.pool = pool
+        self.tenant_extension = tenant_extension
+        self._global_config = _get_raw_config()
+        self._configurable_fields = HindsightConfig.get_configurable_fields()
+        self._credential_fields = HindsightConfig.get_credential_fields()
+
+    async def resolve_full_config(self, bank_id: str, context: RequestContext | None = None) -> HindsightConfig:
+        """
+        Resolve full HindsightConfig for a bank with hierarchical overrides applied.
+
+        This is for INTERNAL USE ONLY. Returns the complete config object with all fields
+        including credentials and static fields. Use get_bank_config() for API responses.
+
+        Resolution order:
+        1. Global config (from environment variables)
+        2. Tenant config overrides (from TenantExtension.get_tenant_config())
+        3. Bank config overrides (from banks.config JSONB)
+
+        Args:
+            bank_id: Bank identifier
+            context: Request context for tenant config resolution
+
+        Returns:
+            Complete HindsightConfig with hierarchical overrides applied
+        """
+        # Start with global config (all fields)
+        config_dict = asdict(self._global_config)
+
+        # Load tenant config overrides (if tenant extension available)
+        if self.tenant_extension and context:
+            try:
+                tenant_overrides = await self.tenant_extension.get_tenant_config(context)
+                if tenant_overrides:
+                    # Normalize keys and filter to configurable fields only
+                    normalized_tenant = normalize_config_dict(tenant_overrides)
+                    configurable_tenant = {k: v for k, v in normalized_tenant.items() if k in self._configurable_fields}
+                    config_dict.update(configurable_tenant)
+                    logger.debug(
+                        f"Applied tenant config overrides for bank {bank_id}: {list(configurable_tenant.keys())}"
+                    )
+            except Exception as e:
+                logger.warning(f"Failed to load tenant config for bank {bank_id}: {e}")
+
+        # Load bank config overrides
+        bank_overrides = await self._load_bank_config(bank_id)
+        if bank_overrides:
+            config_dict.update(bank_overrides)
+            logger.debug(f"Applied bank config overrides for bank {bank_id}: {list(bank_overrides.keys())}")
+
+        # Return full config object (dataclass doesn't have __init__ that accepts kwargs, so we update the object)
+        # Create a new config instance by copying the global config and updating fields
+        resolved_config = HindsightConfig(**config_dict)
+        return resolved_config
+
+    async def get_bank_config(self, bank_id: str, context: RequestContext | None = None) -> dict[str, Any]:
+        """
+        Get fully resolved config for a bank (filtered by permissions).
+
+        Resolution order:
+        1. Global config (from environment variables)
+        2. Tenant config overrides (from TenantExtension.get_tenant_config())
+        3. Bank config overrides (from banks.config JSONB)
+
+        Note: Config is resolved on every call (not cached) to ensure consistency
+        across multiple API servers.
+
+        SECURITY:
+        - Only returns configurable fields (excludes static/infrastructure fields)
+        - Filters out ALL credential fields (API keys, base URLs, etc.)
+        - Further filtered by tenant/bank permissions if extension provides them
+
+        Args:
+            bank_id: Bank identifier
+            context: Request context for tenant config resolution and permissions
+
+        Returns:
+            Dict of allowed configurable fields only (never includes credentials or static fields)
+        """
+        # Resolve full config with all hierarchical overrides
+        resolved_config = await self.resolve_full_config(bank_id, context)
+        config_dict = asdict(resolved_config)
+
+        # SECURITY: Filter to only configurable fields (exclude static/infrastructure)
+        filtered = {k: v for k, v in config_dict.items() if k in self._configurable_fields}
+
+        # SECURITY: Remove ALL credential fields (API keys, base URLs, etc.)
+        filtered = {k: v for k, v in filtered.items() if k not in self._credential_fields}
+
+        # PERMISSIONS: Further filter based on tenant/bank permissions
+        if self.tenant_extension and context:
+            try:
+                allowed_fields = await self.tenant_extension.get_allowed_config_fields(context, bank_id)
+                if allowed_fields is not None:  # None means "allow all"
+                    filtered = {k: v for k, v in filtered.items() if k in allowed_fields}
+                    logger.debug(
+                        f"Applied permission filter for bank {bank_id}: allowed={len(allowed_fields)} fields, "
+                        f"returned={len(filtered)} fields"
+                    )
+            except Exception as e:
+                logger.warning(f"Failed to load permissions for bank {bank_id}: {e}")
+
+        return filtered
+
+    async def _load_bank_config(self, bank_id: str) -> dict[str, Any]:
+        """
+        Load bank config overrides from banks.config JSONB column.
+
+        Args:
+            bank_id: Bank identifier
+
+        Returns:
+            Dict of config overrides (only configurable fields, normalized keys)
+        """
+        try:
+            async with self.pool.acquire() as conn:
+                row = await conn.fetchrow(
+                    f"""
+                    SELECT config FROM {fq_table("banks")} WHERE bank_id = $1
+                    """,
+                    bank_id,
+                )
+
+                if row and row["config"]:
+                    config_data = row["config"]
+
+                    # Handle case where JSONB is returned as JSON string
+                    if isinstance(config_data, str):
+                        config_data = json.loads(config_data)
+
+                    # Normalize keys (handle both env var format and Python field format)
+                    normalized = normalize_config_dict(config_data)
+
+                    # Only return overrides for configurable fields
+                    return {k: v for k, v in normalized.items() if k in self._configurable_fields}
+        except Exception as e:
+            logger.error(f"Failed to load bank config for {bank_id}: {e}")
+
+        return {}
+
+    async def update_bank_config(
+        self, bank_id: str, updates: dict[str, Any], context: RequestContext | None = None
+    ) -> None:
+        """
+        Update bank configuration overrides (with permission checking).
+
+        Args:
+            bank_id: Bank identifier
+            updates: Dict of config field names to new values.
+                    Keys can be in env var format (HINDSIGHT_API_LLM_PROVIDER)
+                    or Python field format (llm_provider).
+                    Only configurable fields are allowed.
+            context: Request context for permission checking
+
+        Raises:
+            ValueError: If attempting to override invalid/disallowed fields
+        """
+        # Normalize keys
+        normalized_updates = normalize_config_dict(updates)
+
+        # SECURITY: Reject credential fields explicitly
+        credential_attempts = set(normalized_updates.keys()) & self._credential_fields
+        if credential_attempts:
+            raise ValueError(
+                f"Cannot set credential fields via API: {sorted(credential_attempts)}. "
+                f"Credentials (API keys, base URLs) must be set at server level only."
+            )
+
+        # Validate all fields are configurable
+        invalid_fields = set(normalized_updates.keys()) - self._configurable_fields
+        if invalid_fields:
+            static_fields = HindsightConfig.get_static_fields()
+            invalid_static = invalid_fields & static_fields
+            if invalid_static:
+                raise ValueError(
+                    f"Cannot override static (server-level) fields: {sorted(invalid_static)}. "
+                    f"Only configurable fields can be overridden per-bank. "
+                    f"Configurable fields include: {sorted(list(self._configurable_fields)[:10])}... "
+                    f"(total: {len(self._configurable_fields)} fields)"
+                )
+            else:
+                raise ValueError(
+                    f"Unknown configuration fields: {sorted(invalid_fields)}. "
+                    f"Valid configurable fields: {sorted(list(self._configurable_fields)[:10])}..."
+                )
+
+        # PERMISSIONS: Check tenant/bank permissions
+        if self.tenant_extension and context:
+            try:
+                allowed_fields = await self.tenant_extension.get_allowed_config_fields(context, bank_id)
+                if allowed_fields is not None:  # None means "allow all"
+                    disallowed = set(normalized_updates.keys()) - allowed_fields
+                    if disallowed:
+                        raise ValueError(
+                            f"Not allowed to modify fields: {sorted(disallowed)}. "
+                            f"Your permissions allow: {sorted(list(allowed_fields)[:10])}..."
+                            if allowed_fields
+                            else "Not allowed to modify fields: {sorted(disallowed)}. "
+                            "Your permissions do not allow any config modifications."
+                        )
+            except ValueError:
+                raise  # Re-raise permission errors
+            except Exception as e:
+                logger.warning(f"Failed to check permissions for bank {bank_id}: {e}")
+                # Continue without permission check (fail open for backward compatibility)
+
+        # Merge with existing config (JSONB || operator)
+        async with self.pool.acquire() as conn:
+            await conn.execute(
+                f"""
+                UPDATE {fq_table("banks")}
+                SET config = config || $1::jsonb,
+                    updated_at = now()
+                WHERE bank_id = $2
+                """,
+                json.dumps(normalized_updates),
+                bank_id,
+            )
+
+        logger.info(f"Updated bank config for {bank_id}: {list(normalized_updates.keys())}")
+
+    async def reset_bank_config(self, bank_id: str) -> None:
+        """
+        Reset bank configuration to defaults (remove all overrides).
+
+        Args:
+            bank_id: Bank identifier
+        """
+        async with self.pool.acquire() as conn:
+            await conn.execute(
+                f"""
+                UPDATE {fq_table("banks")}
+                SET config = '{{}}'::jsonb,
+                    updated_at = now()
+                WHERE bank_id = $1
+                """,
+                bank_id,
+            )
+
+        logger.info(f"Reset bank config for {bank_id} to defaults")

hindsight-api/hindsight_api/daemon.py

@@ -1,11 +1,10 @@
 """
 Daemon mode support for Hindsight API.
 
-Provides idle timeout and lockfile management for running as a background daemon.
+Provides idle timeout for running as a background daemon.
 """
 
 import asyncio
-import fcntl
 import logging
 import os
 import sys
@@ -15,10 +14,11 @@ from pathlib import Path
 logger = logging.getLogger(__name__)
 
 # Default daemon configuration
-DEFAULT_DAEMON_PORT = 8889
+DEFAULT_DAEMON_PORT = 8888
 DEFAULT_IDLE_TIMEOUT = 0  # 0 = no auto-exit (hindsight-embed passes its own timeout)
-LOCKFILE_PATH = Path.home() / ".hindsight" / "daemon.lock"
-DAEMON_LOG_PATH = Path.home() / ".hindsight" / "daemon.log"
+
+# Allow override via environment variable for profile-specific logs
+DAEMON_LOG_PATH = Path(os.getenv("HINDSIGHT_API_DAEMON_LOG", str(Path.home() / ".hindsight" / "daemon.log")))
 
 
 class IdleTimeoutMiddleware:
@@ -52,82 +52,10 @@ class IdleTimeoutMiddleware:
                 logger.info(f"Idle timeout reached ({self.idle_timeout}s), shutting down daemon")
                 # Give a moment for any in-flight requests
                 await asyncio.sleep(1)
-                os._exit(0)
+                # Send SIGTERM to ourselves to trigger graceful shutdown
+                import signal
 
-
-class DaemonLock:
-    """
-    File-based lock to prevent multiple daemon instances.
-
-    Uses fcntl.flock for atomic locking on Unix systems.
-    """
-
-    def __init__(self, lockfile: Path = LOCKFILE_PATH):
-        self.lockfile = lockfile
-        self._fd = None
-
-    def acquire(self) -> bool:
-        """
-        Try to acquire the daemon lock.
-
-        Returns True if lock acquired, False if another daemon is running.
-        """
-        self.lockfile.parent.mkdir(parents=True, exist_ok=True)
-
-        try:
-            self._fd = open(self.lockfile, "w")
-            fcntl.flock(self._fd.fileno(), fcntl.LOCK_EX | fcntl.LOCK_NB)
-            # Write PID for debugging
-            self._fd.write(str(os.getpid()))
-            self._fd.flush()
-            return True
-        except (IOError, OSError):
-            # Lock is held by another process
-            if self._fd:
-                self._fd.close()
-                self._fd = None
-            return False
-
-    def release(self):
-        """Release the daemon lock."""
-        if self._fd:
-            try:
-                fcntl.flock(self._fd.fileno(), fcntl.LOCK_UN)
-                self._fd.close()
-            except Exception:
-                pass
-            finally:
-                self._fd = None
-                # Remove lockfile
-                try:
-                    self.lockfile.unlink()
-                except Exception:
-                    pass
-
-    def is_locked(self) -> bool:
-        """Check if the lock is held by another process."""
-        if not self.lockfile.exists():
-            return False
-
-        try:
-            fd = open(self.lockfile, "r")
-            fcntl.flock(fd.fileno(), fcntl.LOCK_EX | fcntl.LOCK_NB)
-            # We got the lock, so no one else has it
-            fcntl.flock(fd.fileno(), fcntl.LOCK_UN)
-            fd.close()
-            return False
-        except (IOError, OSError):
-            return True
-
-    def get_pid(self) -> int | None:
-        """Get the PID of the daemon holding the lock."""
-        if not self.lockfile.exists():
-            return None
-        try:
-            with open(self.lockfile, "r") as f:
-                return int(f.read().strip())
-        except (ValueError, IOError):
-            return None
+                os.kill(os.getpid(), signal.SIGTERM)
 
 
 def daemonize():
@@ -136,16 +64,21 @@ def daemonize():
 
     Uses double-fork technique to properly detach from terminal.
     """
-    # First fork
-    pid = os.fork()
-    if pid > 0:
-        # Parent exits
-        sys.exit(0)
+    # First fork - detach from parent
+    try:
+        pid = os.fork()
+        if pid > 0:
+            sys.exit(0)
+    except OSError as e:
+        sys.stderr.write(f"fork #1 failed: {e}\n")
+        sys.exit(1)
 
-    # Create new session
+    # Decouple from parent environment
+    os.chdir("/")
     os.setsid()
+    os.umask(0)
 
-    # Second fork to prevent zombie processes
+    # Second fork - prevent zombie
     pid = os.fork()
     if pid > 0:
         sys.exit(0)
@@ -178,27 +111,3 @@ def check_daemon_running(port: int = DEFAULT_DAEMON_PORT) -> bool:
         return result == 0
     except Exception:
         return False
-
-
-def stop_daemon(port: int = DEFAULT_DAEMON_PORT) -> bool:
-    """Stop a running daemon by sending SIGTERM to the process."""
-    lock = DaemonLock()
-    pid = lock.get_pid()
-
-    if pid is None:
-        return False
-
-    try:
-        import signal
-
-        os.kill(pid, signal.SIGTERM)
-        # Wait for process to exit
-        for _ in range(50):  # Wait up to 5 seconds
-            time.sleep(0.1)
-            try:
-                os.kill(pid, 0)  # Check if process exists
-            except OSError:
-                return True  # Process exited
-        return False
-    except OSError:
-        return False

hindsight-api/hindsight_api/engine/consolidation/prompts.py

@@ -1,77 +1,66 @@
 """Prompts for the consolidation engine."""
 
-CONSOLIDATION_SYSTEM_PROMPT = """You are a memory consolidation system. Your job is to convert facts into durable knowledge (observations) and merge with existing knowledge when appropriate.
+# Default mission when no bank-specific mission is set
+_DEFAULT_MISSION = "Track every detail: names, numbers, dates, places, and relationships. Prefer specifics over abstractions, never generalise."
 
-You must output ONLY valid JSON with no markdown formatting, no code blocks, and no additional text.
+# Processing rules — always present regardless of mission
+_PROCESSING_RULES = """Processing rules (always apply):
+- REDUNDANT: same info worded differently → UPDATE the existing observation.
+- CONTRADICTION/UPDATE: capture both states with temporal markers ("used to X, now Y").
+- RESOLVE REFERENCES: when a new fact provides a concrete value resolving a vague placeholder in an existing observation (e.g. "home country", "hometown", "birthplace", "native language", "her ex", "that city"), UPDATE the observation to embed the resolved value explicitly. Example: new fact says "grandma in Sweden" + existing observation says "moved from her home country" → update to "home country is Sweden".
+- NEVER merge observations about different people or unrelated topics."""
 
-## EXTRACT DURABLE KNOWLEDGE, NOT EPHEMERAL STATE
-Facts often describe events or actions. Extract the DURABLE KNOWLEDGE implied by the fact, not the transient state.
+# Data section — format placeholders {facts_text} and {observations_text} are substituted at call time
+_BATCH_DATA_SECTION = """
+NEW FACTS:
+{facts_text}
 
-Examples of extracting durable knowledge:
-- "User moved to Room 203" -> "Room 203 exists" (location exists, not where user is now)
-- "User visited Acme Corp at Room 105" -> "Acme Corp is located in Room 105"
-- "User took the elevator to floor 3" -> "Floor 3 is accessible by elevator"
-- "User met Sarah at the lobby" -> "Sarah can be found at the lobby"
-
-DO NOT track current user position/state as knowledge - that changes constantly.
-DO track permanent facts learned from the user's actions.
-
-## PRESERVE SPECIFIC DETAILS
-Keep names, locations, numbers, and other specifics. Do NOT:
-- Abstract into general principles
-- Generate business insights
-- Make knowledge generic
-
-GOOD examples:
-- Fact: "John likes pizza" -> "John likes pizza"
-- Fact: "Alice works at Google" -> "Alice works at Google"
-
-BAD examples:
-- "John likes pizza" -> "Understanding dietary preferences helps..." (TOO ABSTRACT)
-- "User is at Room 203" -> "User is currently at Room 203" (EPHEMERAL STATE)
-
-## MERGE RULES (when comparing to existing observations):
-1. REDUNDANT: Same information worded differently → update existing
-2. CONTRADICTION: Opposite information about same topic → update with history (e.g., "used to X, now Y")
-3. UPDATE: New state replacing old state → update with history
-
-## CRITICAL RULES:
-- NEVER merge facts about DIFFERENT people
-- NEVER merge unrelated topics (food preferences vs work vs hobbies)
-- When merging contradictions, capture the CHANGE (before → after)
-- Keep observations focused on ONE specific topic per person
-- The "text" field MUST contain durable knowledge, not ephemeral state
-- Do NOT include "tags" in output - tags are handled automatically"""
-
-CONSOLIDATION_USER_PROMPT = """Analyze this new fact and consolidate into knowledge.
-{mission_section}
-NEW FACT: {fact_text}
-
-EXISTING OBSERVATIONS (JSON array with source memories and dates):
+EXISTING OBSERVATIONS (JSON array, pooled from recalls across all facts above):
 {observations_text}
 
 Each observation includes:
 - id: unique identifier for updating
 - text: the observation content
 - proof_count: number of supporting memories
-- tags: visibility scope (handled automatically)
-- created_at/updated_at: when observation was created/modified
 - occurred_start/occurred_end: temporal range of source facts
 - source_memories: array of supporting facts with their text and dates
 
-Instructions:
-1. Extract DURABLE KNOWLEDGE from the new fact (not ephemeral state)
-2. Review source_memories in existing observations to understand evidence
-3. Check dates to detect contradictions or updates
-4. Compare with observations:
-   - Same topic → UPDATE with learning_id
-   - New topic → CREATE new observation
-   - Purely ephemeral → return []
+Compare the facts against existing observations:
+- Same topic as an existing observation → UPDATE it (observation_id + source_fact_ids)
+- New topic with durable knowledge → CREATE a new observation (source_fact_ids)
+- Cross-reference facts within the batch: a later fact may resolve a vague reference in an earlier one
+- Purely ephemeral facts → omit them (no create/update needed)"""
 
-Output JSON array of actions:
-[
-  {{"action": "update", "learning_id": "uuid-from-observations", "text": "updated knowledge", "reason": "..."}},
-  {{"action": "create", "text": "new durable knowledge", "reason": "..."}}
-]
+# Output format — JSON braces escaped as {{ }} so .format() leaves them literal
+_BATCH_OUTPUT_FORMAT = """
+Output a JSON object with three arrays.
 
-Return [] if fact contains no durable knowledge."""
+Example (showing the required UUID format for all IDs):
+{{"creates": [{{"text": "Alice lives in Berlin", "source_fact_ids": ["a1b2c3d4-e5f6-7890-abcd-ef1234567890", "b2c3d4e5-f6a7-8901-bcde-f12345678901"]}}],
+  "updates": [{{"text": "Alice works at Acme Corp as a senior engineer", "observation_id": "c3d4e5f6-a7b8-9012-cdef-123456789012", "source_fact_ids": ["d4e5f6a7-b8c9-0123-defa-234567890123"]}}],
+  "deletes": [{{"observation_id": "e5f6a7b8-c9d0-1234-efab-345678901234"}}]}}
+
+Rules:
+- "source_fact_ids": copy the EXACT UUID strings shown in brackets [uuid] from NEW FACTS — never use integers or positions.
+- "observation_id": copy the EXACT "id" UUID string from EXISTING OBSERVATIONS.
+- One create/update may reference multiple facts when they jointly support the observation.
+- "deletes": only when an observation is directly superseded or contradicted by new facts.
+- Do NOT include "tags" — handled automatically.
+- Return {{"creates": [], "updates": [], "deletes": []}} if nothing durable is found."""
+
+
+def build_batch_consolidation_prompt(observations_mission: str | None = None) -> str:
+    """
+    Build the consolidation prompt for batch mode (multiple facts per LLM call).
+
+    The mission defines *what* to track (customisable per bank).
+    Processing rules and output format are always present regardless of mission.
+    """
+    mission = observations_mission or _DEFAULT_MISSION
+
+    return (
+        "You are a memory consolidation system. Synthesize facts into observations "
+        "and merge with existing observations when appropriate.\n\n"
+        f"## MISSION\n{mission}\n\n"
+        f"{_PROCESSING_RULES}" + _BATCH_DATA_SECTION + _BATCH_OUTPUT_FORMAT
+    )

hindsight-api/hindsight_api/engine/cross_encoder.py

@@ -9,6 +9,7 @@ Configuration via environment variables - see hindsight_api.config for all env v
 import asyncio
 import logging
 import os
+import warnings
 from abc import ABC, abstractmethod
 from concurrent.futures import ThreadPoolExecutor
 
@@ -20,27 +21,29 @@ from ..config import (
     DEFAULT_RERANKER_FLASHRANK_CACHE_DIR,
     DEFAULT_RERANKER_FLASHRANK_MODEL,
     DEFAULT_RERANKER_LITELLM_MODEL,
+    DEFAULT_RERANKER_LITELLM_SDK_MODEL,
     DEFAULT_RERANKER_LOCAL_FORCE_CPU,
     DEFAULT_RERANKER_LOCAL_MAX_CONCURRENT,
     DEFAULT_RERANKER_LOCAL_MODEL,
+    DEFAULT_RERANKER_LOCAL_TRUST_REMOTE_CODE,
     DEFAULT_RERANKER_PROVIDER,
     DEFAULT_RERANKER_TEI_BATCH_SIZE,
     DEFAULT_RERANKER_TEI_MAX_CONCURRENT,
-    ENV_COHERE_API_KEY,
-    ENV_LITELLM_API_BASE,
-    ENV_LITELLM_API_KEY,
-    ENV_RERANKER_COHERE_BASE_URL,
+    DEFAULT_RERANKER_ZEROENTROPY_MODEL,
+    ENV_RERANKER_COHERE_API_KEY,
     ENV_RERANKER_COHERE_MODEL,
     ENV_RERANKER_FLASHRANK_CACHE_DIR,
     ENV_RERANKER_FLASHRANK_MODEL,
-    ENV_RERANKER_LITELLM_MODEL,
+    ENV_RERANKER_LITELLM_SDK_API_KEY,
     ENV_RERANKER_LOCAL_FORCE_CPU,
     ENV_RERANKER_LOCAL_MAX_CONCURRENT,
     ENV_RERANKER_LOCAL_MODEL,
+    ENV_RERANKER_LOCAL_TRUST_REMOTE_CODE,
     ENV_RERANKER_PROVIDER,
     ENV_RERANKER_TEI_BATCH_SIZE,
     ENV_RERANKER_TEI_MAX_CONCURRENT,
     ENV_RERANKER_TEI_URL,
+    ENV_RERANKER_ZEROENTROPY_API_KEY,
 )
 
 logger = logging.getLogger(__name__)
@@ -101,7 +104,13 @@ class LocalSTCrossEncoder(CrossEncoderModel):
     _executor: ThreadPoolExecutor | None = None
     _max_concurrent: int = 4  # Limit concurrent CPU-bound reranking calls
 
-    def __init__(self, model_name: str | None = None, max_concurrent: int = 4, force_cpu: bool = False):
+    def __init__(
+        self,
+        model_name: str | None = None,
+        max_concurrent: int = 4,
+        force_cpu: bool = False,
+        trust_remote_code: bool = False,
+    ):
         """
         Initialize local SentenceTransformers cross-encoder.
 
@@ -112,9 +121,13 @@ class LocalSTCrossEncoder(CrossEncoderModel):
                            Higher values may cause CPU thrashing under load.
             force_cpu: Force CPU mode (avoids MPS/XPC issues on macOS in daemon mode).
                       Default: False
+            trust_remote_code: Allow loading models with custom code (security risk).
+                              Required for some models like jina-reranker-v2-base-multilingual.
+                              Default: False (disabled for security)
         """
         self.model_name = model_name or DEFAULT_RERANKER_LOCAL_MODEL
         self.force_cpu = force_cpu
+        self.trust_remote_code = trust_remote_code
         self._model = None
         LocalSTCrossEncoder._max_concurrent = max_concurrent
 
@@ -162,11 +175,29 @@ class LocalSTCrossEncoder(CrossEncoderModel):
             except Exception as e:
                 logger.warning(f"Failed to detect GPU/MPS, falling back to CPU: {e}")
 
-        self._model = CrossEncoder(
-            self.model_name,
-            device=device,
-            model_kwargs={"low_cpu_mem_usage": False},
-        )
+        # Suppress verbose transformers warnings during model loading
+        # This suppresses the "UNEXPECTED" warnings from CrossEncoder which are harmless
+        # but look alarming to users (e.g., "embeddings.position_ids | UNEXPECTED")
+        with warnings.catch_warnings():
+            warnings.filterwarnings("ignore", category=UserWarning)
+            warnings.filterwarnings("ignore", message=".*was not found in model state dict.*")
+            warnings.filterwarnings("ignore", message=".*UNEXPECTED.*")
+
+            # Also suppress transformers library logging temporarily
+            transformers_logger = logging.getLogger("transformers")
+            original_level = transformers_logger.level
+            transformers_logger.setLevel(logging.ERROR)
+
+            try:
+                self._model = CrossEncoder(
+                    self.model_name,
+                    device=device,
+                    model_kwargs={"low_cpu_mem_usage": False},
+                    trust_remote_code=self.trust_remote_code,
+                )
+            finally:
+                # Restore original logging level
+                transformers_logger.setLevel(original_level)
 
         # Initialize shared executor (limited workers naturally limits concurrency)
         if LocalSTCrossEncoder._executor is None:
@@ -178,108 +209,16 @@ class LocalSTCrossEncoder(CrossEncoderModel):
         else:
             logger.info("Reranker: local provider initialized (using existing executor)")
 
-    def _is_xpc_error(self, error: Exception) -> bool:
-        """
-        Check if an error is an XPC connection error (macOS daemon issue).
-
-        On macOS, long-running daemons can lose XPC connections to system services
-        when the process is idle for extended periods.
-        """
-        error_str = str(error).lower()
-        return "xpc_error_connection_invalid" in error_str or "xpc error" in error_str
-
-    def _reinitialize_model_sync(self) -> None:
-        """
-        Clear and reinitialize the cross-encoder model synchronously.
-
-        This is used to recover from XPC errors on macOS where the
-        PyTorch/MPS backend loses its connection to system services.
-        """
-        logger.warning(f"Reinitializing reranker model {self.model_name} due to backend error")
-
-        # Clear existing model
-        self._model = None
-
-        # Force garbage collection to free resources
-        import gc
-
-        import torch
-
-        gc.collect()
-
-        # If using CUDA/MPS, clear the cache
-        if torch.cuda.is_available():
-            torch.cuda.empty_cache()
-        elif hasattr(torch.backends, "mps") and torch.backends.mps.is_available():
-            try:
-                torch.mps.empty_cache()
-            except AttributeError:
-                pass  # Method might not exist in all PyTorch versions
-
-        # Reinitialize the model
-        try:
-            from sentence_transformers import CrossEncoder
-        except ImportError:
-            raise ImportError(
-                "sentence-transformers is required for LocalSTCrossEncoder. "
-                "Install it with: pip install sentence-transformers"
-            )
-
-        # Determine device based on hardware availability
-        if self.force_cpu:
-            device = "cpu"
-        else:
-            # Wrap in try-except to gracefully handle any device detection issues
-            device = "cpu"  # Default to CPU
-            try:
-                has_gpu = torch.cuda.is_available() or (
-                    hasattr(torch.backends, "mps") and torch.backends.mps.is_available()
-                )
-                if has_gpu:
-                    device = None  # Let sentence-transformers auto-detect GPU/MPS
-            except Exception as e:
-                logger.warning(f"Failed to detect GPU/MPS during reinit, falling back to CPU: {e}")
-
-        self._model = CrossEncoder(
-            self.model_name,
-            device=device,
-            model_kwargs={"low_cpu_mem_usage": False},
-        )
-
-        logger.info("Reranker: local provider reinitialized successfully")
-
-    def _predict_with_recovery(self, pairs: list[tuple[str, str]]) -> list[float]:
-        """
-        Predict with automatic recovery from XPC errors.
-
-        This runs synchronously in the thread pool.
-        """
-        max_retries = 1
-        for attempt in range(max_retries + 1):
-            try:
-                scores = self._model.predict(pairs, show_progress_bar=False)
-                return scores.tolist() if hasattr(scores, "tolist") else list(scores)
-            except Exception as e:
-                # Check if this is an XPC error (macOS daemon issue)
-                if self._is_xpc_error(e) and attempt < max_retries:
-                    logger.warning(f"XPC error detected in reranker (attempt {attempt + 1}): {e}")
-                    try:
-                        self._reinitialize_model_sync()
-                        logger.info("Reranker reinitialized successfully, retrying prediction")
-                        continue
-                    except Exception as reinit_error:
-                        logger.error(f"Failed to reinitialize reranker: {reinit_error}")
-                        raise Exception(f"Failed to recover from XPC error: {str(e)}")
-                else:
-                    # Not an XPC error or out of retries
-                    raise
+    def _predict_sync(self, pairs: list[tuple[str, str]]) -> list[float]:
+        """Synchronous prediction wrapper for thread pool execution."""
+        scores = self._model.predict(pairs, show_progress_bar=False)
+        return scores.tolist() if hasattr(scores, "tolist") else list(scores)
 
     async def predict(self, pairs: list[tuple[str, str]]) -> list[float]:
         """
         Score query-document pairs for relevance.
 
         Uses a dedicated thread pool with limited workers to prevent CPU thrashing.
-        Automatically recovers from XPC errors on macOS by reinitializing the model.
 
         Args:
             pairs: List of (query, document) tuples to score
@@ -294,7 +233,7 @@ class LocalSTCrossEncoder(CrossEncoderModel):
         loop = asyncio.get_event_loop()
         return await loop.run_in_executor(
             LocalSTCrossEncoder._executor,
-            self._predict_with_recovery,
+            self._predict_sync,
             pairs,
         )
 
@@ -619,6 +558,104 @@ class CohereCrossEncoder(CrossEncoderModel):
         return all_scores
 
 
+class ZeroEntropyCrossEncoder(CrossEncoderModel):
+    """
+    ZeroEntropy cross-encoder implementation using the ZeroEntropy Rerank API.
+
+    Supports zerank-2 (flagship) and zerank-2-small models.
+    See: https://docs.zeroentropy.dev/models
+    """
+
+    RERANK_URL = "https://api.zeroentropy.dev/models/rerank"
+
+    def __init__(
+        self,
+        api_key: str,
+        model: str = DEFAULT_RERANKER_ZEROENTROPY_MODEL,
+        timeout: float = 60.0,
+    ):
+        """
+        Initialize ZeroEntropy cross-encoder client.
+
+        Args:
+            api_key: ZeroEntropy API key
+            model: ZeroEntropy rerank model name (default: zerank-2)
+            timeout: Request timeout in seconds (default: 60.0)
+        """
+        self.api_key = api_key
+        self.model = model
+        self.timeout = timeout
+        self._async_client: httpx.AsyncClient | None = None
+
+    @property
+    def provider_name(self) -> str:
+        return "zeroentropy"
+
+    async def initialize(self) -> None:
+        """Initialize the async HTTP client."""
+        if self._async_client is not None:
+            return
+
+        logger.info(f"Reranker: initializing ZeroEntropy provider with model {self.model}")
+        self._async_client = httpx.AsyncClient(
+            timeout=self.timeout,
+            headers={
+                "Authorization": f"Bearer {self.api_key}",
+                "Content-Type": "application/json",
+            },
+        )
+        logger.info("Reranker: ZeroEntropy provider initialized")
+
+    async def predict(self, pairs: list[tuple[str, str]]) -> list[float]:
+        """
+        Score query-document pairs using the ZeroEntropy Rerank API.
+
+        Args:
+            pairs: List of (query, document) tuples to score
+
+        Returns:
+            List of relevance scores
+        """
+        if self._async_client is None:
+            raise RuntimeError("Reranker not initialized. Call initialize() first.")
+
+        if not pairs:
+            return []
+
+        # Group pairs by query for efficient batching
+        query_groups: dict[str, list[tuple[int, str]]] = {}
+        for idx, (query, text) in enumerate(pairs):
+            if query not in query_groups:
+                query_groups[query] = []
+            query_groups[query].append((idx, text))
+
+        all_scores = [0.0] * len(pairs)
+
+        for query, indexed_texts in query_groups.items():
+            texts = [text for _, text in indexed_texts]
+            indices = [idx for idx, _ in indexed_texts]
+
+            response = await self._async_client.post(
+                self.RERANK_URL,
+                json={
+                    "model": self.model,
+                    "query": query,
+                    "documents": texts,
+                    "top_n": len(texts),
+                },
+            )
+            response.raise_for_status()
+            result = response.json()
+
+            # Map scores back to original positions
+            for item in result.get("results", []):
+                original_idx = item["index"]
+                score = item["relevance_score"]
+                all_scores[indices[original_idx]] = score
+
+        return all_scores
+
+
 class RRFPassthroughCrossEncoder(CrossEncoderModel):
     """
     Passthrough cross-encoder that preserves RRF scores without neural reranking.
@@ -706,7 +743,7 @@ class FlashRankCrossEncoder(CrossEncoderModel):
             return
 
         try:
-            from flashrank import Ranker  # type: ignore[import-untyped]
+            from flashrank import Ranker
         except ImportError:
             raise ImportError("flashrank is required for FlashRankCrossEncoder. Install it with: pip install flashrank")
 
@@ -733,7 +770,7 @@ class FlashRankCrossEncoder(CrossEncoderModel):
 
     def _predict_sync(self, pairs: list[tuple[str, str]]) -> list[float]:
         """Synchronous predict - processes each query group."""
-        from flashrank import RerankRequest  # type: ignore[import-untyped]
+        from flashrank import RerankRequest
 
         if not pairs:
             return []
@@ -893,6 +930,126 @@ class LiteLLMCrossEncoder(CrossEncoderModel):
         return all_scores
 
 
+class LiteLLMSDKCrossEncoder(CrossEncoderModel):
+    """
+    LiteLLM SDK cross-encoder for direct API integration.
+
+    Supports reranking via LiteLLM SDK without requiring a proxy server.
+    Supported providers: Cohere, DeepInfra, Together AI, HuggingFace, Jina AI, Voyage AI, AWS Bedrock.
+
+    Example model names:
+    - cohere/rerank-english-v3.0
+    - deepinfra/Qwen3-reranker-8B
+    - together_ai/Salesforce/Llama-Rank-V1
+    - huggingface/BAAI/bge-reranker-v2-m3
+    """
+
+    def __init__(
+        self,
+        api_key: str,
+        model: str = DEFAULT_RERANKER_LITELLM_SDK_MODEL,
+        api_base: str | None = None,
+        timeout: float = 60.0,
+    ):
+        """
+        Initialize LiteLLM SDK cross-encoder client.
+
+        Args:
+            api_key: API key for the reranking provider
+            model: Model name with provider prefix (e.g., "deepinfra/Qwen3-reranker-8B")
+            api_base: Custom base URL for API (optional)
+            timeout: Request timeout in seconds (default: 60.0)
+        """
+        self.api_key = api_key
+        self.model = model
+        self.api_base = api_base
+        self.timeout = timeout
+        self._initialized = False
+        self._litellm = None  # Will be set during initialization
+
+    @property
+    def provider_name(self) -> str:
+        return "litellm-sdk"
+
+    async def initialize(self) -> None:
+        """Initialize the LiteLLM SDK client."""
+        if self._initialized:
+            return
+
+        try:
+            import litellm
+
+            self._litellm = litellm  # Store reference
+        except ImportError:
+            raise ImportError("litellm is required for LiteLLMSDKCrossEncoder. Install it with: pip install litellm")
+
+        api_base_msg = f" at {self.api_base}" if self.api_base else ""
+        logger.info(f"Reranker: initializing LiteLLM SDK provider with model {self.model}{api_base_msg}")
+
+        self._initialized = True
+        logger.info("Reranker: LiteLLM SDK provider initialized")
+
+    async def predict(self, pairs: list[tuple[str, str]]) -> list[float]:
+        """
+        Score query-document pairs using the LiteLLM SDK.
+
+        Args:
+            pairs: List of (query, document) tuples to score
+
+        Returns:
+            List of relevance scores
+        """
+        if not self._initialized:
+            raise RuntimeError("Reranker not initialized. Call initialize() first.")
+
+        if not pairs:
+            return []
+
+        # Group pairs by query for efficient batching
+        # LiteLLM rerank expects one query with multiple documents
+        query_groups: dict[str, list[tuple[int, str]]] = {}
+        for idx, (query, text) in enumerate(pairs):
+            if query not in query_groups:
+                query_groups[query] = []
+            query_groups[query].append((idx, text))
+
+        all_scores = [0.0] * len(pairs)
+
+        for query, indexed_texts in query_groups.items():
+            texts = [text for _, text in indexed_texts]
+            indices = [idx for idx, _ in indexed_texts]
+
+            # Build kwargs for rerank call
+            rerank_kwargs = {
+                "model": self.model,
+                "query": query,
+                "documents": texts,
+                "api_key": self.api_key,
+            }
+            if self.api_base:
+                rerank_kwargs["api_base"] = self.api_base
+
+            response = await self._litellm.arerank(**rerank_kwargs)
+
+            # Map scores back to original positions
+            # Response format: RerankResponse with results list
+            # Each result is a TypedDict with "index" and "relevance_score"
+            if hasattr(response, "results") and response.results:
+                for result in response.results:
+                    # Results are TypedDicts, use dict-style access
+                    original_idx = result["index"]
+                    score = result.get("relevance_score", result.get("score", 0.0))
+                    all_scores[indices[original_idx]] = score
+            elif isinstance(response, list):
+                # Direct list of scores (unlikely but defensive)
+                for i, score in enumerate(response):
+                    all_scores[indices[i]] = score
+            else:
+                logger.warning(f"Unexpected response format from LiteLLM rerank: {type(response)}")
+
+        return all_scores
+
+
 def create_cross_encoder_from_env() -> CrossEncoderModel:
     """
     Create a CrossEncoderModel instance based on configuration.
@@ -921,26 +1078,51 @@ def create_cross_encoder_from_env() -> CrossEncoderModel:
             model_name=config.reranker_local_model,
             max_concurrent=config.reranker_local_max_concurrent,
             force_cpu=config.reranker_local_force_cpu,
+            trust_remote_code=config.reranker_local_trust_remote_code,
         )
     elif provider == "cohere":
-        api_key = os.environ.get(ENV_COHERE_API_KEY)
+        api_key = config.reranker_cohere_api_key
         if not api_key:
-            raise ValueError(f"{ENV_COHERE_API_KEY} is required when {ENV_RERANKER_PROVIDER} is 'cohere'")
-        model = os.environ.get(ENV_RERANKER_COHERE_MODEL, DEFAULT_RERANKER_COHERE_MODEL)
-        base_url = os.environ.get(ENV_RERANKER_COHERE_BASE_URL) or None
-        return CohereCrossEncoder(api_key=api_key, model=model, base_url=base_url)
+            raise ValueError(f"{ENV_RERANKER_COHERE_API_KEY} is required when {ENV_RERANKER_PROVIDER} is 'cohere'")
+        return CohereCrossEncoder(
+            api_key=api_key,
+            model=config.reranker_cohere_model,
+            base_url=config.reranker_cohere_base_url,
+        )
     elif provider == "flashrank":
         model = os.environ.get(ENV_RERANKER_FLASHRANK_MODEL, DEFAULT_RERANKER_FLASHRANK_MODEL)
         cache_dir = os.environ.get(ENV_RERANKER_FLASHRANK_CACHE_DIR, DEFAULT_RERANKER_FLASHRANK_CACHE_DIR)
         return FlashRankCrossEncoder(model_name=model, cache_dir=cache_dir)
     elif provider == "litellm":
-        api_base = os.environ.get(ENV_LITELLM_API_BASE, DEFAULT_LITELLM_API_BASE)
-        api_key = os.environ.get(ENV_LITELLM_API_KEY)
-        model = os.environ.get(ENV_RERANKER_LITELLM_MODEL, DEFAULT_RERANKER_LITELLM_MODEL)
-        return LiteLLMCrossEncoder(api_base=api_base, api_key=api_key, model=model)
+        return LiteLLMCrossEncoder(
+            api_base=config.reranker_litellm_api_base,
+            api_key=config.reranker_litellm_api_key,
+            model=config.reranker_litellm_model,
+        )
+    elif provider == "litellm-sdk":
+        api_key = config.reranker_litellm_sdk_api_key
+        if not api_key:
+            raise ValueError(
+                f"{ENV_RERANKER_LITELLM_SDK_API_KEY} is required when {ENV_RERANKER_PROVIDER} is 'litellm-sdk'"
+            )
+        return LiteLLMSDKCrossEncoder(
+            api_key=api_key,
+            model=config.reranker_litellm_sdk_model,
+            api_base=config.reranker_litellm_sdk_api_base,
+        )
+    elif provider == "zeroentropy":
+        api_key = config.reranker_zeroentropy_api_key
+        if not api_key:
+            raise ValueError(
+                f"{ENV_RERANKER_ZEROENTROPY_API_KEY} is required when {ENV_RERANKER_PROVIDER} is 'zeroentropy'"
+            )
+        return ZeroEntropyCrossEncoder(
+            api_key=api_key,
+            model=config.reranker_zeroentropy_model,
+        )
     elif provider == "rrf":
         return RRFPassthroughCrossEncoder()
     else:
         raise ValueError(
-            f"Unknown reranker provider: {provider}. Supported: 'local', 'tei', 'cohere', 'flashrank', 'litellm', 'rrf'"
+            f"Unknown reranker provider: {provider}. Supported: 'local', 'tei', 'cohere', 'zeroentropy', 'flashrank', 'litellm', 'litellm-sdk', 'rrf'"
         )

hindsight-api/hindsight_api/engine/embeddings.py

@@ -11,6 +11,7 @@ Configuration via environment variables - see hindsight_api.config for all env v
 
 import logging
 import os
+import warnings
 from abc import ABC, abstractmethod
 
 import httpx
@@ -18,24 +19,23 @@ import httpx
 from ..config import (
     DEFAULT_EMBEDDINGS_COHERE_MODEL,
     DEFAULT_EMBEDDINGS_LITELLM_MODEL,
+    DEFAULT_EMBEDDINGS_LITELLM_SDK_MODEL,
     DEFAULT_EMBEDDINGS_LOCAL_FORCE_CPU,
     DEFAULT_EMBEDDINGS_LOCAL_MODEL,
+    DEFAULT_EMBEDDINGS_LOCAL_TRUST_REMOTE_CODE,
     DEFAULT_EMBEDDINGS_OPENAI_MODEL,
     DEFAULT_EMBEDDINGS_PROVIDER,
     DEFAULT_LITELLM_API_BASE,
-    ENV_COHERE_API_KEY,
-    ENV_EMBEDDINGS_COHERE_BASE_URL,
-    ENV_EMBEDDINGS_COHERE_MODEL,
-    ENV_EMBEDDINGS_LITELLM_MODEL,
+    ENV_EMBEDDINGS_COHERE_API_KEY,
+    ENV_EMBEDDINGS_LITELLM_SDK_API_KEY,
     ENV_EMBEDDINGS_LOCAL_FORCE_CPU,
     ENV_EMBEDDINGS_LOCAL_MODEL,
+    ENV_EMBEDDINGS_LOCAL_TRUST_REMOTE_CODE,
     ENV_EMBEDDINGS_OPENAI_API_KEY,
     ENV_EMBEDDINGS_OPENAI_BASE_URL,
     ENV_EMBEDDINGS_OPENAI_MODEL,
     ENV_EMBEDDINGS_PROVIDER,
     ENV_EMBEDDINGS_TEI_URL,
-    ENV_LITELLM_API_BASE,
-    ENV_LITELLM_API_KEY,
     ENV_LLM_API_KEY,
 )
 
@@ -94,7 +94,7 @@ class LocalSTEmbeddings(Embeddings):
     The embedding dimension is auto-detected from the model.
     """
 
-    def __init__(self, model_name: str | None = None, force_cpu: bool = False):
+    def __init__(self, model_name: str | None = None, force_cpu: bool = False, trust_remote_code: bool = False):
         """
         Initialize local SentenceTransformers embeddings.
 
@@ -103,9 +103,13 @@ class LocalSTEmbeddings(Embeddings):
                        Default: BAAI/bge-small-en-v1.5
             force_cpu: Force CPU mode (avoids MPS/XPC issues on macOS in daemon mode).
                       Default: False
+            trust_remote_code: Allow loading models with custom code (security risk).
+                              Required for some models with custom architectures.
+                              Default: False (disabled for security)
         """
         self.model_name = model_name or DEFAULT_EMBEDDINGS_LOCAL_MODEL
         self.force_cpu = force_cpu
+        self.trust_remote_code = trust_remote_code
         self._model = None
         self._dimension: int | None = None
 
@@ -157,91 +161,37 @@ class LocalSTEmbeddings(Embeddings):
             except Exception as e:
                 logger.warning(f"Failed to detect GPU/MPS, falling back to CPU: {e}")
 
-        self._model = SentenceTransformer(
-            self.model_name,
-            device=device,
-            model_kwargs={"low_cpu_mem_usage": False},
-        )
+        # Suppress verbose transformers warnings during model loading
+        # This suppresses the "UNEXPECTED" warnings from BertModel which are harmless
+        # but look alarming to users (e.g., "embeddings.position_ids | UNEXPECTED")
+        with warnings.catch_warnings():
+            warnings.filterwarnings("ignore", category=UserWarning)
+            warnings.filterwarnings("ignore", message=".*was not found in model state dict.*")
+            warnings.filterwarnings("ignore", message=".*UNEXPECTED.*")
+
+            # Also suppress transformers library logging temporarily
+            transformers_logger = logging.getLogger("transformers")
+            original_level = transformers_logger.level
+            transformers_logger.setLevel(logging.ERROR)
+
+            try:
+                self._model = SentenceTransformer(
+                    self.model_name,
+                    device=device,
+                    model_kwargs={"low_cpu_mem_usage": False},
+                    trust_remote_code=self.trust_remote_code,
+                )
+            finally:
+                # Restore original logging level
+                transformers_logger.setLevel(original_level)
 
         self._dimension = self._model.get_sentence_embedding_dimension()
         logger.info(f"Embeddings: local provider initialized (dim: {self._dimension})")
 
-    def _is_xpc_error(self, error: Exception) -> bool:
-        """
-        Check if an error is an XPC connection error (macOS daemon issue).
-
-        On macOS, long-running daemons can lose XPC connections to system services
-        when the process is idle for extended periods.
-        """
-        error_str = str(error).lower()
-        return "xpc_error_connection_invalid" in error_str or "xpc error" in error_str
-
-    def _reinitialize_model_sync(self) -> None:
-        """
-        Clear and reinitialize the embedding model synchronously.
-
-        This is used to recover from XPC errors on macOS where the
-        PyTorch/MPS backend loses its connection to system services.
-        """
-        logger.warning(f"Reinitializing embedding model {self.model_name} due to backend error")
-
-        # Clear existing model
-        self._model = None
-
-        # Force garbage collection to free resources
-        import gc
-
-        import torch
-
-        gc.collect()
-
-        # If using CUDA/MPS, clear the cache
-        if torch.cuda.is_available():
-            torch.cuda.empty_cache()
-        elif hasattr(torch.backends, "mps") and torch.backends.mps.is_available():
-            try:
-                torch.mps.empty_cache()
-            except AttributeError:
-                pass  # Method might not exist in all PyTorch versions
-
-        # Reinitialize the model (inline version of initialize() but synchronous)
-        try:
-            from sentence_transformers import SentenceTransformer
-        except ImportError:
-            raise ImportError(
-                "sentence-transformers is required for LocalSTEmbeddings. "
-                "Install it with: pip install sentence-transformers"
-            )
-
-        # Determine device based on hardware availability
-        if self.force_cpu:
-            device = "cpu"
-        else:
-            # Wrap in try-except to gracefully handle any device detection issues
-            device = "cpu"  # Default to CPU
-            try:
-                has_gpu = torch.cuda.is_available() or (
-                    hasattr(torch.backends, "mps") and torch.backends.mps.is_available()
-                )
-                if has_gpu:
-                    device = None  # Let sentence-transformers auto-detect GPU/MPS
-            except Exception as e:
-                logger.warning(f"Failed to detect GPU/MPS during reinit, falling back to CPU: {e}")
-
-        self._model = SentenceTransformer(
-            self.model_name,
-            device=device,
-            model_kwargs={"low_cpu_mem_usage": False},
-        )
-
-        logger.info("Embeddings: local provider reinitialized successfully")
-
     def encode(self, texts: list[str]) -> list[list[float]]:
         """
         Generate embeddings for a list of texts.
 
-        Automatically recovers from XPC errors on macOS by reinitializing the model.
-
         Args:
             texts: List of text strings to encode
 
@@ -251,26 +201,8 @@ class LocalSTEmbeddings(Embeddings):
         if self._model is None:
             raise RuntimeError("Embeddings not initialized. Call initialize() first.")
 
-        # Try encoding with automatic recovery from XPC errors
-        max_retries = 1
-        for attempt in range(max_retries + 1):
-            try:
-                embeddings = self._model.encode(texts, convert_to_numpy=True, show_progress_bar=False)
-                return [emb.tolist() for emb in embeddings]
-            except Exception as e:
-                # Check if this is an XPC error (macOS daemon issue)
-                if self._is_xpc_error(e) and attempt < max_retries:
-                    logger.warning(f"XPC error detected in embedding generation (attempt {attempt + 1}): {e}")
-                    try:
-                        self._reinitialize_model_sync()
-                        logger.info("Model reinitialized successfully, retrying embedding generation")
-                        continue
-                    except Exception as reinit_error:
-                        logger.error(f"Failed to reinitialize model: {reinit_error}")
-                        raise Exception(f"Failed to recover from XPC error: {str(e)}")
-                else:
-                    # Not an XPC error or out of retries
-                    raise
+        embeddings = self._model.encode(texts, convert_to_numpy=True, show_progress_bar=False)
+        return [emb.tolist() for emb in embeddings]
 
 
 class RemoteTEIEmbeddings(Embeddings):
@@ -635,7 +567,7 @@ class CohereEmbeddings(Embeddings):
                 model=self.model,
                 input_type=self.input_type,
             )
-            if response.embeddings:
+            if response.embeddings and isinstance(response.embeddings, list):
                 self._dimension = len(response.embeddings[0])
 
         logger.info(f"Embeddings: Cohere provider initialized (model: {self.model}, dim: {self._dimension})")
@@ -790,6 +722,148 @@ class LiteLLMEmbeddings(Embeddings):
         return all_embeddings
 
 
+class LiteLLMSDKEmbeddings(Embeddings):
+    """
+    LiteLLM SDK embeddings for direct API integration.
+
+    Supports embeddings via LiteLLM SDK without requiring a proxy server.
+    Supported providers: Cohere, OpenAI, Azure OpenAI, HuggingFace, Voyage AI, Together AI, etc.
+
+    Example model names:
+    - cohere/embed-english-v3.0
+    - openai/text-embedding-3-small
+    - together_ai/togethercomputer/m2-bert-80M-8k-retrieval
+    - voyage/voyage-2
+    """
+
+    def __init__(
+        self,
+        api_key: str,
+        model: str = DEFAULT_EMBEDDINGS_LITELLM_SDK_MODEL,
+        api_base: str | None = None,
+        batch_size: int = 100,
+        timeout: float = 60.0,
+    ):
+        """
+        Initialize LiteLLM SDK embeddings client.
+
+        Args:
+            api_key: API key for the embedding provider
+            model: Model name with provider prefix (e.g., "cohere/embed-english-v3.0")
+            api_base: Custom base URL for API (optional)
+            batch_size: Maximum batch size for embedding requests (default: 100)
+            timeout: Request timeout in seconds (default: 60.0)
+        """
+        self.api_key = api_key
+        self.model = model
+        self.api_base = api_base
+        self.batch_size = batch_size
+        self.timeout = timeout
+        self._litellm = None  # Will be set during initialization
+        self._dimension: int | None = None
+
+    @property
+    def provider_name(self) -> str:
+        return "litellm-sdk"
+
+    @property
+    def dimension(self) -> int:
+        if self._dimension is None:
+            raise RuntimeError("Embeddings not initialized. Call initialize() first.")
+        return self._dimension
+
+    async def initialize(self) -> None:
+        """Initialize the LiteLLM SDK client and detect dimension."""
+        if self._litellm is not None:
+            return
+
+        try:
+            import litellm
+
+            self._litellm = litellm  # Store reference
+        except ImportError:
+            raise ImportError("litellm is required for LiteLLMSDKEmbeddings. Install it with: pip install litellm")
+
+        api_base_msg = f" at {self.api_base}" if self.api_base else ""
+        logger.info(f"Embeddings: initializing LiteLLM SDK provider with model {self.model}{api_base_msg}")
+
+        # Do a test embedding to detect dimension
+        try:
+            # Build kwargs for embedding call
+            embed_kwargs = {
+                "model": self.model,
+                "input": ["test"],
+                "api_key": self.api_key,
+            }
+            if self.api_base:
+                embed_kwargs["api_base"] = self.api_base
+
+            # Use async embedding method (standard in litellm)
+            response = await self._litellm.aembedding(**embed_kwargs)
+
+            # Extract dimension from response
+            if response.data and len(response.data) > 0:
+                self._dimension = len(response.data[0]["embedding"])
+            else:
+                raise RuntimeError(f"Unable to detect embedding dimension for model {self.model}")
+
+        except Exception as e:
+            raise RuntimeError(f"Failed to initialize LiteLLM SDK embeddings: {e}")
+
+        logger.info(f"Embeddings: LiteLLM SDK provider initialized (model: {self.model}, dim: {self._dimension})")
+
+    def encode(self, texts: list[str]) -> list[list[float]]:
+        """
+        Generate embeddings using the LiteLLM SDK.
+
+        Args:
+            texts: List of text strings to encode
+
+        Returns:
+            List of embedding vectors (one per input text)
+        """
+        if self._litellm is None:
+            raise RuntimeError("Embeddings not initialized. Call initialize() first.")
+
+        if not texts:
+            return []
+
+        all_embeddings = []
+
+        # Process in batches
+        for i in range(0, len(texts), self.batch_size):
+            batch = texts[i : i + self.batch_size]
+
+            try:
+                # Build kwargs for embedding call
+                embed_kwargs = {
+                    "model": self.model,
+                    "input": batch,
+                    "api_key": self.api_key,
+                }
+                if self.api_base:
+                    embed_kwargs["api_base"] = self.api_base
+
+                # Use sync embedding (litellm doesn't have async in thread-safe way)
+                response = self._litellm.embedding(**embed_kwargs)
+
+                # Extract embeddings from response
+                # Sort by index to ensure correct order
+                batch_embeddings = sorted(response.data, key=lambda x: x.get("index", 0))
+                all_embeddings.extend([e["embedding"] for e in batch_embeddings])
+
+            except Exception as e:
+                import traceback
+
+                logger.error(
+                    f"Error in LiteLLM embedding for batch starting at index {i}: {e}\n"
+                    f"Traceback: {traceback.format_exc()}"
+                )
+                raise
+
+        return all_embeddings
+
+
 def create_embeddings_from_env() -> Embeddings:
     """
     Create an Embeddings instance based on configuration.
@@ -813,6 +887,7 @@ def create_embeddings_from_env() -> Embeddings:
         return LocalSTEmbeddings(
             model_name=config.embeddings_local_model,
             force_cpu=config.embeddings_local_force_cpu,
+            trust_remote_code=config.embeddings_local_trust_remote_code,
         )
     elif provider == "openai":
         # Use dedicated embeddings API key, or fall back to LLM API key
@@ -826,18 +901,33 @@ def create_embeddings_from_env() -> Embeddings:
         base_url = os.environ.get(ENV_EMBEDDINGS_OPENAI_BASE_URL) or None
         return OpenAIEmbeddings(api_key=api_key, model=model, base_url=base_url)
     elif provider == "cohere":
-        api_key = os.environ.get(ENV_COHERE_API_KEY)
+        api_key = config.embeddings_cohere_api_key
         if not api_key:
-            raise ValueError(f"{ENV_COHERE_API_KEY} is required when {ENV_EMBEDDINGS_PROVIDER} is 'cohere'")
-        model = os.environ.get(ENV_EMBEDDINGS_COHERE_MODEL, DEFAULT_EMBEDDINGS_COHERE_MODEL)
-        base_url = os.environ.get(ENV_EMBEDDINGS_COHERE_BASE_URL) or None
-        return CohereEmbeddings(api_key=api_key, model=model, base_url=base_url)
+            raise ValueError(f"{ENV_EMBEDDINGS_COHERE_API_KEY} is required when {ENV_EMBEDDINGS_PROVIDER} is 'cohere'")
+        return CohereEmbeddings(
+            api_key=api_key,
+            model=config.embeddings_cohere_model,
+            base_url=config.embeddings_cohere_base_url,
+        )
     elif provider == "litellm":
-        api_base = os.environ.get(ENV_LITELLM_API_BASE, DEFAULT_LITELLM_API_BASE)
-        api_key = os.environ.get(ENV_LITELLM_API_KEY)
-        model = os.environ.get(ENV_EMBEDDINGS_LITELLM_MODEL, DEFAULT_EMBEDDINGS_LITELLM_MODEL)
-        return LiteLLMEmbeddings(api_base=api_base, api_key=api_key, model=model)
+        return LiteLLMEmbeddings(
+            api_base=config.embeddings_litellm_api_base,
+            api_key=config.embeddings_litellm_api_key,
+            model=config.embeddings_litellm_model,
+        )
+    elif provider == "litellm-sdk":
+        api_key = config.embeddings_litellm_sdk_api_key
+        if not api_key:
+            raise ValueError(
+                f"{ENV_EMBEDDINGS_LITELLM_SDK_API_KEY} is required when {ENV_EMBEDDINGS_PROVIDER} is 'litellm-sdk'"
+            )
+        return LiteLLMSDKEmbeddings(
+            api_key=api_key,
+            model=config.embeddings_litellm_sdk_model,
+            api_base=config.embeddings_litellm_sdk_api_base,
+        )
     else:
         raise ValueError(
-            f"Unknown embeddings provider: {provider}. Supported: 'local', 'tei', 'openai', 'cohere', 'litellm'"
+            f"Unknown embeddings provider: {provider}. "
+            f"Supported: 'local', 'tei', 'openai', 'cohere', 'litellm', 'litellm-sdk'"
         )

hindsight-api/hindsight_api/engine/interface.py

@@ -48,6 +48,7 @@ class MemoryEngineInterface(ABC):
         contents: list[dict[str, Any]],
         *,
         request_context: "RequestContext",
+        document_tags: list[str] | None = None,
     ) -> dict[str, Any]:
         """
         Retain a batch of memory items.
@@ -55,8 +56,9 @@ class MemoryEngineInterface(ABC):
         Args:
             bank_id: The memory bank ID.
             contents: List of content dicts with 'content', optional 'event_date',
-                     'context', 'metadata', 'document_id'.
+                     'context', 'metadata', 'document_id', and per-item 'tags'.
             request_context: Request context for authentication.
+            document_tags: Optional tags applied to all items in the batch.
 
         Returns:
             Dict with processing results.
@@ -442,49 +444,6 @@ class MemoryEngineInterface(ABC):
         """
         ...
 
-    @abstractmethod
-    async def get_entity_observations(
-        self,
-        bank_id: str,
-        entity_id: str,
-        *,
-        limit: int = 10,
-        request_context: "RequestContext",
-    ) -> list[Any]:
-        """
-        Get observations for an entity.
-
-        Args:
-            bank_id: The memory bank ID.
-            entity_id: The entity ID.
-            limit: Maximum observations.
-            request_context: Request context for authentication.
-
-        Returns:
-            List of EntityObservation objects.
-        """
-        ...
-
-    @abstractmethod
-    async def regenerate_entity_observations(
-        self,
-        bank_id: str,
-        entity_id: str,
-        entity_name: str,
-        *,
-        request_context: "RequestContext",
-    ) -> None:
-        """
-        Regenerate observations for an entity.
-
-        Args:
-            bank_id: The memory bank ID.
-            entity_id: The entity ID.
-            entity_name: The entity's canonical name.
-            request_context: Request context for authentication.
-        """
-        ...
-
     # =========================================================================
     # Statistics & Operations
     # =========================================================================
@@ -604,6 +563,7 @@ class MemoryEngineInterface(ABC):
         contents: list[dict[str, Any]],
         *,
         request_context: "RequestContext",
+        document_tags: list[str] | None = None,
     ) -> dict[str, Any]:
         """
         Submit a batch retain operation to run asynchronously.
@@ -612,6 +572,7 @@ class MemoryEngineInterface(ABC):
             bank_id: The memory bank ID.
             contents: List of content dicts to retain.
             request_context: Request context for authentication.
+            document_tags: Optional tags applied to all items in the async batch.
 
         Returns:
             Dict with operation_id and items_count.

hindsight-api/hindsight_api/engine/llm_interface.py

@@ -0,0 +1,207 @@
+"""
+Abstract interface for LLM providers.
+
+This module defines the interface that all LLM providers must implement,
+enabling support for multiple LLM backends (OpenAI, Anthropic, Gemini, Codex, etc.)
+"""
+
+from abc import ABC, abstractmethod
+from typing import Any
+
+from .response_models import LLMToolCallResult, TokenUsage
+
+
+class LLMInterface(ABC):
+    """
+    Abstract interface for LLM providers.
+
+    All LLM provider implementations must inherit from this class and implement
+    the required methods.
+    """
+
+    def __init__(
+        self,
+        provider: str,
+        api_key: str,
+        base_url: str,
+        model: str,
+        reasoning_effort: str = "low",
+        **kwargs: Any,
+    ):
+        """
+        Initialize LLM provider.
+
+        Args:
+            provider: Provider name (e.g., "openai", "codex", "anthropic", "gemini").
+            api_key: API key or authentication token.
+            base_url: Base URL for the API.
+            model: Model name.
+            reasoning_effort: Reasoning effort level for supported providers.
+            **kwargs: Additional provider-specific parameters.
+        """
+        self.provider = provider.lower()
+        self.api_key = api_key
+        self.base_url = base_url
+        self.model = model
+        self.reasoning_effort = reasoning_effort
+
+    @abstractmethod
+    async def verify_connection(self) -> None:
+        """
+        Verify that the LLM provider is configured correctly by making a simple test call.
+
+        Raises:
+            RuntimeError: If the connection test fails.
+        """
+        pass
+
+    @abstractmethod
+    async def call(
+        self,
+        messages: list[dict[str, str]],
+        response_format: Any | None = None,
+        max_completion_tokens: int | None = None,
+        temperature: float | None = None,
+        scope: str = "memory",
+        max_retries: int = 10,
+        initial_backoff: float = 1.0,
+        max_backoff: float = 60.0,
+        skip_validation: bool = False,
+        strict_schema: bool = False,
+        return_usage: bool = False,
+    ) -> Any:
+        """
+        Make an LLM API call with retry logic.
+
+        Args:
+            messages: List of message dicts with 'role' and 'content'.
+            response_format: Optional Pydantic model for structured output.
+            max_completion_tokens: Maximum tokens in response.
+            temperature: Sampling temperature (0.0-2.0).
+            scope: Scope identifier for tracking.
+            max_retries: Maximum retry attempts.
+            initial_backoff: Initial backoff time in seconds.
+            max_backoff: Maximum backoff time in seconds.
+            skip_validation: Return raw JSON without Pydantic validation.
+            strict_schema: Use strict JSON schema enforcement (OpenAI only).
+            return_usage: If True, return tuple (result, TokenUsage) instead of just result.
+
+        Returns:
+            If return_usage=False: Parsed response if response_format is provided, otherwise text content.
+            If return_usage=True: Tuple of (result, TokenUsage) with token counts.
+
+        Raises:
+            OutputTooLongError: If output exceeds token limits.
+            Exception: Re-raises API errors after retries exhausted.
+        """
+        pass
+
+    @abstractmethod
+    async def call_with_tools(
+        self,
+        messages: list[dict[str, Any]],
+        tools: list[dict[str, Any]],
+        max_completion_tokens: int | None = None,
+        temperature: float | None = None,
+        scope: str = "tools",
+        max_retries: int = 5,
+        initial_backoff: float = 1.0,
+        max_backoff: float = 30.0,
+        tool_choice: str | dict[str, Any] = "auto",
+    ) -> LLMToolCallResult:
+        """
+        Make an LLM API call with tool/function calling support.
+
+        Args:
+            messages: List of message dicts. Can include tool results with role='tool'.
+            tools: List of tool definitions in OpenAI format.
+            max_completion_tokens: Maximum tokens in response.
+            temperature: Sampling temperature (0.0-2.0).
+            scope: Scope identifier for tracking.
+            max_retries: Maximum retry attempts.
+            initial_backoff: Initial backoff time in seconds.
+            max_backoff: Maximum backoff time in seconds.
+            tool_choice: How to choose tools - "auto", "none", "required", or specific function.
+
+        Returns:
+            LLMToolCallResult with content and/or tool_calls.
+        """
+        pass
+
+    async def supports_batch_api(self) -> bool:
+        """
+        Check if this provider supports batch API operations.
+
+        Returns:
+            True if provider supports submit_batch/get_batch_status/retrieve_batch_results
+        """
+        return False
+
+    async def submit_batch(
+        self,
+        requests: list[dict[str, Any]],
+        endpoint: str = "/v1/chat/completions",
+        completion_window: str = "24h",
+    ) -> dict[str, Any]:
+        """
+        Submit a batch of requests to the provider's batch API.
+
+        Args:
+            requests: List of request dicts in JSONL format (custom_id, method, url, body)
+            endpoint: API endpoint for the batch (e.g., "/v1/chat/completions")
+            completion_window: Completion window (e.g., "24h")
+
+        Returns:
+            Dict with batch metadata: {"batch_id": str, "status": str, ...}
+
+        Raises:
+            NotImplementedError: If provider doesn't support batch API
+        """
+        raise NotImplementedError(f"Batch API not supported for provider: {self.provider}")
+
+    async def get_batch_status(self, batch_id: str) -> dict[str, Any]:
+        """
+        Get the status of a batch job.
+
+        Args:
+            batch_id: Batch identifier returned from submit_batch
+
+        Returns:
+            Dict with status info: {"batch_id": str, "status": str, "completed_at": str, ...}
+
+        Raises:
+            NotImplementedError: If provider doesn't support batch API
+        """
+        raise NotImplementedError(f"Batch API not supported for provider: {self.provider}")
+
+    async def retrieve_batch_results(self, batch_id: str) -> list[dict[str, Any]]:
+        """
+        Retrieve completed batch results.
+
+        Args:
+            batch_id: Batch identifier returned from submit_batch
+
+        Returns:
+            List of result dicts (one per request, matched by custom_id)
+
+        Raises:
+            NotImplementedError: If provider doesn't support batch API
+        """
+        raise NotImplementedError(f"Batch API not supported for provider: {self.provider}")
+
+    @abstractmethod
+    async def cleanup(self) -> None:
+        """Clean up resources (close connections, etc.)."""
+        pass
+
+
+class OutputTooLongError(Exception):
+    """
+    Bridge exception raised when LLM output exceeds token limits.
+
+    This wraps provider-specific errors (e.g., OpenAI's LengthFinishReasonError)
+    to allow callers to handle output length issues without depending on
+    provider-specific implementations.
+    """
+
+    pass

hindsight-api/hindsight_api/engine/operation_metadata.py

@@ -0,0 +1,69 @@
+"""
+Typed metadata models for async operations.
+
+These dataclasses define the structure of result_metadata for different operation types.
+The metadata is exposed in the API for debugging purposes and may change without notice.
+"""
+
+from dataclasses import asdict, dataclass
+from typing import Any
+
+
+@dataclass
+class BatchRetainParentMetadata:
+    """Metadata for parent batch_retain operations (when split into sub-batches)."""
+
+    items_count: int
+    total_tokens: int
+    num_sub_batches: int
+    is_parent: bool = True
+
+    def to_dict(self) -> dict[str, Any]:
+        """Convert to dict for JSON serialization."""
+        return asdict(self)
+
+
+@dataclass
+class BatchRetainChildMetadata:
+    """Metadata for child batch_retain operations (individual sub-batches)."""
+
+    items_count: int
+    parent_operation_id: str
+    sub_batch_index: int
+    total_sub_batches: int
+
+    def to_dict(self) -> dict[str, Any]:
+        """Convert to dict for JSON serialization."""
+        return asdict(self)
+
+
+@dataclass
+class RetainMetadata:
+    """Metadata for regular retain operations (non-batched, deprecated async path)."""
+
+    items_count: int
+
+    def to_dict(self) -> dict[str, Any]:
+        """Convert to dict for JSON serialization."""
+        return asdict(self)
+
+
+@dataclass
+class ConsolidationMetadata:
+    """Metadata for consolidation operations."""
+
+    # Currently empty, but structure for future fields
+    def to_dict(self) -> dict[str, Any]:
+        """Convert to dict for JSON serialization."""
+        return asdict(self)
+
+
+@dataclass
+class RefreshMentalModelMetadata:
+    """Metadata for mental model refresh operations."""
+
+    mental_model_id: str
+
+    def to_dict(self) -> dict[str, Any]:
+        """Convert to dict for JSON serialization."""
+        return asdict(self)

hindsight-api/hindsight_api/engine/parsers/__init__.py

@@ -0,0 +1,62 @@
+"""File parser implementations."""
+
+from .base import FileParser, UnsupportedFileTypeError
+from .iris import IrisParser
+from .markitdown import MarkitdownParser
+
+__all__ = ["FileParser", "UnsupportedFileTypeError", "IrisParser", "MarkitdownParser", "FileParserRegistry"]
+
+
+class FileParserRegistry:
+    """Registry for file parsers with auto-detection."""
+
+    def __init__(self):
+        """Initialize empty parser registry."""
+        self._parsers: dict[str, FileParser] = {}
+
+    def register(self, parser: FileParser):
+        """
+        Register a parser.
+
+        Args:
+            parser: FileParser instance
+        """
+        self._parsers[parser.name()] = parser
+
+    def get_parser(
+        self,
+        name: str | None,
+        filename: str,
+        content_type: str | None = None,
+    ) -> FileParser:
+        """
+        Get parser by name or auto-detect.
+
+        Args:
+            name: Parser name (e.g., "markitdown") or None for auto-detect
+            filename: File name for auto-detection
+            content_type: MIME type (optional)
+
+        Returns:
+            FileParser instance
+
+        Raises:
+            ValueError: If no suitable parser found
+        """
+        if name:
+            # Explicit parser requested — return it directly, let the parser
+            # raise UnsupportedFileTypeError from convert() if needed
+            if name not in self._parsers:
+                raise ValueError(f"Parser '{name}' not found. Available: {list(self._parsers.keys())}")
+            return self._parsers[name]
+
+        # Auto-detect parser
+        for parser in self._parsers.values():
+            if parser.supports(filename, content_type):
+                return parser
+
+        raise ValueError(f"No parser found for {filename}. Available parsers: {list(self._parsers.keys())}")
+
+    def list_parsers(self) -> list[str]:
+        """Get list of registered parser names."""
+        return list(self._parsers.keys())

hindsight-api/hindsight_api/engine/parsers/base.py

@@ -0,0 +1,58 @@
+"""Abstract base class for file parsers."""
+
+from abc import ABC, abstractmethod
+
+
+class UnsupportedFileTypeError(Exception):
+    """Raised by a parser when it does not support the given file type."""
+
+    pass
+
+
+class FileParser(ABC):
+    """Abstract base for file to markdown parsers."""
+
+    @abstractmethod
+    async def convert(self, file_data: bytes, filename: str) -> str:
+        """
+        Parse file to markdown.
+
+        Args:
+            file_data: Raw file bytes
+            filename: Original filename (used for format detection)
+
+        Returns:
+            Markdown content as string
+
+        Raises:
+            UnsupportedFileTypeError: If the file type is not supported by this parser
+            RuntimeError: If parsing fails for another reason
+        """
+        pass
+
+    def supports(self, filename: str, content_type: str | None = None) -> bool:
+        """
+        Check if parser supports this file type.
+
+        Override this for local/static extension-based filtering.
+        Parsers that delegate to a remote service should leave this as True
+        and raise UnsupportedFileTypeError from convert() instead.
+
+        Args:
+            filename: File name (used for extension check)
+            content_type: MIME type (optional)
+
+        Returns:
+            True if this parser can handle the file (default: True)
+        """
+        return True
+
+    @abstractmethod
+    def name(self) -> str:
+        """
+        Get parser name.
+
+        Returns:
+            Parser name (e.g., "markitdown")
+        """
+        pass

hindsight-api/hindsight_api/engine/parsers/iris.py

@@ -0,0 +1,137 @@
+"""Iris parser implementation using the Vectorize Iris HTTP API."""
+
+import asyncio
+import logging
+import mimetypes
+import time
+
+import httpx
+
+from .base import FileParser, UnsupportedFileTypeError
+
+logger = logging.getLogger(__name__)
+
+_IRIS_BASE_URL = "https://api.vectorize.io/v1"
+_DEFAULT_POLL_INTERVAL = 2.0  # seconds
+_DEFAULT_TIMEOUT = 300.0  # seconds
+
+
+class IrisParser(FileParser):
+    """
+    Iris file parser using the Vectorize Iris cloud extraction service.
+
+    Uploads files to the Vectorize Iris API, starts an extraction job,
+    and polls until the text is ready. The API determines which file types
+    are supported — UnsupportedFileTypeError is raised if the file is rejected.
+
+    Authentication:
+        Requires HINDSIGHT_API_FILE_PARSER_IRIS_TOKEN and
+        HINDSIGHT_API_FILE_PARSER_IRIS_ORG_ID environment variables,
+        or pass them explicitly via the constructor.
+    """
+
+    def __init__(
+        self,
+        token: str,
+        org_id: str,
+        poll_interval: float = _DEFAULT_POLL_INTERVAL,
+        timeout: float = _DEFAULT_TIMEOUT,
+    ):
+        """
+        Initialize iris parser.
+
+        Args:
+            token: Vectorize API token
+            org_id: Vectorize organization ID
+            poll_interval: Seconds between status poll requests (default: 2)
+            timeout: Maximum seconds to wait for extraction (default: 300)
+        """
+        self._token = token
+        self._org_id = org_id
+        self._poll_interval = poll_interval
+        self._timeout = timeout
+        self._auth_headers = {"Authorization": f"Bearer {token}"}
+
+    async def convert(self, file_data: bytes, filename: str) -> str:
+        """
+        Parse file to text using the Vectorize Iris API.
+
+        Raises:
+            UnsupportedFileTypeError: If the Iris API rejects the file type (4xx)
+            RuntimeError: If extraction fails for another reason
+        """
+        content_type = mimetypes.guess_type(filename)[0] or "application/octet-stream"
+
+        async with httpx.AsyncClient() as client:
+            # Step 1: Request a presigned upload URL
+            init_resp = await client.post(
+                f"{_IRIS_BASE_URL}/org/{self._org_id}/files",
+                headers=self._auth_headers,
+                json={"name": filename, "contentType": content_type},
+            )
+            _raise_for_status(init_resp, filename, "file upload init")
+            init_data = init_resp.json()
+            file_id: str = init_data["fileId"]
+            upload_url: str = init_data["uploadUrl"]
+
+            # Step 2: Upload the file bytes to the presigned URL (no auth header)
+            upload_resp = await client.put(
+                upload_url,
+                content=file_data,
+                headers={"Content-Type": content_type},
+            )
+            _raise_for_status(upload_resp, filename, "file upload")
+
+            # Step 3: Start extraction
+            extract_resp = await client.post(
+                f"{_IRIS_BASE_URL}/org/{self._org_id}/extraction",
+                headers=self._auth_headers,
+                json={"fileId": file_id},
+            )
+            _raise_for_status(extract_resp, filename, "start extraction")
+            extraction_id: str = extract_resp.json()["extractionId"]
+
+            # Step 4: Poll until ready or timeout
+            deadline = time.monotonic() + self._timeout
+            while True:
+                status_resp = await client.get(
+                    f"{_IRIS_BASE_URL}/org/{self._org_id}/extraction/{extraction_id}",
+                    headers=self._auth_headers,
+                )
+                _raise_for_status(status_resp, filename, "poll extraction status")
+                status_data = status_resp.json()
+
+                if status_data.get("ready"):
+                    data = status_data.get("data", {})
+                    if not data.get("success"):
+                        error = data.get("error", "unknown error")
+                        raise RuntimeError(f"Iris extraction failed for '{filename}': {error}")
+                    text = data.get("text")
+                    if not text:
+                        raise RuntimeError(f"No content extracted from '{filename}'")
+                    return text
+
+                if time.monotonic() >= deadline:
+                    raise RuntimeError(f"Iris extraction timed out after {self._timeout}s for '{filename}'")
+
+                await asyncio.sleep(self._poll_interval)
+
+    def name(self) -> str:
+        """Get parser name."""
+        return "iris"
+
+
+def _raise_for_status(response: httpx.Response, filename: str, step: str) -> None:
+    """
+    Raise an appropriate error including the response body on HTTP errors.
+
+    Raises UnsupportedFileTypeError for 4xx responses (file rejected by the API),
+    RuntimeError for other HTTP errors.
+    """
+    if not response.is_error:
+        return
+    body = response.text or "<empty>"
+    msg = f"Iris API error during {step} for '{filename}': {response.status_code} {response.reason_phrase} — {body}"
+    if response.is_client_error:
+        raise UnsupportedFileTypeError(msg)
+    raise RuntimeError(msg)

hindsight-api/hindsight_api/engine/parsers/markitdown.py

@@ -0,0 +1,109 @@
+"""Markitdown parser implementation."""
+
+import asyncio
+import logging
+import tempfile
+from pathlib import Path
+
+from .base import FileParser
+
+logger = logging.getLogger(__name__)
+
+
+class MarkitdownParser(FileParser):
+    """
+    Markitdown file parser.
+
+    Uses Microsoft's markitdown library to convert various file formats
+    to markdown including PDF, Office docs, images (via OCR), audio, HTML.
+
+    Supported formats:
+    - PDF (.pdf)
+    - Word (.docx, .doc)
+    - PowerPoint (.pptx, .ppt)
+    - Excel (.xlsx, .xls)
+    - Images (.jpg, .jpeg, .png) - with OCR
+    - HTML (.html, .htm)
+    - Text (.txt, .md)
+    - Audio (.mp3, .wav) - with transcription
+    """
+
+    def __init__(self):
+        """Initialize markitdown parser."""
+        # Lazy import to avoid requiring markitdown for all users
+        try:
+            from markitdown import MarkItDown
+
+            self._markitdown = MarkItDown()
+        except ImportError as e:
+            raise ImportError(
+                "markitdown package is required for file parsing. Install with: pip install markitdown"
+            ) from e
+
+    async def convert(self, file_data: bytes, filename: str) -> str:
+        """Parse file to markdown using markitdown."""
+        # markitdown is synchronous, so we run it in executor to avoid blocking
+        loop = asyncio.get_event_loop()
+        return await loop.run_in_executor(None, self._convert_sync, file_data, filename)
+
+    def _convert_sync(self, file_data: bytes, filename: str) -> str:
+        """Synchronous parsing (runs in thread pool)."""
+        # Write to temp file (markitdown requires file path)
+        with tempfile.NamedTemporaryFile(suffix=Path(filename).suffix, delete=False) as tmp:
+            tmp.write(file_data)
+            tmp_path = tmp.name
+
+        try:
+            # Parse using markitdown
+            result = self._markitdown.convert(tmp_path)
+
+            if not result or not result.text_content:
+                raise RuntimeError(f"No content extracted from '{filename}'")
+
+            return result.text_content
+
+        except Exception as e:
+            logger.error(f"Markitdown parsing failed for {filename}: {e}")
+            raise RuntimeError(f"Failed to parse '{filename}': {e}") from e
+
+        finally:
+            # Clean up temp file
+            try:
+                Path(tmp_path).unlink()
+            except Exception:
+                pass
+
+    def supports(self, filename: str, content_type: str | None = None) -> bool:
+        """Check if markitdown supports this file type."""
+        # Supported extensions (from markitdown docs)
+        supported_extensions = {
+            # Documents
+            ".pdf",
+            ".docx",
+            ".doc",
+            ".pptx",
+            ".ppt",
+            ".xlsx",
+            ".xls",
+            # Images (with OCR)
+            ".jpg",
+            ".jpeg",
+            ".png",
+            # Web
+            ".html",
+            ".htm",
+            # Text
+            ".txt",
+            ".md",
+            ".csv",
+            # Audio (with transcription)
+            ".mp3",
+            ".wav",
+        }
+
+        ext = Path(filename).suffix.lower()
+        return ext in supported_extensions
+
+    def name(self) -> str:
+        """Get parser name."""
+        return "markitdown"

hindsight-api/hindsight_api/engine/providers/__init__.py

@@ -0,0 +1,14 @@
+"""
+LLM provider implementations.
+
+This package contains concrete implementations of the LLMInterface for various providers.
+"""
+
+from .anthropic_llm import AnthropicLLM
+from .claude_code_llm import ClaudeCodeLLM
+from .codex_llm import CodexLLM
+from .gemini_llm import GeminiLLM
+from .mock_llm import MockLLM
+from .openai_compatible_llm import OpenAICompatibleLLM
+
+__all__ = ["AnthropicLLM", "ClaudeCodeLLM", "CodexLLM", "GeminiLLM", "MockLLM", "OpenAICompatibleLLM"]

hindsight-api/hindsight_api/engine/providers/anthropic_llm.py

@@ -0,0 +1,477 @@
+"""
+Anthropic LLM provider using the Anthropic Python SDK.
+
+This provider enables using Claude models from Anthropic with support for:
+- Structured JSON output
+- Tool/function calling with proper format conversion
+- Extended thinking mode
+- Retry logic with exponential backoff
+"""
+
+import asyncio
+import json
+import logging
+import time
+from typing import Any
+
+from hindsight_api.engine.llm_interface import LLMInterface, OutputTooLongError
+from hindsight_api.engine.response_models import LLMToolCall, LLMToolCallResult, TokenUsage
+from hindsight_api.metrics import get_metrics_collector
+
+logger = logging.getLogger(__name__)
+
+
+class AnthropicLLM(LLMInterface):
+    """
+    LLM provider using Anthropic's Claude models.
+
+    Supports structured output, tool calling, and extended thinking mode.
+    Handles format conversion between OpenAI-style messages and Anthropic's format.
+    """
+
+    def __init__(
+        self,
+        provider: str,
+        api_key: str,
+        base_url: str,
+        model: str,
+        reasoning_effort: str = "low",
+        timeout: float = 300.0,
+        **kwargs: Any,
+    ):
+        """
+        Initialize Anthropic LLM provider.
+
+        Args:
+            provider: Provider name (should be "anthropic").
+            api_key: Anthropic API key.
+            base_url: Base URL for the API (optional, uses Anthropic default if empty).
+            model: Model name (e.g., "claude-sonnet-4-20250514").
+            reasoning_effort: Reasoning effort level (not used by Anthropic).
+            timeout: Request timeout in seconds.
+            **kwargs: Additional provider-specific parameters.
+        """
+        super().__init__(provider, api_key, base_url, model, reasoning_effort, **kwargs)
+
+        if not self.api_key:
+            raise ValueError("API key is required for Anthropic provider")
+
+        # Import and initialize Anthropic client
+        try:
+            from anthropic import AsyncAnthropic
+
+            client_kwargs: dict[str, Any] = {"api_key": self.api_key}
+            if self.base_url:
+                client_kwargs["base_url"] = self.base_url
+            if timeout:
+                client_kwargs["timeout"] = timeout
+
+            self._client = AsyncAnthropic(**client_kwargs)
+            logger.info(f"Anthropic client initialized for model: {self.model}")
+        except ImportError as e:
+            raise RuntimeError("Anthropic SDK not installed. Run: uv add anthropic or pip install anthropic") from e
+
+    async def verify_connection(self) -> None:
+        """
+        Verify that the Anthropic provider is configured correctly by making a simple test call.
+
+        Raises:
+            RuntimeError: If the connection test fails.
+        """
+        try:
+            test_messages = [{"role": "user", "content": "test"}]
+            await self.call(
+                messages=test_messages,
+                max_completion_tokens=10,
+                temperature=0.0,
+                scope="verification",
+                max_retries=0,
+            )
+            logger.info("Anthropic connection verified successfully")
+        except Exception as e:
+            logger.error(f"Anthropic connection verification failed: {e}")
+            raise RuntimeError(f"Failed to verify Anthropic connection: {e}") from e
+
+    async def call(
+        self,
+        messages: list[dict[str, str]],
+        response_format: Any | None = None,
+        max_completion_tokens: int | None = None,
+        temperature: float | None = None,
+        scope: str = "memory",
+        max_retries: int = 10,
+        initial_backoff: float = 1.0,
+        max_backoff: float = 60.0,
+        skip_validation: bool = False,
+        strict_schema: bool = False,
+        return_usage: bool = False,
+    ) -> Any:
+        """
+        Make an LLM API call with retry logic.
+
+        Args:
+            messages: List of message dicts with 'role' and 'content'.
+            response_format: Optional Pydantic model for structured output.
+            max_completion_tokens: Maximum tokens in response.
+            temperature: Sampling temperature (0.0-2.0).
+            scope: Scope identifier for tracking.
+            max_retries: Maximum retry attempts.
+            initial_backoff: Initial backoff time in seconds.
+            max_backoff: Maximum backoff time in seconds.
+            skip_validation: Return raw JSON without Pydantic validation.
+            strict_schema: Use strict JSON schema enforcement (not supported by Anthropic).
+            return_usage: If True, return tuple (result, TokenUsage) instead of just result.
+
+        Returns:
+            If return_usage=False: Parsed response if response_format is provided, otherwise text content.
+            If return_usage=True: Tuple of (result, TokenUsage) with token counts.
+
+        Raises:
+            OutputTooLongError: If output exceeds token limits.
+            Exception: Re-raises API errors after retries exhausted.
+        """
+        from anthropic import APIConnectionError, APIStatusError, RateLimitError
+
+        start_time = time.time()
+
+        # Convert OpenAI-style messages to Anthropic format
+        system_prompt = None
+        anthropic_messages = []
+
+        for msg in messages:
+            role = msg.get("role", "user")
+            content = msg.get("content", "")
+
+            if role == "system":
+                if system_prompt:
+                    system_prompt += "\n\n" + content
+                else:
+                    system_prompt = content
+            else:
+                anthropic_messages.append({"role": role, "content": content})
+
+        # Add JSON schema instruction if response_format is provided
+        if response_format is not None and hasattr(response_format, "model_json_schema"):
+            schema = response_format.model_json_schema()
+            schema_msg = f"\n\nYou must respond with valid JSON matching this schema:\n{json.dumps(schema, indent=2)}"
+            if system_prompt:
+                system_prompt += schema_msg
+            else:
+                system_prompt = schema_msg
+
+        # Prepare parameters
+        call_params: dict[str, Any] = {
+            "model": self.model,
+            "messages": anthropic_messages,
+            "max_tokens": max_completion_tokens if max_completion_tokens is not None else 4096,
+        }
+
+        if system_prompt:
+            call_params["system"] = system_prompt
+
+        if temperature is not None:
+            call_params["temperature"] = temperature
+
+        last_exception = None
+
+        for attempt in range(max_retries + 1):
+            try:
+                response = await self._client.messages.create(**call_params)
+
+                # Anthropic response content is a list of blocks
+                content = ""
+                for block in response.content:
+                    if block.type == "text":
+                        content += block.text
+
+                if response_format is not None:
+                    # Models may wrap JSON in markdown code blocks
+                    clean_content = content
+                    if "```json" in content:
+                        clean_content = content.split("```json")[1].split("```")[0].strip()
+                    elif "```" in content:
+                        clean_content = content.split("```")[1].split("```")[0].strip()
+
+                    try:
+                        json_data = json.loads(clean_content)
+                    except json.JSONDecodeError:
+                        # Fallback to parsing raw content if markdown stripping failed
+                        json_data = json.loads(content)
+
+                    if skip_validation:
+                        result = json_data
+                    else:
+                        result = response_format.model_validate(json_data)
+                else:
+                    result = content
+
+                # Record metrics and log slow calls
+                duration = time.time() - start_time
+                input_tokens = response.usage.input_tokens or 0 if response.usage else 0
+                output_tokens = response.usage.output_tokens or 0 if response.usage else 0
+                total_tokens = input_tokens + output_tokens
+
+                # Record LLM metrics
+                metrics = get_metrics_collector()
+                metrics.record_llm_call(
+                    provider=self.provider,
+                    model=self.model,
+                    scope=scope,
+                    duration=duration,
+                    input_tokens=input_tokens,
+                    output_tokens=output_tokens,
+                    success=True,
+                )
+
+                # Record trace span
+                from hindsight_api.tracing import _serialize_for_span, get_span_recorder
+
+                finish_reason = response.stop_reason if hasattr(response, "stop_reason") else None
+                span_recorder = get_span_recorder()
+                span_recorder.record_llm_call(
+                    provider=self.provider,
+                    model=self.model,
+                    scope=scope,
+                    messages=messages,
+                    response_content=_serialize_for_span(result),
+                    input_tokens=input_tokens,
+                    output_tokens=output_tokens,
+                    duration=duration,
+                    finish_reason=finish_reason,
+                    error=None,
+                )
+
+                # Log slow calls
+                if duration > 10.0:
+                    logger.info(
+                        f"slow llm call: scope={scope}, model={self.provider}/{self.model}, "
+                        f"input_tokens={input_tokens}, output_tokens={output_tokens}, "
+                        f"time={duration:.3f}s"
+                    )
+
+                if return_usage:
+                    token_usage = TokenUsage(
+                        input_tokens=input_tokens,
+                        output_tokens=output_tokens,
+                        total_tokens=total_tokens,
+                    )
+                    return result, token_usage
+                return result
+
+            except json.JSONDecodeError as e:
+                last_exception = e
+                if attempt < max_retries:
+                    logger.warning("Anthropic returned invalid JSON, retrying...")
+                    backoff = min(initial_backoff * (2**attempt), max_backoff)
+                    await asyncio.sleep(backoff)
+                    continue
+                else:
+                    logger.error(f"Anthropic returned invalid JSON after {max_retries + 1} attempts")
+                    raise
+
+            except (APIConnectionError, RateLimitError, APIStatusError) as e:
+                # Fast fail on 401/403
+                if isinstance(e, APIStatusError) and e.status_code in (401, 403):
+                    logger.error(f"Anthropic auth error (HTTP {e.status_code}), not retrying: {str(e)}")
+                    raise
+
+                last_exception = e
+                if attempt < max_retries:
+                    # Check if it's a rate limit or server error
+                    should_retry = isinstance(e, (APIConnectionError, RateLimitError)) or (
+                        isinstance(e, APIStatusError) and e.status_code >= 500
+                    )
+
+                    if should_retry:
+                        backoff = min(initial_backoff * (2**attempt), max_backoff)
+                        jitter = backoff * 0.2 * (2 * (time.time() % 1) - 1)
+                        await asyncio.sleep(backoff + jitter)
+                        continue
+
+                logger.error(f"Anthropic API error after {max_retries + 1} attempts: {str(e)}")
+                raise
+
+            except Exception as e:
+                logger.error(f"Unexpected error during Anthropic call: {type(e).__name__}: {str(e)}")
+                raise
+
+        if last_exception:
+            raise last_exception
+        raise RuntimeError("Anthropic call failed after all retries")
+
+    async def call_with_tools(
+        self,
+        messages: list[dict[str, Any]],
+        tools: list[dict[str, Any]],
+        max_completion_tokens: int | None = None,
+        temperature: float | None = None,
+        scope: str = "tools",
+        max_retries: int = 5,
+        initial_backoff: float = 1.0,
+        max_backoff: float = 30.0,
+        tool_choice: str | dict[str, Any] = "auto",
+    ) -> LLMToolCallResult:
+        """
+        Make an LLM API call with tool/function calling support.
+
+        Args:
+            messages: List of message dicts. Can include tool results with role='tool'.
+            tools: List of tool definitions in OpenAI format.
+            max_completion_tokens: Maximum tokens in response.
+            temperature: Sampling temperature (0.0-2.0).
+            scope: Scope identifier for tracking.
+            max_retries: Maximum retry attempts.
+            initial_backoff: Initial backoff time in seconds.
+            max_backoff: Maximum backoff time in seconds.
+            tool_choice: How to choose tools - "auto", "none", "required", or specific function.
+
+        Returns:
+            LLMToolCallResult with content and/or tool_calls.
+        """
+        from anthropic import APIConnectionError, APIStatusError
+
+        start_time = time.time()
+
+        # Convert OpenAI tool format to Anthropic format
+        anthropic_tools = []
+        for tool in tools:
+            func = tool.get("function", {})
+            anthropic_tools.append(
+                {
+                    "name": func.get("name", ""),
+                    "description": func.get("description", ""),
+                    "input_schema": func.get("parameters", {"type": "object", "properties": {}}),
+                }
+            )
+
+        # Convert messages - handle tool results
+        system_prompt = None
+        anthropic_messages = []
+        for msg in messages:
+            role = msg.get("role", "user")
+            content = msg.get("content", "")
+
+            if role == "system":
+                system_prompt = (system_prompt + "\n\n" + content) if system_prompt else content
+            elif role == "tool":
+                # Anthropic uses tool_result blocks
+                anthropic_messages.append(
+                    {
+                        "role": "user",
+                        "content": [
+                            {"type": "tool_result", "tool_use_id": msg.get("tool_call_id", ""), "content": content}
+                        ],
+                    }
+                )
+            elif role == "assistant" and msg.get("tool_calls"):
+                # Convert assistant tool calls
+                tool_use_blocks = []
+                for tc in msg["tool_calls"]:
+                    tool_use_blocks.append(
+                        {
+                            "type": "tool_use",
+                            "id": tc.get("id", ""),
+                            "name": tc.get("function", {}).get("name", ""),
+                            "input": json.loads(tc.get("function", {}).get("arguments", "{}")),
+                        }
+                    )
+                anthropic_messages.append({"role": "assistant", "content": tool_use_blocks})
+            else:
+                anthropic_messages.append({"role": role, "content": content})
+
+        call_params: dict[str, Any] = {
+            "model": self.model,
+            "messages": anthropic_messages,
+            "tools": anthropic_tools,
+            "max_tokens": max_completion_tokens or 4096,
+        }
+        if system_prompt:
+            call_params["system"] = system_prompt
+
+        if temperature is not None:
+            call_params["temperature"] = temperature
+
+        last_exception = None
+        for attempt in range(max_retries + 1):
+            try:
+                response = await self._client.messages.create(**call_params)
+
+                # Extract content and tool calls
+                content_parts = []
+                tool_calls: list[LLMToolCall] = []
+
+                for block in response.content:
+                    if block.type == "text":
+                        content_parts.append(block.text)
+                    elif block.type == "tool_use":
+                        tool_calls.append(LLMToolCall(id=block.id, name=block.name, arguments=block.input or {}))
+
+                content = "".join(content_parts) if content_parts else None
+                finish_reason = "tool_calls" if tool_calls else "stop"
+
+                # Extract token usage
+                input_tokens = response.usage.input_tokens or 0
+                output_tokens = response.usage.output_tokens or 0
+
+                # Record metrics
+                metrics = get_metrics_collector()
+                duration = time.time() - start_time
+                metrics.record_llm_call(
+                    provider=self.provider,
+                    model=self.model,
+                    scope=scope,
+                    duration=duration,
+                    input_tokens=input_tokens,
+                    output_tokens=output_tokens,
+                    success=True,
+                )
+
+                # Record OpenTelemetry span
+                from hindsight_api.tracing import get_span_recorder
+
+                span_recorder = get_span_recorder()
+                # Convert LLMToolCall objects to dicts for span recording
+                tool_calls_dict = (
+                    [{"id": tc.id, "name": tc.name, "arguments": tc.arguments} for tc in tool_calls]
+                    if tool_calls
+                    else None
+                )
+                span_recorder.record_llm_call(
+                    provider=self.provider,
+                    model=self.model,
+                    scope=scope,
+                    messages=messages,
+                    response_content=content,
+                    input_tokens=input_tokens,
+                    output_tokens=output_tokens,
+                    duration=duration,
+                    finish_reason=finish_reason,
+                    error=None,
+                    tool_calls=tool_calls_dict,
+                )
+
+                return LLMToolCallResult(
+                    content=content,
+                    tool_calls=tool_calls,
+                    finish_reason=finish_reason,
+                    input_tokens=input_tokens,
+                    output_tokens=output_tokens,
+                )
+
+            except (APIConnectionError, APIStatusError) as e:
+                if isinstance(e, APIStatusError) and e.status_code in (401, 403):
+                    raise
+                last_exception = e
+                if attempt < max_retries:
+                    await asyncio.sleep(min(initial_backoff * (2**attempt), max_backoff))
+                    continue
+                raise
+
+        if last_exception:
+            raise last_exception
+        raise RuntimeError("Anthropic tool call failed")
+
+    async def cleanup(self) -> None:
+        """Clean up resources (close Anthropic client connections)."""
+        if hasattr(self, "_client") and self._client:
+            await self._client.close()

hindsight-api/hindsight_api/engine/providers/claude_code_llm.py

@@ -0,0 +1,510 @@
+"""
+Claude Code LLM provider using Claude Agent SDK.
+
+This provider enables using Claude Pro/Max subscriptions for API calls
+via the Claude CLI authentication. It uses the Claude Agent SDK which
+automatically handles authentication via `claude auth login` credentials.
+"""
+
+import asyncio
+import json
+import logging
+import time
+from typing import Any
+
+from hindsight_api.engine.llm_interface import LLMInterface, OutputTooLongError
+from hindsight_api.engine.response_models import LLMToolCall, LLMToolCallResult, TokenUsage
+from hindsight_api.metrics import get_metrics_collector
+
+logger = logging.getLogger(__name__)
+
+
+class ClaudeCodeLLM(LLMInterface):
+    """
+    LLM provider using Claude Code authentication.
+
+    Authenticates using Claude Pro/Max credentials via `claude auth login`
+    and makes API calls through the Claude Agent SDK.
+    """
+
+    def __init__(
+        self,
+        provider: str,
+        api_key: str,  # Will be ignored, uses CLI auth
+        base_url: str,
+        model: str,
+        reasoning_effort: str = "low",
+        **kwargs: Any,
+    ):
+        """Initialize Claude Code LLM provider."""
+        super().__init__(provider, api_key, base_url, model, reasoning_effort, **kwargs)
+
+        # Verify Claude Agent SDK is available
+        try:
+            self._verify_claude_code_available()
+            logger.info("Claude Code: Using Claude Agent SDK (authentication via claude auth login)")
+        except Exception as e:
+            raise RuntimeError(
+                f"Failed to initialize Claude Code provider: {e}\n\n"
+                "To set up Claude Code authentication:\n"
+                "1. Install Claude Code CLI: npm install -g @anthropics/claude-code\n"
+                "2. Login with your Pro/Max plan: claude auth login\n"
+                "3. Verify authentication: claude --version\n\n"
+                "Or use a different provider (anthropic, openai, gemini) with API keys."
+            ) from e
+
+        # Metrics collector is imported at module level
+
+    def _verify_claude_code_available(self) -> None:
+        """
+        Verify that Claude Agent SDK can be imported and is properly configured.
+
+        Raises:
+            ImportError: If Claude Agent SDK is not installed.
+            RuntimeError: If Claude Code is not authenticated.
+        """
+        try:
+            # Import Claude Agent SDK
+            # Reduce Claude Agent SDK logging verbosity
+            import logging as sdk_logging
+
+            from claude_agent_sdk import query  # noqa: F401
+
+            sdk_logging.getLogger("claude_agent_sdk").setLevel(sdk_logging.WARNING)
+            sdk_logging.getLogger("claude_agent_sdk._internal").setLevel(sdk_logging.WARNING)
+
+            logger.debug("Claude Agent SDK imported successfully")
+        except ImportError as e:
+            raise ImportError(
+                "Claude Agent SDK not installed. Run: uv add claude-agent-sdk or pip install claude-agent-sdk"
+            ) from e
+
+        # SDK will automatically check for authentication when first used
+        # No need to verify here - let it fail gracefully on first call with helpful error
+
+    async def verify_connection(self) -> None:
+        """
+        Verify that the Claude Code provider is configured correctly by making a simple test call.
+
+        Raises:
+            RuntimeError: If the connection test fails.
+        """
+        try:
+            test_messages = [{"role": "user", "content": "test"}]
+            await self.call(
+                messages=test_messages,
+                max_completion_tokens=10,
+                temperature=0.0,
+                scope="verification",
+                max_retries=0,
+            )
+            logger.info("Claude Code connection verified successfully")
+        except Exception as e:
+            logger.error(f"Claude Code connection verification failed: {e}")
+            raise RuntimeError(f"Failed to verify Claude Code connection: {e}") from e
+
+    async def call(
+        self,
+        messages: list[dict[str, str]],
+        response_format: Any | None = None,
+        max_completion_tokens: int | None = None,
+        temperature: float | None = None,
+        scope: str = "memory",
+        max_retries: int = 10,
+        initial_backoff: float = 1.0,
+        max_backoff: float = 60.0,
+        skip_validation: bool = False,
+        strict_schema: bool = False,
+        return_usage: bool = False,
+    ) -> Any:
+        """
+        Make an LLM API call with retry logic.
+
+        Args:
+            messages: List of message dicts with 'role' and 'content'.
+            response_format: Optional Pydantic model for structured output.
+            max_completion_tokens: Maximum tokens in response (ignored by Claude Agent SDK).
+            temperature: Sampling temperature (ignored by Claude Agent SDK).
+            scope: Scope identifier for tracking.
+            max_retries: Maximum retry attempts.
+            initial_backoff: Initial backoff time in seconds.
+            max_backoff: Maximum backoff time in seconds.
+            skip_validation: Return raw JSON without Pydantic validation.
+            strict_schema: Use strict JSON schema enforcement (not supported).
+            return_usage: If True, return tuple (result, TokenUsage) instead of just result.
+
+        Returns:
+            If return_usage=False: Parsed response if response_format is provided, otherwise text content.
+            If return_usage=True: Tuple of (result, TokenUsage) with estimated token counts.
+
+        Raises:
+            OutputTooLongError: If output exceeds token limits (not supported by Claude Agent SDK).
+            Exception: Re-raises API errors after retries exhausted.
+        """
+        from claude_agent_sdk import AssistantMessage, ClaudeAgentOptions, TextBlock, query
+
+        start_time = time.time()
+
+        # Build system prompt
+        system_prompt = ""
+        user_content = ""
+
+        for msg in messages:
+            role = msg.get("role", "user")
+            content = msg.get("content", "")
+
+            if role == "system":
+                system_prompt += ("\n\n" + content) if system_prompt else content
+            elif role == "user":
+                user_content += ("\n\n" + content) if user_content else content
+            elif role == "assistant":
+                # Claude Agent SDK doesn't support multi-turn easily in query()
+                # For now, prepend assistant messages to user content
+                user_content += f"\n\n[Previous assistant response: {content}]"
+
+        # Add JSON schema instruction if response_format is provided
+        if response_format is not None and hasattr(response_format, "model_json_schema"):
+            schema = response_format.model_json_schema()
+            schema_instruction = (
+                f"\n\nYou must respond with valid JSON matching this schema:\n{json.dumps(schema, indent=2)}\n\n"
+                "Respond with ONLY the JSON, no markdown formatting."
+            )
+            user_content += schema_instruction
+
+        # Configure SDK options
+        options = ClaudeAgentOptions(
+            system_prompt=system_prompt if system_prompt else None,
+            max_turns=1,  # Single-turn for API-style interactions
+            allowed_tools=[],  # Disable tools for standard LLM calls
+        )
+
+        # Call Claude Agent SDK
+        last_exception = None
+        for attempt in range(max_retries + 1):
+            try:
+                # Collect streaming response
+                full_text = ""
+
+                async for message in query(prompt=user_content, options=options):
+                    if isinstance(message, AssistantMessage):
+                        for block in message.content:
+                            if isinstance(block, TextBlock):
+                                full_text += block.text
+
+                # Handle structured output
+                if response_format is not None:
+                    # Models may wrap JSON in markdown
+                    clean_text = full_text
+                    if "```json" in full_text:
+                        clean_text = full_text.split("```json")[1].split("```")[0].strip()
+                    elif "```" in full_text:
+                        clean_text = full_text.split("```")[1].split("```")[0].strip()
+
+                    try:
+                        json_data = json.loads(clean_text)
+                    except json.JSONDecodeError as e:
+                        logger.warning(f"Claude Code JSON parse error (attempt {attempt + 1}/{max_retries + 1}): {e}")
+                        if attempt < max_retries:
+                            backoff = min(initial_backoff * (2**attempt), max_backoff)
+                            await asyncio.sleep(backoff)
+                            last_exception = e
+                            continue
+                        raise
+
+                    if skip_validation:
+                        result = json_data
+                    else:
+                        result = response_format.model_validate(json_data)
+                else:
+                    result = full_text
+
+                # Record metrics
+                duration = time.time() - start_time
+                metrics = get_metrics_collector()
+
+                # Estimate token usage (Claude Agent SDK doesn't report exact counts)
+                # Use character count / 4 as rough estimate (1 token ≈ 4 characters)
+                estimated_input = sum(len(m.get("content", "")) for m in messages) // 4
+                estimated_output = len(full_text) // 4
+
+                metrics.record_llm_call(
+                    provider=self.provider,
+                    model=self.model,
+                    scope=scope,
+                    duration=duration,
+                    input_tokens=estimated_input,
+                    output_tokens=estimated_output,
+                    success=True,
+                )
+
+                # Record trace span
+                from hindsight_api.tracing import get_span_recorder
+
+                span_recorder = get_span_recorder()
+                span_recorder.record_llm_call(
+                    provider=self.provider,
+                    model=self.model,
+                    scope=scope,
+                    messages=messages,
+                    response_content=result if isinstance(result, str) else json.dumps(result),
+                    input_tokens=estimated_input,
+                    output_tokens=estimated_output,
+                    duration=duration,
+                    finish_reason=None,
+                    error=None,
+                )
+
+                # Log slow calls
+                if duration > 10.0:
+                    logger.info(
+                        f"slow llm call: scope={scope}, model={self.provider}/{self.model}, time={duration:.3f}s"
+                    )
+
+                if return_usage:
+                    token_usage = TokenUsage(
+                        input_tokens=estimated_input,
+                        output_tokens=estimated_output,
+                        total_tokens=estimated_input + estimated_output,
+                    )
+                    return result, token_usage
+
+                return result
+
+            except Exception as e:
+                last_exception = e
+
+                # Check for authentication errors
+                error_str = str(e).lower()
+                if "auth" in error_str or "login" in error_str or "credential" in error_str:
+                    logger.error(f"Claude Code authentication error: {e}")
+                    raise RuntimeError(
+                        f"Claude Code authentication failed: {e}\n\n"
+                        "Run 'claude auth login' to authenticate with Claude Pro/Max."
+                    ) from e
+
+                if attempt < max_retries:
+                    backoff = min(initial_backoff * (2**attempt), max_backoff)
+                    logger.warning(f"Claude Code error (attempt {attempt + 1}/{max_retries + 1}): {e}")
+                    await asyncio.sleep(backoff)
+                    continue
+                else:
+                    logger.error(f"Claude Code error after {max_retries + 1} attempts: {e}")
+                    raise
+
+        if last_exception:
+            raise last_exception
+        raise RuntimeError("Claude Code call failed after all retries")
+
+    async def call_with_tools(
+        self,
+        messages: list[dict[str, Any]],
+        tools: list[dict[str, Any]],
+        max_completion_tokens: int | None = None,
+        temperature: float | None = None,
+        scope: str = "tools",
+        max_retries: int = 5,
+        initial_backoff: float = 1.0,
+        max_backoff: float = 30.0,
+        tool_choice: str | dict[str, Any] = "auto",
+    ) -> LLMToolCallResult:
+        """
+        Make an LLM API call with tool/function calling support using Claude Agent SDK.
+
+        This implementation uses ClaudeSDKClient (not query()) because custom tools via
+        SDK MCP servers are only supported with the client. Tools are converted from OpenAI
+        format to SDK MCP tools, and tool names are formatted as mcp__hindsight_tools__{name}.
+
+        Args:
+            messages: List of message dicts. Can include tool results with role='tool'.
+            tools: List of tool definitions in OpenAI format.
+            max_completion_tokens: Maximum tokens in response (not used by Claude Agent SDK).
+            temperature: Sampling temperature (not used by Claude Agent SDK).
+            scope: Scope identifier for tracking.
+            max_retries: Maximum retry attempts.
+            initial_backoff: Initial backoff time in seconds.
+            max_backoff: Maximum backoff time in seconds.
+            tool_choice: How to choose tools (not used by Claude Agent SDK).
+
+        Returns:
+            LLMToolCallResult with content and/or tool_calls.
+        """
+        from claude_agent_sdk import (
+            AssistantMessage,
+            ClaudeAgentOptions,
+            ClaudeSDKClient,
+            SdkMcpTool,
+            TextBlock,
+            ToolUseBlock,
+            create_sdk_mcp_server,
+        )
+
+        start_time = time.time()
+
+        # Convert OpenAI tool format to Claude Agent SDK SdkMcpTool format
+        sdk_tools: list[SdkMcpTool] = []
+        tool_names: list[str] = []
+
+        for tool in tools:
+            func = tool.get("function", {})
+            tool_name = func.get("name", "")
+            tool_description = func.get("description", "")
+            parameters = func.get("parameters", {})
+
+            # Create a handler with proper closure to avoid transport issues
+            def make_handler(name: str):
+                async def handler(args: dict[str, Any]) -> dict[str, Any]:
+                    # Return immediately with success - tool execution happens externally
+                    return {
+                        "content": [
+                            {
+                                "type": "text",
+                                "text": f"[Tool {name} called successfully]",
+                            }
+                        ]
+                    }
+
+                return handler
+
+            sdk_tools.append(
+                SdkMcpTool(
+                    name=tool_name,
+                    description=tool_description,
+                    input_schema=parameters,
+                    handler=make_handler(tool_name),
+                )
+            )
+            tool_names.append(tool_name)
+
+        # Create an MCP server with the tools
+        mcp_server = create_sdk_mcp_server(
+            name="hindsight_tools",
+            version="1.0.0",
+            tools=sdk_tools if sdk_tools else None,
+        )
+
+        # Build system prompt and user content from messages
+        system_prompt = ""
+        user_content = ""
+
+        for msg in messages:
+            role = msg.get("role", "user")
+            content = msg.get("content", "")
+
+            if role == "system":
+                system_prompt += ("\n\n" + content) if system_prompt else content
+            elif role == "user":
+                user_content += ("\n\n" + content) if user_content else content
+            elif role == "assistant":
+                # Include previous assistant messages as context
+                user_content += f"\n\n[Previous assistant response: {content}]"
+            elif role == "tool":
+                # Tool results are already in tool_results_map, append to user context
+                tool_call_id = msg.get("tool_call_id", "")
+                user_content += f"\n\n[Tool result for {tool_call_id}: {content}]"
+
+        # Format tool names for SDK MCP servers: mcp__{server_name}__{tool_name}
+        # This is required by the Claude Agent SDK for MCP server tools
+        allowed_tool_names = [f"mcp__hindsight_tools__{name}" for name in tool_names]
+
+        # Configure SDK options with MCP server
+        options = ClaudeAgentOptions(
+            system_prompt=system_prompt if system_prompt else None,
+            max_turns=1,  # Single-turn for API-style interactions
+            mcp_servers={"hindsight_tools": mcp_server} if sdk_tools else {},
+            allowed_tools=allowed_tool_names if allowed_tool_names else [],
+        )
+
+        # Call Claude Agent SDK with retry logic
+        last_exception = None
+        for attempt in range(max_retries + 1):
+            try:
+                full_text = ""
+                tool_calls: list[LLMToolCall] = []
+
+                # Use ClaudeSDKClient for tool calling support
+                # Note: query() does NOT support custom tools, only ClaudeSDKClient does
+                async with ClaudeSDKClient(options=options) as client:
+                    # Send the query
+                    await client.query(user_content)
+
+                    # Receive response
+                    async for message in client.receive_response():
+                        if isinstance(message, AssistantMessage):
+                            for block in message.content:
+                                if isinstance(block, TextBlock):
+                                    full_text += block.text
+                                elif isinstance(block, ToolUseBlock):
+                                    # SDK returns tool names with MCP prefix (mcp__hindsight_tools__{name})
+                                    # Strip the prefix to return original tool name expected by caller
+                                    tool_name = block.name
+                                    if tool_name.startswith("mcp__hindsight_tools__"):
+                                        tool_name = tool_name.replace("mcp__hindsight_tools__", "", 1)
+
+                                    tool_calls.append(
+                                        LLMToolCall(
+                                            id=block.id,
+                                            name=tool_name,
+                                            arguments=block.input,
+                                        )
+                                    )
+
+                # Record metrics
+                duration = time.time() - start_time
+                metrics = get_metrics_collector()
+
+                # Estimate token usage (Claude Agent SDK doesn't report exact counts)
+                estimated_input = sum(len(m.get("content", "")) for m in messages) // 4
+                estimated_output = len(full_text) // 4
+
+                metrics.record_llm_call(
+                    provider=self.provider,
+                    model=self.model,
+                    scope=scope,
+                    duration=duration,
+                    input_tokens=estimated_input,
+                    output_tokens=estimated_output,
+                    success=True,
+                )
+
+                # Log slow calls
+                if duration > 10.0:
+                    logger.info(
+                        f"slow llm call: scope={scope}, model={self.provider}/{self.model}, time={duration:.3f}s"
+                    )
+
+                return LLMToolCallResult(
+                    content=full_text if full_text else None,
+                    tool_calls=tool_calls,
+                    finish_reason="tool_calls" if tool_calls else "stop",
+                    input_tokens=estimated_input,
+                    output_tokens=estimated_output,
+                )
+
+            except Exception as e:
+                last_exception = e
+
+                # Check for authentication errors
+                error_str = str(e).lower()
+                if "auth" in error_str or "login" in error_str or "credential" in error_str:
+                    logger.error(f"Claude Code authentication error: {e}")
+                    raise RuntimeError(
+                        f"Claude Code authentication failed: {e}\n\n"
+                        "Run 'claude auth login' to authenticate with Claude Pro/Max."
+                    ) from e
+
+                if attempt < max_retries:
+                    backoff = min(initial_backoff * (2**attempt), max_backoff)
+                    logger.warning(f"Claude Code tool call error (attempt {attempt + 1}/{max_retries + 1}): {e}")
+                    await asyncio.sleep(backoff)
+                    continue
+                else:
+                    logger.error(f"Claude Code tool call error after {max_retries + 1} attempts: {e}")
+                    raise
+
+        if last_exception:
+            raise last_exception
+        raise RuntimeError("Claude Code tool call failed after all retries")
+
+    async def cleanup(self) -> None:
+        """Clean up resources (no HTTP client to close for Claude Agent SDK)."""
+        pass

hindsight-api/hindsight_api/engine/providers/codex_llm.py

@@ -0,0 +1,621 @@
+"""
+OpenAI Codex LLM provider using ChatGPT Plus/Pro OAuth authentication.
+
+This provider enables using ChatGPT Plus/Pro subscriptions for API calls
+without separate OpenAI Platform API credits. It uses OAuth tokens from
+~/.codex/auth.json and communicates with the ChatGPT backend API.
+"""
+
+import asyncio
+import json
+import logging
+import os
+import time
+import uuid
+from pathlib import Path
+from typing import Any
+
+import httpx
+
+from hindsight_api.engine.llm_interface import LLMInterface, OutputTooLongError
+from hindsight_api.engine.response_models import LLMToolCall, LLMToolCallResult, TokenUsage
+from hindsight_api.metrics import get_metrics_collector
+
+logger = logging.getLogger(__name__)
+
+
+class CodexLLM(LLMInterface):
+    """
+    LLM provider using OpenAI Codex OAuth authentication.
+
+    Authenticates using ChatGPT Plus/Pro credentials stored in ~/.codex/auth.json
+    and makes API calls to chatgpt.com/backend-api/codex/responses.
+    """
+
+    def __init__(
+        self,
+        provider: str,
+        api_key: str,  # Will be ignored, reads from ~/.codex/auth.json
+        base_url: str,
+        model: str,
+        reasoning_effort: str = "low",
+        **kwargs: Any,
+    ):
+        """Initialize Codex LLM provider."""
+        super().__init__(provider, api_key, base_url, model, reasoning_effort, **kwargs)
+
+        # Load Codex OAuth credentials
+        try:
+            self.access_token, self.account_id = self._load_codex_auth()
+            logger.info(f"Loaded Codex OAuth credentials for account: {self.account_id}")
+        except Exception as e:
+            raise RuntimeError(
+                f"Failed to load Codex OAuth credentials from ~/.codex/auth.json: {e}\n\n"
+                "To set up Codex authentication:\n"
+                "1. Install Codex CLI: npm install -g @openai/codex\n"
+                "2. Login: codex auth login\n"
+                "3. Verify: ls ~/.codex/auth.json\n\n"
+                "Or use a different provider (openai, anthropic, gemini) with API keys."
+            ) from e
+
+        # Use ChatGPT backend API endpoint
+        if not self.base_url:
+            self.base_url = "https://chatgpt.com/backend-api"
+
+        # Normalize model name (strip openai/ prefix if present)
+        if self.model.startswith("openai/"):
+            self.model = self.model[len("openai/") :]
+
+        # Map reasoning effort to Codex reasoning summary format
+        # Codex supports: "auto", "concise", "detailed"
+        self.reasoning_summary = self._map_reasoning_effort(reasoning_effort)
+
+        # HTTP client for SSE streaming
+        self._client = httpx.AsyncClient(timeout=120.0)
+
+    def _load_codex_auth(self) -> tuple[str, str]:
+        """
+        Load OAuth credentials from ~/.codex/auth.json.
+
+        Returns:
+            Tuple of (access_token, account_id).
+
+        Raises:
+            FileNotFoundError: If auth file doesn't exist.
+            ValueError: If auth file is invalid.
+        """
+        auth_file = Path.home() / ".codex" / "auth.json"
+
+        if not auth_file.exists():
+            raise FileNotFoundError(
+                f"Codex auth file not found: {auth_file}\nRun 'codex auth login' to authenticate with ChatGPT Plus/Pro."
+            )
+
+        with open(auth_file) as f:
+            data = json.load(f)
+
+        # Validate auth structure
+        auth_mode = data.get("auth_mode")
+        if auth_mode != "chatgpt":
+            raise ValueError(f"Expected auth_mode='chatgpt', got: {auth_mode}")
+
+        tokens = data.get("tokens", {})
+        access_token = tokens.get("access_token")
+        account_id = tokens.get("account_id")
+
+        if not access_token:
+            raise ValueError("No access_token found in Codex auth file. Run 'codex auth login' again.")
+
+        return access_token, account_id
+
+    def _map_reasoning_effort(self, effort: str) -> str:
+        """
+        Map standard reasoning effort to Codex reasoning summary format.
+
+        Args:
+            effort: Standard effort level ("low", "medium", "high", "xhigh").
+
+        Returns:
+            Codex reasoning summary: "concise", "detailed", or "auto".
+        """
+        mapping = {
+            "low": "concise",
+            "medium": "auto",
+            "high": "detailed",
+            "xhigh": "detailed",
+        }
+        return mapping.get(effort.lower(), "auto")
+
+    async def verify_connection(self) -> None:
+        """Verify Codex connection by making a simple test call."""
+        try:
+            logger.info(f"Verifying Codex LLM: model={self.model}, account={self.account_id}...")
+            await self.call(
+                messages=[{"role": "user", "content": "Say 'ok'"}],
+                max_completion_tokens=10,
+                max_retries=2,
+                initial_backoff=0.5,
+                max_backoff=2.0,
+                scope="verification",
+            )
+            logger.info(f"Codex LLM verified: {self.model}")
+        except Exception as e:
+            raise RuntimeError(f"Codex LLM connection verification failed for {self.model}: {e}") from e
+
+    async def call(
+        self,
+        messages: list[dict[str, str]],
+        response_format: Any | None = None,
+        max_completion_tokens: int | None = None,
+        temperature: float | None = None,
+        scope: str = "memory",
+        max_retries: int = 10,
+        initial_backoff: float = 1.0,
+        max_backoff: float = 60.0,
+        skip_validation: bool = False,
+        strict_schema: bool = False,
+        return_usage: bool = False,
+    ) -> Any:
+        """Make API call to Codex backend with SSE streaming."""
+        start_time = time.time()
+
+        # Prepare system instructions
+        system_instruction = ""
+        user_messages = []
+
+        for msg in messages:
+            role = msg.get("role", "user")
+            content = msg.get("content", "")
+
+            if role == "system":
+                system_instruction += ("\n\n" + content) if system_instruction else content
+            else:
+                user_messages.append(msg)
+
+        # Add JSON schema instruction if response_format is provided
+        if response_format is not None and hasattr(response_format, "model_json_schema"):
+            schema = response_format.model_json_schema()
+            schema_msg = f"\n\nYou must respond with valid JSON matching this schema:\n{json.dumps(schema, indent=2)}"
+            system_instruction += schema_msg
+
+        # gpt-5.2-codex only supports "detailed" reasoning summary
+        reasoning_summary = "detailed" if "5.2" in self.model else self.reasoning_summary
+
+        # Build Codex request payload
+        payload = {
+            "model": self.model,
+            "instructions": system_instruction,
+            "input": [
+                {
+                    "type": "message",
+                    "role": msg.get("role", "user"),
+                    "content": msg.get("content", ""),
+                }
+                for msg in user_messages
+            ],
+            "tools": [],
+            "tool_choice": "auto",
+            "parallel_tool_calls": True,
+            "reasoning": {"summary": reasoning_summary},
+            "store": False,  # Codex uses stateless mode
+            "stream": True,  # SSE streaming
+            "include": ["reasoning.encrypted_content"],
+            "prompt_cache_key": str(uuid.uuid4()),
+        }
+
+        headers = {
+            "Authorization": f"Bearer {self.access_token}",
+            "Content-Type": "application/json",
+            "OpenAI-Account-ID": self.account_id,
+            "User-Agent": "Mozilla/5.0 (Macintosh; Intel Mac OS X 10_15_7)",
+            "Origin": "https://chatgpt.com",
+        }
+
+        url = f"{self.base_url}/codex/responses"
+        last_exception = None
+
+        for attempt in range(max_retries + 1):
+            try:
+                response = await self._client.post(url, json=payload, headers=headers, timeout=120.0)
+                response.raise_for_status()
+
+                # Parse SSE stream
+                content = await self._parse_sse_stream(response)
+
+                # Handle structured output
+                if response_format is not None:
+                    # Models may wrap JSON in markdown
+                    clean_content = content
+                    if "```json" in content:
+                        clean_content = content.split("```json")[1].split("```")[0].strip()
+                    elif "```" in content:
+                        clean_content = content.split("```")[1].split("```")[0].strip()
+
+                    try:
+                        json_data = json.loads(clean_content)
+                    except json.JSONDecodeError as e:
+                        logger.warning(f"Codex JSON parse error (attempt {attempt + 1}/{max_retries + 1}): {e}")
+                        if attempt < max_retries:
+                            backoff = min(initial_backoff * (2**attempt), max_backoff)
+                            await asyncio.sleep(backoff)
+                            last_exception = e
+                            continue
+                        raise
+
+                    if skip_validation:
+                        result = json_data
+                    else:
+                        result = response_format.model_validate(json_data)
+                else:
+                    result = content
+
+                # Record metrics
+                duration = time.time() - start_time
+                metrics = get_metrics_collector()
+                metrics.record_llm_call(
+                    provider=self.provider,
+                    model=self.model,
+                    scope=scope,
+                    duration=duration,
+                    input_tokens=0,  # Codex doesn't report token counts in SSE
+                    output_tokens=0,
+                    success=True,
+                )
+
+                # Record trace span
+                from hindsight_api.tracing import get_span_recorder
+
+                # Estimate tokens for tracing
+                estimated_input = sum(len(m.get("content", "")) for m in messages) // 4
+                estimated_output = len(content) // 4
+                span_recorder = get_span_recorder()
+                span_recorder.record_llm_call(
+                    provider=self.provider,
+                    model=self.model,
+                    scope=scope,
+                    messages=messages,
+                    response_content=result if isinstance(result, str) else json.dumps(result),
+                    input_tokens=estimated_input,
+                    output_tokens=estimated_output,
+                    duration=duration,
+                    finish_reason=None,
+                    error=None,
+                )
+
+                if return_usage:
+                    # Codex doesn't provide token counts, estimate based on content
+                    estimated_input = sum(len(m.get("content", "")) for m in messages) // 4
+                    estimated_output = len(content) // 4
+                    token_usage = TokenUsage(
+                        input_tokens=estimated_input,
+                        output_tokens=estimated_output,
+                        total_tokens=estimated_input + estimated_output,
+                    )
+                    return result, token_usage
+
+                return result
+
+            except httpx.HTTPStatusError as e:
+                last_exception = e
+                status_code = e.response.status_code
+
+                # Fast fail on auth errors
+                if status_code in (401, 403):
+                    logger.error(f"Codex auth error (HTTP {status_code}): {e.response.text[:200]}")
+                    raise RuntimeError(
+                        "Codex authentication failed. Your OAuth token may have expired.\n"
+                        "Run 'codex auth login' to re-authenticate."
+                    ) from e
+
+                # Log the actual error message from the API
+                error_detail = e.response.text[:500] if hasattr(e.response, "text") else str(e)
+
+                if attempt < max_retries:
+                    backoff = min(initial_backoff * (2**attempt), max_backoff)
+                    logger.warning(
+                        f"Codex HTTP error {status_code} (attempt {attempt + 1}/{max_retries + 1}): {error_detail}"
+                    )
+                    await asyncio.sleep(backoff)
+                    continue
+                else:
+                    logger.error(
+                        f"Codex HTTP error after {max_retries + 1} attempts: Status {status_code}, Detail: {error_detail}"
+                    )
+                    raise
+
+            except httpx.RequestError as e:
+                last_exception = e
+                if attempt < max_retries:
+                    backoff = min(initial_backoff * (2**attempt), max_backoff)
+                    logger.warning(f"Codex connection error (attempt {attempt + 1}/{max_retries + 1}): {e}")
+                    await asyncio.sleep(backoff)
+                    continue
+                else:
+                    logger.error(f"Codex connection error after {max_retries + 1} attempts: {e}")
+                    raise
+
+            except Exception as e:
+                logger.error(f"Unexpected Codex error: {type(e).__name__}: {e}")
+                raise
+
+        if last_exception:
+            raise last_exception
+        raise RuntimeError("Codex call failed after all retries")
+
+    async def _parse_sse_stream(self, response: httpx.Response) -> str:
+        """
+        Parse Server-Sent Events (SSE) stream from Codex API.
+
+        Args:
+            response: HTTP response with SSE stream.
+
+        Returns:
+            Extracted text content from stream.
+        """
+        full_text = ""
+        event_type = None
+
+        async for line in response.aiter_lines():
+            if not line:
+                continue
+
+            # Track event type
+            if line.startswith("event: "):
+                event_type = line[7:]
+
+            # Parse data
+            elif line.startswith("data: "):
+                data_str = line[6:]
+                if data_str == "[DONE]":
+                    break
+
+                try:
+                    data = json.loads(data_str)
+
+                    # Extract content based on event type
+                    if event_type == "response.text.delta" and "delta" in data:
+                        full_text += data["delta"]
+                    elif event_type == "response.content_part.delta" and "delta" in data:
+                        full_text += data["delta"]
+                    # Check for item content
+                    elif "item" in data:
+                        item = data["item"]
+                        if "content" in item:
+                            content = item["content"]
+                            if isinstance(content, list):
+                                for part in content:
+                                    if isinstance(part, dict) and "text" in part:
+                                        full_text += part["text"]
+                            elif isinstance(content, str):
+                                full_text += content
+
+                except json.JSONDecodeError:
+                    # Skip malformed JSON events
+                    pass
+
+        return full_text
+
+    async def call_with_tools(
+        self,
+        messages: list[dict[str, Any]],
+        tools: list[dict[str, Any]],
+        max_completion_tokens: int | None = None,
+        temperature: float | None = None,
+        scope: str = "tools",
+        max_retries: int = 5,
+        initial_backoff: float = 1.0,
+        max_backoff: float = 30.0,
+        tool_choice: str | dict[str, Any] = "auto",
+    ) -> LLMToolCallResult:
+        """
+        Make API call with tool calling support.
+
+        Parses Codex SSE stream to extract tool calls from response.output_item.done events.
+        Tools are converted from OpenAI format to Codex format (flat structure at top level).
+
+        Args:
+            messages: List of message dicts. Can include tool results with role='tool'.
+            tools: List of tool definitions in OpenAI format.
+            max_completion_tokens: Maximum tokens in response.
+            temperature: Sampling temperature.
+            scope: Scope identifier for tracking.
+            max_retries: Maximum retry attempts.
+            initial_backoff: Initial backoff time in seconds.
+            max_backoff: Maximum backoff time in seconds.
+            tool_choice: How to choose tools - "auto", "none", "required", or specific function.
+
+        Returns:
+            LLMToolCallResult with content and/or tool_calls.
+        """
+        start_time = time.time()
+
+        # Prepare system instructions
+        system_instruction = ""
+        user_messages = []
+
+        for msg in messages:
+            role = msg.get("role", "user")
+            content = msg.get("content", "")
+
+            if role == "system":
+                system_instruction += ("\n\n" + content) if system_instruction else content
+            elif role == "tool":
+                # Handle tool results
+                user_messages.append(
+                    {
+                        "type": "message",
+                        "role": "user",
+                        "content": f"Tool result: {content}",
+                    }
+                )
+            else:
+                user_messages.append(
+                    {
+                        "type": "message",
+                        "role": role,
+                        "content": content,
+                    }
+                )
+
+        # Convert tools to Codex format
+        # Codex expects tools with type and name/description/parameters at top level
+        codex_tools = []
+        for tool in tools:
+            func = tool.get("function", {})
+            codex_tools.append(
+                {
+                    "type": "function",
+                    "name": func.get("name", ""),
+                    "description": func.get("description", ""),
+                    "parameters": func.get("parameters", {}),
+                }
+            )
+
+        # gpt-5.2-codex only supports "detailed" reasoning summary
+        reasoning_summary = "detailed" if "5.2" in self.model else self.reasoning_summary
+
+        payload = {
+            "model": self.model,
+            "instructions": system_instruction,
+            "input": user_messages,
+            "tools": codex_tools,
+            "tool_choice": tool_choice,
+            "parallel_tool_calls": True,
+            "reasoning": {"summary": reasoning_summary},
+            "store": False,
+            "stream": True,
+            "include": ["reasoning.encrypted_content"],
+            "prompt_cache_key": str(uuid.uuid4()),
+        }
+
+        headers = {
+            "Authorization": f"Bearer {self.access_token}",
+            "Content-Type": "application/json",
+            "OpenAI-Account-ID": self.account_id,
+            "User-Agent": "Mozilla/5.0 (Macintosh; Intel Mac OS X 10_15_7)",
+            "Origin": "https://chatgpt.com",
+        }
+
+        url = f"{self.base_url}/codex/responses"
+
+        # Debug logging for troubleshooting
+        logger.debug(f"Codex tool call request: url={url}, model={payload['model']}, tools={len(codex_tools)}")
+
+        try:
+            response = await self._client.post(url, json=payload, headers=headers, timeout=120.0)
+
+            # Log response details on error
+            if response.status_code != 200:
+                logger.error(f"Codex API error {response.status_code}: {response.text[:500]}")
+
+            response.raise_for_status()
+
+            # Parse SSE for tool calls and content
+            content, tool_calls = await self._parse_sse_tool_stream(response)
+
+            duration = time.time() - start_time
+            metrics = get_metrics_collector()
+            metrics.record_llm_call(
+                provider=self.provider,
+                model=self.model,
+                scope=scope,
+                duration=duration,
+                input_tokens=0,
+                output_tokens=0,
+                success=True,
+            )
+
+            # Record OpenTelemetry span
+            from hindsight_api.tracing import get_span_recorder
+
+            span_recorder = get_span_recorder()
+            # Convert LLMToolCall objects to dicts for span recording
+            tool_calls_dict = (
+                [{"id": tc.id, "name": tc.name, "arguments": tc.arguments} for tc in tool_calls] if tool_calls else None
+            )
+            span_recorder.record_llm_call(
+                provider=self.provider,
+                model=self.model,
+                scope=scope,
+                messages=messages,
+                response_content=content,
+                input_tokens=0,  # Codex doesn't provide token counts
+                output_tokens=0,
+                duration=duration,
+                finish_reason="tool_calls" if tool_calls else "stop",
+                error=None,
+                tool_calls=tool_calls_dict,
+            )
+
+            return LLMToolCallResult(
+                content=content,
+                tool_calls=tool_calls,
+                finish_reason="tool_calls" if tool_calls else "stop",
+                input_tokens=0,
+                output_tokens=0,
+            )
+
+        except Exception as e:
+            logger.error(f"Codex tool call error: {e}")
+            raise
+
+    async def _parse_sse_tool_stream(self, response: httpx.Response) -> tuple[str | None, list[LLMToolCall]]:
+        """
+        Parse SSE stream for tool calls and content.
+
+        Returns:
+            Tuple of (content, tool_calls).
+        """
+        content = ""
+        tool_calls: list[LLMToolCall] = []
+        event_type = None
+
+        async for line in response.aiter_lines():
+            if not line:
+                continue
+
+            if line.startswith("event: "):
+                event_type = line[7:]
+
+            elif line.startswith("data: "):
+                data_str = line[6:]
+                if data_str == "[DONE]":
+                    break
+
+                try:
+                    data = json.loads(data_str)
+
+                    # Extract text content
+                    if event_type == "response.text.delta" and "delta" in data:
+                        content += data["delta"]
+
+                    # Extract completed tool calls from response.output_item.done
+                    elif event_type == "response.output_item.done":
+                        item = data.get("item", {})
+                        if item.get("type") == "function_call" and item.get("status") == "completed":
+                            tool_name = item.get("name", "")
+                            arguments_str = item.get("arguments", "{}")
+                            call_id = item.get("call_id", "")
+
+                            try:
+                                arguments = json.loads(arguments_str)
+                            except json.JSONDecodeError:
+                                logger.warning(f"Failed to parse tool arguments: {arguments_str}")
+                                arguments = {}
+
+                            tool_calls.append(
+                                LLMToolCall(
+                                    id=call_id,
+                                    name=tool_name,
+                                    arguments=arguments,
+                                )
+                            )
+
+                except json.JSONDecodeError as e:
+                    logger.warning(f"Failed to parse SSE data: {e}, data_str: {data_str[:200]}")
+
+        return content if content else None, tool_calls
+
+    async def cleanup(self) -> None:
+        """Clean up HTTP client."""
+        await self._client.aclose()

hindsight-api/hindsight_api/engine/providers/gemini_llm.py

@@ -0,0 +1,605 @@
+"""
+Google Gemini/VertexAI LLM provider.
+
+This provider supports both:
+1. Gemini API (api.generativeai.google.com) with API key authentication
+2. Vertex AI with service account or Application Default Credentials (ADC)
+"""
+
+import asyncio
+import json
+import logging
+import os
+import time
+from typing import Any
+
+from google import genai
+from google.genai import errors as genai_errors
+from google.genai import types as genai_types
+
+from hindsight_api.engine.llm_interface import LLMInterface, OutputTooLongError
+from hindsight_api.engine.llm_wrapper import parse_llm_json
+from hindsight_api.engine.response_models import LLMToolCall, LLMToolCallResult, TokenUsage
+from hindsight_api.metrics import get_metrics_collector
+
+logger = logging.getLogger(__name__)
+
+# Vertex AI imports (optional)
+try:
+    import google.auth
+    from google.oauth2 import service_account
+
+    VERTEXAI_AVAILABLE = True
+except ImportError:
+    VERTEXAI_AVAILABLE = False
+
+
+class GeminiLLM(LLMInterface):
+    """
+    LLM provider for Google Gemini and Vertex AI.
+
+    Supports:
+    - Gemini API: provider="gemini", requires api_key
+    - Vertex AI: provider="vertexai", requires project_id and region, uses ADC or service account
+    """
+
+    def __init__(
+        self,
+        provider: str,
+        api_key: str,
+        base_url: str,
+        model: str,
+        reasoning_effort: str = "low",
+        **kwargs: Any,
+    ):
+        """Initialize Gemini/VertexAI LLM provider."""
+        super().__init__(provider, api_key, base_url, model, reasoning_effort, **kwargs)
+
+        self._client = None
+        self._is_vertexai = self.provider == "vertexai"
+
+        if self._is_vertexai:
+            self._init_vertexai(**kwargs)
+        else:
+            self._init_gemini()
+
+    def _init_gemini(self) -> None:
+        """Initialize Gemini API client."""
+        if not self.api_key:
+            raise ValueError("Gemini provider requires api_key")
+
+        self._client = genai.Client(api_key=self.api_key)
+        logger.info(f"Gemini API: model={self.model}")
+
+    def _init_vertexai(self, **kwargs: Any) -> None:
+        """Initialize Vertex AI client with project, region, and credentials."""
+        # Extract Vertex AI config from kwargs
+        project_id = kwargs.get("vertexai_project_id")
+        region = kwargs.get("vertexai_region", "us-central1")
+        service_account_key = kwargs.get("vertexai_service_account_key")
+        credentials = kwargs.get("vertexai_credentials")  # Pre-loaded credentials object
+
+        if not project_id:
+            raise ValueError(
+                "HINDSIGHT_API_LLM_VERTEXAI_PROJECT_ID is required for Vertex AI provider. "
+                "Set it to your GCP project ID."
+            )
+
+        auth_method = "ADC"
+
+        # Use pre-loaded credentials if provided (passed from LLMProvider)
+        if credentials is not None:
+            auth_method = "service_account"
+        # Otherwise, load explicit service account credentials if path provided
+        elif service_account_key:
+            if not VERTEXAI_AVAILABLE:
+                raise ValueError(
+                    "Vertex AI service account auth requires 'google-auth' package. "
+                    "Install with: pip install google-auth"
+                )
+            credentials = service_account.Credentials.from_service_account_file(
+                service_account_key,
+                scopes=["https://www.googleapis.com/auth/cloud-platform"],
+            )
+            auth_method = "service_account"
+            logger.info(f"Vertex AI: Using service account key: {service_account_key}")
+
+        # Strip google/ prefix from model name — native SDK uses bare names
+        # e.g. "google/gemini-2.0-flash-lite-001" -> "gemini-2.0-flash-lite-001"
+        if self.model.startswith("google/"):
+            self.model = self.model[len("google/") :]
+
+        # Create Vertex AI client
+        client_kwargs: dict[str, Any] = {
+            "vertexai": True,
+            "project": project_id,
+            "location": region,
+        }
+        if credentials is not None:
+            client_kwargs["credentials"] = credentials
+
+        self._client = genai.Client(**client_kwargs)
+
+        logger.info(f"Vertex AI: project={project_id}, region={region}, model={self.model}, auth={auth_method}")
+
+    async def verify_connection(self) -> None:
+        """
+        Verify that the Gemini/VertexAI provider is configured correctly.
+
+        Raises:
+            RuntimeError: If the connection test fails.
+        """
+        try:
+            logger.info(f"Verifying {self.provider.upper()}: model={self.model}...")
+            await self.call(
+                messages=[{"role": "user", "content": "Say 'ok'"}],
+                max_completion_tokens=100,
+                max_retries=2,
+                initial_backoff=0.5,
+                max_backoff=2.0,
+                scope="verification",
+            )
+            logger.info(f"{self.provider.upper()} connection verified successfully")
+        except Exception as e:
+            raise RuntimeError(f"Failed to verify {self.provider.upper()} connection: {e}") from e
+
+    async def call(
+        self,
+        messages: list[dict[str, str]],
+        response_format: Any | None = None,
+        max_completion_tokens: int | None = None,
+        temperature: float | None = None,
+        scope: str = "memory",
+        max_retries: int = 10,
+        initial_backoff: float = 1.0,
+        max_backoff: float = 60.0,
+        skip_validation: bool = False,
+        strict_schema: bool = False,
+        return_usage: bool = False,
+    ) -> Any:
+        """
+        Make a Gemini/VertexAI API call with retry logic.
+
+        Args:
+            messages: List of message dicts with 'role' and 'content'.
+            response_format: Optional Pydantic model for structured output.
+            max_completion_tokens: Maximum tokens in response (not supported by Gemini).
+            temperature: Sampling temperature (0.0-2.0).
+            scope: Scope identifier for tracking.
+            max_retries: Maximum retry attempts.
+            initial_backoff: Initial backoff time in seconds.
+            max_backoff: Maximum backoff time in seconds.
+            skip_validation: Return raw JSON without Pydantic validation.
+            strict_schema: Use strict JSON schema enforcement (not supported by Gemini).
+            return_usage: If True, return tuple (result, TokenUsage).
+
+        Returns:
+            If return_usage=False: Parsed response if response_format provided, else text.
+            If return_usage=True: Tuple of (result, TokenUsage).
+        """
+        start_time = time.time()
+
+        # Convert OpenAI-style messages to Gemini format
+        system_instruction = None
+        gemini_contents = []
+
+        for msg in messages:
+            role = msg.get("role", "user")
+            content = msg.get("content", "")
+
+            if role == "system":
+                if system_instruction:
+                    system_instruction += "\n\n" + content
+                else:
+                    system_instruction = content
+            elif role == "assistant":
+                gemini_contents.append(genai_types.Content(role="model", parts=[genai_types.Part(text=content)]))
+            else:
+                gemini_contents.append(genai_types.Content(role="user", parts=[genai_types.Part(text=content)]))
+
+        # Add JSON schema instruction if response_format is provided
+        if response_format is not None and hasattr(response_format, "model_json_schema"):
+            schema = response_format.model_json_schema()
+            schema_msg = f"\n\nYou must respond with valid JSON matching this schema:\n{json.dumps(schema, indent=2)}"
+            if system_instruction:
+                system_instruction += schema_msg
+            else:
+                system_instruction = schema_msg
+
+        # Build generation config
+        config_kwargs: dict[str, Any] = {}
+        if system_instruction:
+            config_kwargs["system_instruction"] = system_instruction
+        if response_format is not None:
+            config_kwargs["response_mime_type"] = "application/json"
+            config_kwargs["response_schema"] = response_format
+        if temperature is not None:
+            config_kwargs["temperature"] = temperature
+
+        generation_config = genai_types.GenerateContentConfig(**config_kwargs) if config_kwargs else None
+
+        last_exception = None
+
+        for attempt in range(max_retries + 1):
+            try:
+                response = await asyncio.wait_for(
+                    self._client.aio.models.generate_content(
+                        model=self.model,
+                        contents=gemini_contents,
+                        config=generation_config,
+                    ),
+                    timeout=90.0,  # Safety net for network hangs; valid slow responses are <90s
+                )
+
+                content = response.text
+
+                # Handle empty response
+                if content is None:
+                    block_reason = None
+                    if hasattr(response, "candidates") and response.candidates:
+                        candidate = response.candidates[0]
+                        if hasattr(candidate, "finish_reason"):
+                            block_reason = candidate.finish_reason
+
+                    if attempt < max_retries:
+                        logger.warning(f"Gemini returned empty response (reason: {block_reason}), retrying...")
+                        backoff = min(initial_backoff * (2**attempt), max_backoff)
+                        await asyncio.sleep(backoff)
+                        continue
+                    else:
+                        raise RuntimeError(f"Gemini returned empty response after {max_retries + 1} attempts")
+
+                # Parse structured output if requested
+                if response_format is not None:
+                    json_data = parse_llm_json(content)
+                    if skip_validation:
+                        result = json_data
+                    else:
+                        result = response_format.model_validate(json_data)
+                else:
+                    result = content
+
+                # Extract token usage
+                input_tokens = 0
+                output_tokens = 0
+                if hasattr(response, "usage_metadata") and response.usage_metadata:
+                    usage = response.usage_metadata
+                    input_tokens = usage.prompt_token_count or 0
+                    output_tokens = usage.candidates_token_count or 0
+
+                # Record metrics
+                duration = time.time() - start_time
+                metrics = get_metrics_collector()
+                metrics.record_llm_call(
+                    provider=self.provider,
+                    model=self.model,
+                    scope=scope,
+                    duration=duration,
+                    input_tokens=input_tokens,
+                    output_tokens=output_tokens,
+                    success=True,
+                )
+
+                # Record trace span
+                from hindsight_api.tracing import get_span_recorder
+
+                finish_reason = None
+                if hasattr(response, "candidates") and response.candidates:
+                    if hasattr(response.candidates[0], "finish_reason"):
+                        finish_reason = str(response.candidates[0].finish_reason)
+                span_recorder = get_span_recorder()
+                from hindsight_api.tracing import _serialize_for_span
+
+                span_recorder.record_llm_call(
+                    provider=self.provider,
+                    model=self.model,
+                    scope=scope,
+                    messages=messages,
+                    response_content=_serialize_for_span(result),
+                    input_tokens=input_tokens,
+                    output_tokens=output_tokens,
+                    duration=duration,
+                    finish_reason=finish_reason,
+                    error=None,
+                )
+
+                # Log slow calls
+                if duration > 10.0 and input_tokens > 0:
+                    logger.info(
+                        f"slow llm call: scope={scope}, model={self.provider}/{self.model}, "
+                        f"input_tokens={input_tokens}, output_tokens={output_tokens}, "
+                        f"time={duration:.3f}s"
+                    )
+
+                if return_usage:
+                    token_usage = TokenUsage(
+                        input_tokens=input_tokens,
+                        output_tokens=output_tokens,
+                        total_tokens=input_tokens + output_tokens,
+                    )
+                    return result, token_usage
+                return result
+
+            except json.JSONDecodeError as e:
+                last_exception = e
+                if attempt < max_retries:
+                    logger.warning("Gemini returned invalid JSON, retrying...")
+                    backoff = min(initial_backoff * (2**attempt), max_backoff)
+                    await asyncio.sleep(backoff)
+                    continue
+                else:
+                    logger.error(f"Gemini returned invalid JSON after {max_retries + 1} attempts")
+                    raise
+
+            except genai_errors.APIError as e:
+                # Fast fail on auth errors - these won't recover with retries
+                if e.code in (401, 403):
+                    logger.error(f"Gemini auth error (HTTP {e.code}), not retrying: {str(e)}")
+                    raise
+
+                # Retry on retryable errors (rate limits, server errors, client errors)
+                if e.code in (400, 429, 500, 502, 503, 504) or (e.code and e.code >= 500):
+                    last_exception = e
+                    if attempt < max_retries:
+                        backoff = min(initial_backoff * (2**attempt), max_backoff)
+                        jitter = backoff * 0.2 * (2 * (time.time() % 1) - 1)
+                        await asyncio.sleep(backoff + jitter)
+                    else:
+                        logger.error(f"Gemini API error after {max_retries + 1} attempts: {str(e)}")
+                        raise
+                else:
+                    logger.error(f"Gemini API error: {type(e).__name__}: {str(e)}")
+                    raise
+
+            except Exception as e:
+                logger.error(f"Unexpected error during Gemini call: {type(e).__name__}: {str(e)}")
+                raise
+
+        if last_exception:
+            raise last_exception
+        raise RuntimeError("Gemini call failed after all retries")
+
+    async def call_with_tools(
+        self,
+        messages: list[dict[str, Any]],
+        tools: list[dict[str, Any]],
+        max_completion_tokens: int | None = None,
+        temperature: float | None = None,
+        scope: str = "tools",
+        max_retries: int = 5,
+        initial_backoff: float = 1.0,
+        max_backoff: float = 30.0,
+        tool_choice: str | dict[str, Any] = "auto",
+    ) -> LLMToolCallResult:
+        """
+        Make a Gemini/VertexAI API call with tool/function calling support.
+
+        Args:
+            messages: List of message dicts. Can include tool results with role='tool'.
+            tools: List of tool definitions in OpenAI format.
+            max_completion_tokens: Maximum tokens (not supported by Gemini).
+            temperature: Sampling temperature.
+            scope: Scope identifier for tracking.
+            max_retries: Maximum retry attempts.
+            initial_backoff: Initial backoff time in seconds.
+            max_backoff: Maximum backoff time in seconds.
+            tool_choice: How to choose tools (Gemini uses "auto" only).
+
+        Returns:
+            LLMToolCallResult with content and/or tool_calls.
+        """
+        start_time = time.time()
+
+        # Convert tools to Gemini format
+        gemini_tools = []
+        for tool in tools:
+            func = tool.get("function", {})
+            gemini_tools.append(
+                genai_types.Tool(
+                    function_declarations=[
+                        genai_types.FunctionDeclaration(
+                            name=func.get("name", ""),
+                            description=func.get("description", ""),
+                            parameters=func.get("parameters"),
+                        )
+                    ]
+                )
+            )
+
+        # Convert messages
+        system_instruction = None
+        gemini_contents = []
+        msg_list = list(messages)
+        i = 0
+        while i < len(msg_list):
+            msg = msg_list[i]
+            role = msg.get("role", "user")
+            content = msg.get("content", "")
+
+            if role == "system":
+                system_instruction = (system_instruction + "\n\n" + content) if system_instruction else content
+                i += 1
+            elif role == "tool":
+                # Gemini requires ALL tool responses for a given model turn to be grouped
+                # into a single Content with multiple FunctionResponse parts.
+                # Consecutive role="tool" messages correspond to one model turn's tool calls.
+                parts = []
+                while i < len(msg_list) and msg_list[i].get("role") == "tool":
+                    tool_msg = msg_list[i]
+                    tool_content = tool_msg.get("content", "")
+                    parts.append(
+                        genai_types.Part(
+                            function_response=genai_types.FunctionResponse(
+                                name=tool_msg.get("name", ""),
+                                response={"result": tool_content},
+                            )
+                        )
+                    )
+                    i += 1
+                gemini_contents.append(genai_types.Content(role="user", parts=parts))
+            elif role == "assistant":
+                tool_calls_in_msg = msg.get("tool_calls", [])
+                if tool_calls_in_msg:
+                    # Convert OpenAI-style tool_calls to Gemini function_call parts
+                    # This is required for proper multi-turn conversation history
+                    parts = []
+                    if content:
+                        parts.append(genai_types.Part(text=content))
+                    for tc in tool_calls_in_msg:
+                        fn = tc.get("function", {})
+                        fn_name = fn.get("name", "")
+                        fn_args_str = fn.get("arguments", "{}")
+                        fn_args = parse_llm_json(fn_args_str)
+                        parts.append(
+                            genai_types.Part(function_call=genai_types.FunctionCall(name=fn_name, args=fn_args))
+                        )
+                    gemini_contents.append(genai_types.Content(role="model", parts=parts))
+                else:
+                    gemini_contents.append(genai_types.Content(role="model", parts=[genai_types.Part(text=content)]))
+                i += 1
+            else:
+                gemini_contents.append(genai_types.Content(role="user", parts=[genai_types.Part(text=content)]))
+                i += 1
+
+        config_kwargs: dict[str, Any] = {"tools": gemini_tools}
+        if system_instruction:
+            config_kwargs["system_instruction"] = system_instruction
+        if temperature is not None:
+            config_kwargs["temperature"] = temperature
+
+        # Map OpenAI-style tool_choice to Gemini FunctionCallingConfig
+        if tool_choice == "required":
+            config_kwargs["tool_config"] = genai_types.ToolConfig(
+                function_calling_config=genai_types.FunctionCallingConfig(
+                    mode="ANY",
+                )
+            )
+        elif isinstance(tool_choice, dict) and tool_choice.get("type") == "function":
+            fn_name = tool_choice.get("function", {}).get("name")
+            if fn_name:
+                config_kwargs["tool_config"] = genai_types.ToolConfig(
+                    function_calling_config=genai_types.FunctionCallingConfig(
+                        mode="ANY",
+                        allowed_function_names=[fn_name],
+                    )
+                )
+        elif tool_choice == "none":
+            config_kwargs["tool_config"] = genai_types.ToolConfig(
+                function_calling_config=genai_types.FunctionCallingConfig(mode="NONE")
+            )
+        # "auto" is the default (no tool_config needed)
+
+        config = genai_types.GenerateContentConfig(**config_kwargs)
+
+        last_exception = None
+        for attempt in range(max_retries + 1):
+            try:
+                response = await asyncio.wait_for(
+                    self._client.aio.models.generate_content(
+                        model=self.model,
+                        contents=gemini_contents,
+                        config=config,
+                    ),
+                    timeout=90.0,  # Safety net for network hangs; valid slow responses are <90s
+                )
+
+                # Extract content and tool calls
+                content = None
+                tool_calls: list[LLMToolCall] = []
+
+                if response.candidates and response.candidates[0].content:
+                    parts = response.candidates[0].content.parts
+                    if parts:
+                        for part in parts:
+                            if hasattr(part, "text") and part.text:
+                                content = part.text
+                            if hasattr(part, "function_call") and part.function_call:
+                                fc = part.function_call
+                                tool_calls.append(
+                                    LLMToolCall(
+                                        id=f"gemini_{len(tool_calls)}",
+                                        name=fc.name,
+                                        arguments=dict(fc.args) if fc.args else {},
+                                    )
+                                )
+
+                finish_reason = "tool_calls" if tool_calls else "stop"
+
+                # Extract token usage
+                input_tokens = 0
+                output_tokens = 0
+                if response.usage_metadata:
+                    input_tokens = response.usage_metadata.prompt_token_count or 0
+                    output_tokens = response.usage_metadata.candidates_token_count or 0
+
+                # Record metrics
+                duration = time.time() - start_time
+                metrics = get_metrics_collector()
+                metrics.record_llm_call(
+                    provider=self.provider,
+                    model=self.model,
+                    scope=scope,
+                    duration=duration,
+                    input_tokens=input_tokens,
+                    output_tokens=output_tokens,
+                    success=True,
+                )
+
+                # Record OpenTelemetry span
+                from hindsight_api.tracing import get_span_recorder
+
+                span_recorder = get_span_recorder()
+                # Convert LLMToolCall objects to dicts for span recording
+                tool_calls_dict = (
+                    [{"id": tc.id, "name": tc.name, "arguments": tc.arguments} for tc in tool_calls]
+                    if tool_calls
+                    else None
+                )
+                span_recorder.record_llm_call(
+                    provider=self.provider,
+                    model=self.model,
+                    scope=scope,
+                    messages=messages,
+                    response_content=content,
+                    input_tokens=input_tokens,
+                    output_tokens=output_tokens,
+                    duration=duration,
+                    finish_reason=finish_reason,
+                    error=None,
+                    tool_calls=tool_calls_dict,
+                )
+
+                return LLMToolCallResult(
+                    content=content,
+                    tool_calls=tool_calls,
+                    finish_reason=finish_reason,
+                    input_tokens=input_tokens,
+                    output_tokens=output_tokens,
+                )
+
+            except genai_errors.APIError as e:
+                # Fast fail on auth errors
+                if e.code in (401, 403):
+                    logger.error(f"Gemini auth error (HTTP {e.code}), not retrying: {str(e)}")
+                    raise
+
+                # Retry on retryable errors
+                last_exception = e
+                if attempt < max_retries:
+                    backoff = min(initial_backoff * (2**attempt), max_backoff)
+                    await asyncio.sleep(backoff)
+                    continue
+                raise
+
+            except Exception as e:
+                logger.error(f"Unexpected error during Gemini tool call: {type(e).__name__}: {str(e)}")
+                raise
+
+        if last_exception:
+            raise last_exception
+        raise RuntimeError("Gemini tool call failed")
+
+    async def cleanup(self) -> None:
+        """Clean up resources (close connections, etc.)."""
+        # Gemini client doesn't require explicit cleanup
+        pass

hindsight-api/hindsight_api/engine/providers/mock_llm.py

@@ -0,0 +1,301 @@
+"""
+Mock LLM provider for testing.
+
+This provider allows tests to record LLM calls and return configurable mock responses
+without making actual API calls to external LLM services.
+"""
+
+import logging
+from typing import Any
+
+from ..llm_interface import LLMInterface
+from ..response_models import LLMToolCall, LLMToolCallResult, TokenUsage
+
+logger = logging.getLogger(__name__)
+
+
+class MockLLM(LLMInterface):
+    """
+    Mock LLM provider for testing.
+
+    This provider records all calls and returns configurable mock responses,
+    enabling tests to verify LLM interactions without making real API calls.
+
+    Example:
+        # Create mock provider
+        mock_llm = MockLLM(provider="mock", api_key="", base_url="", model="mock-model")
+
+        # Set mock response
+        mock_llm.set_mock_response({"answer": "test"})
+
+        # Make calls
+        result = await mock_llm.call(
+            messages=[{"role": "user", "content": "test"}],
+            response_format=MyResponseModel
+        )
+
+        # Verify calls
+        calls = mock_llm.get_mock_calls()
+        assert len(calls) == 1
+        assert calls[0]["scope"] == "memory"
+    """
+
+    def __init__(
+        self,
+        provider: str,
+        api_key: str,
+        base_url: str,
+        model: str,
+        reasoning_effort: str = "low",
+        **kwargs: Any,
+    ):
+        """
+        Initialize mock LLM provider.
+
+        Args:
+            provider: Provider name (should be "mock").
+            api_key: Not used for mock provider.
+            base_url: Not used for mock provider.
+            model: Model name for tracking.
+            reasoning_effort: Not used for mock provider.
+            **kwargs: Additional parameters (not used).
+        """
+        super().__init__(provider, api_key, base_url, model, reasoning_effort, **kwargs)
+
+        # Storage for test verification
+        self._mock_calls: list[dict] = []
+        self._mock_response: Any = None
+        self._mock_exception: Exception | None = None
+
+    async def verify_connection(self) -> None:
+        """
+        Verify mock provider (always succeeds).
+
+        Mock provider doesn't need connection verification since it doesn't
+        make real API calls.
+        """
+        logger.debug("Mock LLM: connection verification (always succeeds)")
+
+    async def call(
+        self,
+        messages: list[dict[str, str]],
+        response_format: Any | None = None,
+        max_completion_tokens: int | None = None,
+        temperature: float | None = None,
+        scope: str = "memory",
+        max_retries: int = 10,
+        initial_backoff: float = 1.0,
+        max_backoff: float = 60.0,
+        skip_validation: bool = False,
+        strict_schema: bool = False,
+        return_usage: bool = False,
+    ) -> Any:
+        """
+        Make a mock LLM API call.
+
+        Records the call for test verification and returns the configured mock response.
+
+        Args:
+            messages: List of message dicts with 'role' and 'content'.
+            response_format: Optional Pydantic model for structured output.
+            max_completion_tokens: Not used in mock.
+            temperature: Not used in mock.
+            scope: Scope identifier for tracking.
+            max_retries: Not used in mock.
+            initial_backoff: Not used in mock.
+            max_backoff: Not used in mock.
+            skip_validation: Return raw JSON without Pydantic validation.
+            strict_schema: Not used in mock.
+            return_usage: If True, return tuple (result, TokenUsage) instead of just result.
+
+        Returns:
+            If return_usage=False: Parsed response if response_format is provided, otherwise text content.
+            If return_usage=True: Tuple of (result, TokenUsage) with mock token counts.
+        """
+        # Record the call for test verification
+        call_record = {
+            "provider": self.provider,
+            "model": self.model,
+            "messages": messages,
+            "response_format": response_format.__name__
+            if response_format and hasattr(response_format, "__name__")
+            else str(response_format),
+            "scope": scope,
+        }
+        self._mock_calls.append(call_record)
+        logger.debug(f"Mock LLM call recorded: scope={scope}, model={self.model}")
+
+        # Raise mock exception if configured
+        if self._mock_exception is not None:
+            raise self._mock_exception
+
+        # Record trace span (minimal for mock provider)
+        from hindsight_api.tracing import get_span_recorder
+
+        span_recorder = get_span_recorder()
+        span_recorder.record_llm_call(
+            provider=self.provider,
+            model=self.model,
+            scope=scope,
+            messages=messages,
+            response_content="mock response",
+            input_tokens=10,
+            output_tokens=5,
+            duration=0.001,  # Mock calls are instant
+            finish_reason="stop",
+            error=None,
+        )
+
+        # Return mock response
+        if self._mock_response is not None:
+            result = self._mock_response
+        elif response_format is not None:
+            # Try to create a minimal valid instance of the response format
+            try:
+                # For Pydantic models, try to create with minimal valid data
+                result = {"mock": True}
+            except Exception:
+                result = {"mock": True}
+        else:
+            result = "mock response"
+
+        if return_usage:
+            token_usage = TokenUsage(input_tokens=10, output_tokens=5, total_tokens=15)
+            return result, token_usage
+        return result
+
+    async def call_with_tools(
+        self,
+        messages: list[dict[str, Any]],
+        tools: list[dict[str, Any]],
+        max_completion_tokens: int | None = None,
+        temperature: float | None = None,
+        scope: str = "tools",
+        max_retries: int = 5,
+        initial_backoff: float = 1.0,
+        max_backoff: float = 30.0,
+        tool_choice: str | dict[str, Any] = "auto",
+    ) -> LLMToolCallResult:
+        """
+        Make a mock LLM API call with tool/function calling support.
+
+        Records the call for test verification and returns the configured mock response.
+
+        Args:
+            messages: List of message dicts. Can include tool results with role='tool'.
+            tools: List of tool definitions in OpenAI format.
+            max_completion_tokens: Not used in mock.
+            temperature: Not used in mock.
+            scope: Scope identifier for tracking.
+            max_retries: Not used in mock.
+            initial_backoff: Not used in mock.
+            max_backoff: Not used in mock.
+            tool_choice: Not used in mock.
+
+        Returns:
+            LLMToolCallResult with content and/or tool_calls.
+        """
+        # Record the call for test verification
+        call_record = {
+            "provider": self.provider,
+            "model": self.model,
+            "messages": messages,
+            "tools": [t.get("function", {}).get("name") for t in tools],
+            "scope": scope,
+        }
+        self._mock_calls.append(call_record)
+
+        # Raise mock exception if configured
+        if self._mock_exception is not None:
+            raise self._mock_exception
+
+        # Record OpenTelemetry span
+        from hindsight_api.tracing import get_span_recorder
+
+        span_recorder = get_span_recorder()
+
+        if self._mock_response is not None:
+            if isinstance(self._mock_response, LLMToolCallResult):
+                result = self._mock_response
+            elif isinstance(self._mock_response, list):
+                # Allow setting just tool calls as a list
+                result = LLMToolCallResult(
+                    tool_calls=[
+                        LLMToolCall(id=f"mock_{i}", name=tc["name"], arguments=tc.get("arguments", {}))
+                        for i, tc in enumerate(self._mock_response)
+                    ],
+                    finish_reason="tool_calls",
+                )
+            else:
+                result = LLMToolCallResult(content="mock response", finish_reason="stop")
+        else:
+            result = LLMToolCallResult(content="mock response", finish_reason="stop")
+
+        # Record span with mock values
+        # Convert LLMToolCall objects to dicts for span recording
+        tool_calls_dict = (
+            [{"id": tc.id, "name": tc.name, "arguments": tc.arguments} for tc in result.tool_calls]
+            if result.tool_calls
+            else None
+        )
+        span_recorder.record_llm_call(
+            provider=self.provider,
+            model=self.model,
+            scope=scope,
+            messages=messages,
+            response_content=result.content,
+            input_tokens=10,  # Mock value
+            output_tokens=5,  # Mock value
+            duration=0.1,  # Mock value
+            finish_reason=result.finish_reason,
+            error=None,
+            tool_calls=tool_calls_dict,
+        )
+
+        return result
+
+    async def cleanup(self) -> None:
+        """Clean up resources (no-op for mock provider)."""
+        pass
+
+    def set_mock_response(self, response: Any) -> None:
+        """
+        Set the response to return from mock calls.
+
+        Args:
+            response: The response to return. Can be:
+                - A dict/Pydantic model for regular calls
+                - An LLMToolCallResult for tool calls
+                - A list of tool call dicts for tool calls
+                - Any other value to return as-is
+        """
+        self._mock_response = response
+
+    def set_mock_exception(self, exception: Exception) -> None:
+        """
+        Set an exception to raise from mock calls.
+
+        Args:
+            exception: The exception to raise on the next call.
+                      After raising, the exception is cleared.
+        """
+        self._mock_exception = exception
+
+    def get_mock_calls(self) -> list[dict]:
+        """
+        Get the list of recorded mock calls.
+
+        Returns:
+            List of call records, each containing:
+                - provider: Provider name
+                - model: Model name
+                - messages: Messages sent
+                - response_format/tools: Format or tools used
+                - scope: Call scope
+        """
+        return self._mock_calls
+
+    def clear_mock_calls(self) -> None:
+        """Clear the recorded mock calls and any set exception."""
+        self._mock_calls = []
+        self._mock_exception = None

hindsight-api/hindsight_api/engine/providers/openai_compatible_llm.py

@@ -0,0 +1,924 @@
+"""
+OpenAI-compatible LLM provider supporting OpenAI, Groq, Ollama, and LMStudio.
+
+This provider handles all OpenAI API-compatible models including:
+- OpenAI: GPT-4, GPT-4o, GPT-5, o1, o3 (reasoning models)
+- Groq: Fast inference with seed control and service tiers
+- Ollama: Local models with native streaming API support
+- LMStudio: Local models with OpenAI-compatible API
+
+Features:
+- Reasoning models with extended thinking (o1, o3, GPT-5 families)
+- Strict JSON schema enforcement (OpenAI)
+- Provider-specific parameters (Groq seed, service tier)
+- Native Ollama streaming for better structured output
+- Automatic token limit handling per model family
+"""
+
+import asyncio
+import io
+import json
+import logging
+import os
+import re
+import time
+from typing import Any
+
+import httpx
+from openai import APIConnectionError, APIStatusError, AsyncOpenAI, LengthFinishReasonError
+
+from hindsight_api.config import DEFAULT_LLM_TIMEOUT, ENV_LLM_TIMEOUT
+from hindsight_api.engine.llm_interface import LLMInterface, OutputTooLongError
+from hindsight_api.engine.response_models import LLMToolCall, LLMToolCallResult, TokenUsage
+from hindsight_api.metrics import get_metrics_collector
+
+logger = logging.getLogger(__name__)
+
+# Seed applied to every Groq request for deterministic behavior
+DEFAULT_LLM_SEED = 4242
+
+
+class OpenAICompatibleLLM(LLMInterface):
+    """
+    LLM provider for OpenAI-compatible APIs.
+
+    Supports:
+    - OpenAI: Standard models (GPT-4, GPT-4o) and reasoning models (o1, o3, GPT-5)
+    - Groq: Fast inference with seed control and service tiers
+    - Ollama: Local models with native streaming API for better structured output
+    - LMStudio: Local models with OpenAI-compatible API
+    """
+
+    def __init__(
+        self,
+        provider: str,
+        api_key: str,
+        base_url: str,
+        model: str,
+        reasoning_effort: str = "low",
+        timeout: float | None = None,
+        groq_service_tier: str | None = None,
+        **kwargs: Any,
+    ):
+        """
+        Initialize OpenAI-compatible LLM provider.
+
+        Args:
+            provider: Provider name ("openai", "groq", "ollama", "lmstudio").
+            api_key: API key (optional for ollama/lmstudio).
+            base_url: Base URL for the API (uses defaults for groq/ollama/lmstudio if empty).
+            model: Model name.
+            reasoning_effort: Reasoning effort level for supported models ("low", "medium", "high").
+            timeout: Request timeout in seconds (uses env var or 300s default).
+            groq_service_tier: Groq service tier ("on_demand", "flex", "auto").
+            **kwargs: Additional provider-specific parameters.
+        """
+        super().__init__(provider, api_key, base_url, model, reasoning_effort, **kwargs)
+
+        # Validate provider
+        valid_providers = ["openai", "groq", "ollama", "lmstudio"]
+        if self.provider not in valid_providers:
+            raise ValueError(f"OpenAICompatibleLLM only supports: {', '.join(valid_providers)}. Got: {self.provider}")
+
+        # Set default base URLs
+        if not self.base_url:
+            if self.provider == "groq":
+                self.base_url = "https://api.groq.com/openai/v1"
+            elif self.provider == "ollama":
+                self.base_url = "http://localhost:11434/v1"
+            elif self.provider == "lmstudio":
+                self.base_url = "http://localhost:1234/v1"
+
+        # For ollama/lmstudio, use dummy key if not provided
+        if self.provider in ("ollama", "lmstudio") and not self.api_key:
+            self.api_key = "local"
+
+        # Validate API key for cloud providers
+        if self.provider in ("openai", "groq") and not self.api_key:
+            raise ValueError(f"API key is required for {self.provider}")
+
+        # Service tier configuration (from config, not env vars)
+        self.groq_service_tier = groq_service_tier
+        self.openai_service_tier = kwargs.get("openai_service_tier")
+
+        # Get timeout config
+        self.timeout = timeout or float(os.getenv(ENV_LLM_TIMEOUT, str(DEFAULT_LLM_TIMEOUT)))
+
+        # Create OpenAI client
+        client_kwargs: dict[str, Any] = {"api_key": self.api_key, "max_retries": 0}
+        if self.base_url:
+            client_kwargs["base_url"] = self.base_url
+        if self.timeout:
+            client_kwargs["timeout"] = self.timeout
+
+        self._client = AsyncOpenAI(**client_kwargs)
+        logger.info(
+            f"OpenAI-compatible client initialized: provider={self.provider}, model={self.model}, "
+            f"base_url={self.base_url or 'default'}"
+        )
+
+    async def verify_connection(self) -> None:
+        """
+        Verify that the provider is configured correctly by making a simple test call.
+
+        Raises:
+            RuntimeError: If the connection test fails.
+        """
+        try:
+            logger.info(f"Verifying connection: {self.provider}/{self.model}")
+            await self.call(
+                messages=[{"role": "user", "content": "Say 'ok'"}],
+                max_completion_tokens=100,
+                max_retries=2,
+                initial_backoff=0.5,
+                max_backoff=2.0,
+                scope="verification",
+            )
+            logger.info(f"Connection verified: {self.provider}/{self.model}")
+        except Exception as e:
+            raise RuntimeError(f"Connection verification failed for {self.provider}/{self.model}: {e}") from e
+
+    def _supports_reasoning_model(self) -> bool:
+        """Check if the current model is a reasoning model (o1, o3, GPT-5, DeepSeek)."""
+        model_lower = self.model.lower()
+        return any(x in model_lower for x in ["gpt-5", "o1", "o3", "deepseek"])
+
+    def _get_max_reasoning_tokens(self) -> int | None:
+        """Get max reasoning tokens for reasoning models."""
+        model_lower = self.model.lower()
+
+        # GPT-4 and GPT-4.1 models have different caps
+        if any(x in model_lower for x in ["gpt-4.1", "gpt-4-"]):
+            return 32000
+        elif "gpt-4o" in model_lower:
+            return 16384
+
+        return None
+
+    async def call(
+        self,
+        messages: list[dict[str, str]],
+        response_format: Any | None = None,
+        max_completion_tokens: int | None = None,
+        temperature: float | None = None,
+        scope: str = "memory",
+        max_retries: int = 10,
+        initial_backoff: float = 1.0,
+        max_backoff: float = 60.0,
+        skip_validation: bool = False,
+        strict_schema: bool = False,
+        return_usage: bool = False,
+    ) -> Any:
+        """
+        Make an LLM API call with retry logic.
+
+        Args:
+            messages: List of message dicts with 'role' and 'content'.
+            response_format: Optional Pydantic model for structured output.
+            max_completion_tokens: Maximum tokens in response.
+            temperature: Sampling temperature (0.0-2.0).
+            scope: Scope identifier for tracking.
+            max_retries: Maximum retry attempts.
+            initial_backoff: Initial backoff time in seconds.
+            max_backoff: Maximum backoff time in seconds.
+            skip_validation: Return raw JSON without Pydantic validation.
+            strict_schema: Use strict JSON schema enforcement (OpenAI only).
+            return_usage: If True, return tuple (result, TokenUsage) instead of just result.
+
+        Returns:
+            If return_usage=False: Parsed response if response_format is provided, otherwise text content.
+            If return_usage=True: Tuple of (result, TokenUsage) with token counts.
+
+        Raises:
+            OutputTooLongError: If output exceeds token limits.
+            Exception: Re-raises API errors after retries exhausted.
+        """
+        # Handle Ollama with native API for structured output (better schema enforcement)
+        if self.provider == "ollama" and response_format is not None:
+            return await self._call_ollama_native(
+                messages=messages,
+                response_format=response_format,
+                max_completion_tokens=max_completion_tokens,
+                temperature=temperature,
+                max_retries=max_retries,
+                initial_backoff=initial_backoff,
+                max_backoff=max_backoff,
+                skip_validation=skip_validation,
+                scope=scope,
+                return_usage=return_usage,
+            )
+
+        start_time = time.time()
+
+        # Build call parameters
+        call_params: dict[str, Any] = {
+            "model": self.model,
+            "messages": messages,
+        }
+
+        # Check if model supports reasoning parameter
+        is_reasoning_model = self._supports_reasoning_model()
+
+        # Apply model-specific token limits
+        if max_completion_tokens is not None:
+            max_tokens_cap = self._get_max_reasoning_tokens()
+            if max_tokens_cap and max_completion_tokens > max_tokens_cap:
+                max_completion_tokens = max_tokens_cap
+            # For reasoning models, enforce minimum to ensure space for reasoning + output
+            if is_reasoning_model and max_completion_tokens < 16000:
+                max_completion_tokens = 16000
+            call_params["max_completion_tokens"] = max_completion_tokens
+
+        # Temperature - reasoning models don't support custom temperature
+        if temperature is not None and not is_reasoning_model:
+            call_params["temperature"] = temperature
+
+        # Set reasoning_effort for reasoning models
+        if is_reasoning_model:
+            call_params["reasoning_effort"] = self.reasoning_effort
+
+        # Provider-specific parameters
+        if self.provider == "groq":
+            call_params["seed"] = DEFAULT_LLM_SEED
+            extra_body: dict[str, Any] = {}
+            # Add service_tier if configured
+            if self.groq_service_tier:
+                extra_body["service_tier"] = self.groq_service_tier
+            # Add reasoning parameters for reasoning models
+            if is_reasoning_model:
+                extra_body["include_reasoning"] = False
+            if extra_body:
+                call_params["extra_body"] = extra_body
+
+        # Prepare response format ONCE before retry loop
+        if response_format is not None:
+            schema = None
+            if hasattr(response_format, "model_json_schema"):
+                schema = response_format.model_json_schema()
+
+            if strict_schema and schema is not None:
+                # Use OpenAI's strict JSON schema enforcement
+                call_params["response_format"] = {
+                    "type": "json_schema",
+                    "json_schema": {
+                        "name": "response",
+                        "strict": True,
+                        "schema": schema,
+                    },
+                }
+            else:
+                # Soft enforcement: add schema to prompt and use json_object mode
+                if schema is not None:
+                    schema_msg = (
+                        f"\n\nYou must respond with valid JSON matching this schema:\n{json.dumps(schema, indent=2)}"
+                    )
+
+                    if call_params["messages"] and call_params["messages"][0].get("role") == "system":
+                        first_msg = call_params["messages"][0]
+                        if isinstance(first_msg, dict) and isinstance(first_msg.get("content"), str):
+                            first_msg["content"] += schema_msg
+                    elif call_params["messages"]:
+                        first_msg = call_params["messages"][0]
+                        if isinstance(first_msg, dict) and isinstance(first_msg.get("content"), str):
+                            first_msg["content"] = schema_msg + "\n\n" + first_msg["content"]
+                if self.provider not in ("lmstudio", "ollama"):
+                    # LM Studio and Ollama don't support json_object response format reliably
+                    call_params["response_format"] = {"type": "json_object"}
+
+        last_exception = None
+
+        for attempt in range(max_retries + 1):
+            try:
+                if response_format is not None:
+                    response = await self._client.chat.completions.create(**call_params)
+
+                    content = response.choices[0].message.content
+
+                    # Strip reasoning model thinking tags
+                    # Supports: <think>, <thinking>, <reasoning>, |startthink|/|endthink|
+                    if content:
+                        original_len = len(content)
+                        content = re.sub(r"<think>.*?</think>", "", content, flags=re.DOTALL)
+                        content = re.sub(r"<thinking>.*?</thinking>", "", content, flags=re.DOTALL)
+                        content = re.sub(r"<reasoning>.*?</reasoning>", "", content, flags=re.DOTALL)
+                        content = re.sub(r"\|startthink\|.*?\|endthink\|", "", content, flags=re.DOTALL)
+                        content = content.strip()
+                        if len(content) < original_len:
+                            logger.debug(f"Stripped {original_len - len(content)} chars of reasoning tokens")
+
+                    # For local models, they may wrap JSON in markdown code blocks
+                    if self.provider in ("lmstudio", "ollama"):
+                        clean_content = content
+                        if "```json" in content:
+                            clean_content = content.split("```json")[1].split("```")[0].strip()
+                        elif "```" in content:
+                            clean_content = content.split("```")[1].split("```")[0].strip()
+                        try:
+                            json_data = json.loads(clean_content)
+                        except json.JSONDecodeError:
+                            # Fallback to parsing raw content
+                            json_data = json.loads(content)
+                    else:
+                        # Log raw LLM response for debugging JSON parse issues
+                        try:
+                            json_data = json.loads(content)
+                        except json.JSONDecodeError as json_err:
+                            # Truncate content for logging
+                            content_preview = content[:500] if content else "<empty>"
+                            if content and len(content) > 700:
+                                content_preview = f"{content[:500]}...TRUNCATED...{content[-200:]}"
+                            logger.warning(
+                                f"JSON parse error from LLM response (attempt {attempt + 1}/{max_retries + 1}): {json_err}\n"
+                                f"  Model: {self.provider}/{self.model}\n"
+                                f"  Content length: {len(content) if content else 0} chars\n"
+                                f"  Content preview: {content_preview!r}\n"
+                                f"  Finish reason: {response.choices[0].finish_reason if response.choices else 'unknown'}"
+                            )
+                            # Retry on JSON parse errors
+                            if attempt < max_retries:
+                                backoff = min(initial_backoff * (2**attempt), max_backoff)
+                                await asyncio.sleep(backoff)
+                                last_exception = json_err
+                                continue
+                            else:
+                                logger.error(f"JSON parse error after {max_retries + 1} attempts, giving up")
+                                raise
+
+                    if skip_validation:
+                        result = json_data
+                    else:
+                        result = response_format.model_validate(json_data)
+                else:
+                    response = await self._client.chat.completions.create(**call_params)
+                    result = response.choices[0].message.content
+
+                # Record token usage metrics
+                duration = time.time() - start_time
+                usage = response.usage
+                input_tokens = usage.prompt_tokens or 0 if usage else 0
+                output_tokens = usage.completion_tokens or 0 if usage else 0
+                total_tokens = usage.total_tokens or 0 if usage else 0
+
+                # Record LLM metrics
+                metrics = get_metrics_collector()
+                metrics.record_llm_call(
+                    provider=self.provider,
+                    model=self.model,
+                    scope=scope,
+                    duration=duration,
+                    input_tokens=input_tokens,
+                    output_tokens=output_tokens,
+                    success=True,
+                )
+
+                # Record trace span
+                from hindsight_api.tracing import _serialize_for_span, get_span_recorder
+
+                finish_reason = response.choices[0].finish_reason if response.choices else None
+                span_recorder = get_span_recorder()
+                span_recorder.record_llm_call(
+                    provider=self.provider,
+                    model=self.model,
+                    scope=scope,
+                    messages=messages,
+                    response_content=_serialize_for_span(result),
+                    input_tokens=input_tokens,
+                    output_tokens=output_tokens,
+                    duration=duration,
+                    finish_reason=finish_reason,
+                    error=None,
+                )
+
+                # Log slow calls
+                if duration > 10.0 and usage:
+                    ratio = max(1, output_tokens) / max(1, input_tokens)
+                    cached_tokens = 0
+                    if hasattr(usage, "prompt_tokens_details") and usage.prompt_tokens_details:
+                        cached_tokens = getattr(usage.prompt_tokens_details, "cached_tokens", 0) or 0
+                    cache_info = f", cached_tokens={cached_tokens}" if cached_tokens > 0 else ""
+                    logger.info(
+                        f"slow llm call: scope={scope}, model={self.provider}/{self.model}, "
+                        f"input_tokens={input_tokens}, output_tokens={output_tokens}, "
+                        f"total_tokens={total_tokens}{cache_info}, time={duration:.3f}s, ratio out/in={ratio:.2f}"
+                    )
+
+                if return_usage:
+                    token_usage = TokenUsage(
+                        input_tokens=input_tokens,
+                        output_tokens=output_tokens,
+                        total_tokens=total_tokens,
+                    )
+                    return result, token_usage
+                return result
+
+            except LengthFinishReasonError as e:
+                logger.warning(f"LLM output exceeded token limits: {str(e)}")
+                raise OutputTooLongError(
+                    "LLM output exceeded token limits. Input may need to be split into smaller chunks."
+                ) from e
+
+            except APIConnectionError as e:
+                last_exception = e
+                status_code = getattr(e, "status_code", None) or getattr(
+                    getattr(e, "response", None), "status_code", None
+                )
+                logger.warning(f"APIConnectionError (HTTP {status_code}), attempt {attempt + 1}: {str(e)[:200]}")
+                if attempt < max_retries:
+                    backoff = min(initial_backoff * (2**attempt), max_backoff)
+                    await asyncio.sleep(backoff)
+                    continue
+                else:
+                    logger.error(f"Connection error after {max_retries + 1} attempts: {str(e)}")
+                    raise
+
+            except APIStatusError as e:
+                # Fast fail only on 401 (unauthorized) and 403 (forbidden)
+                if e.status_code in (401, 403):
+                    logger.error(f"Auth error (HTTP {e.status_code}), not retrying: {str(e)}")
+                    raise
+
+                # Handle tool_use_failed error - model outputted in tool call format
+                if e.status_code == 400 and response_format is not None:
+                    try:
+                        error_body = e.body if hasattr(e, "body") else {}
+                        if isinstance(error_body, dict):
+                            error_info: dict[str, Any] = error_body.get("error") or {}
+                            if error_info.get("code") == "tool_use_failed":
+                                failed_gen = error_info.get("failed_generation", "")
+                                if failed_gen:
+                                    # Parse tool call format and convert to expected format
+                                    tool_call = json.loads(failed_gen)
+                                    tool_name = tool_call.get("name", "")
+                                    tool_args = tool_call.get("arguments", {})
+                                    converted = {"actions": [{"tool": tool_name, **tool_args}]}
+                                    if skip_validation:
+                                        result = converted
+                                    else:
+                                        result = response_format.model_validate(converted)
+
+                                    # Record metrics
+                                    duration = time.time() - start_time
+                                    metrics = get_metrics_collector()
+                                    metrics.record_llm_call(
+                                        provider=self.provider,
+                                        model=self.model,
+                                        scope=scope,
+                                        duration=duration,
+                                        input_tokens=0,
+                                        output_tokens=0,
+                                        success=True,
+                                    )
+                                    if return_usage:
+                                        return result, TokenUsage(input_tokens=0, output_tokens=0, total_tokens=0)
+                                    return result
+                    except (json.JSONDecodeError, KeyError, TypeError):
+                        pass  # Failed to parse tool_use_failed, continue with normal retry
+
+                last_exception = e
+                if attempt < max_retries:
+                    backoff = min(initial_backoff * (2**attempt), max_backoff)
+                    jitter = backoff * 0.2 * (2 * (time.time() % 1) - 1)
+                    sleep_time = backoff + jitter
+                    await asyncio.sleep(sleep_time)
+                else:
+                    logger.error(f"API error after {max_retries + 1} attempts: {str(e)}")
+                    raise
+
+            except Exception:
+                raise
+
+        if last_exception:
+            raise last_exception
+        raise RuntimeError("LLM call failed after all retries with no exception captured")
+
+    async def call_with_tools(
+        self,
+        messages: list[dict[str, Any]],
+        tools: list[dict[str, Any]],
+        max_completion_tokens: int | None = None,
+        temperature: float | None = None,
+        scope: str = "tools",
+        max_retries: int = 5,
+        initial_backoff: float = 1.0,
+        max_backoff: float = 30.0,
+        tool_choice: str | dict[str, Any] = "auto",
+    ) -> LLMToolCallResult:
+        """
+        Make an LLM API call with tool/function calling support.
+
+        Args:
+            messages: List of message dicts. Can include tool results with role='tool'.
+            tools: List of tool definitions in OpenAI format.
+            max_completion_tokens: Maximum tokens in response.
+            temperature: Sampling temperature (0.0-2.0).
+            scope: Scope identifier for tracking.
+            max_retries: Maximum retry attempts.
+            initial_backoff: Initial backoff time in seconds.
+            max_backoff: Maximum backoff time in seconds.
+            tool_choice: How to choose tools - "auto", "none", "required", or specific function.
+
+        Returns:
+            LLMToolCallResult with content and/or tool_calls.
+        """
+        start_time = time.time()
+
+        # Build call parameters
+        call_params: dict[str, Any] = {
+            "model": self.model,
+            "messages": messages,
+            "tools": tools,
+            "tool_choice": tool_choice,
+        }
+
+        if max_completion_tokens is not None:
+            call_params["max_completion_tokens"] = max_completion_tokens
+        if temperature is not None:
+            call_params["temperature"] = temperature
+
+        # Provider-specific parameters
+        if self.provider == "groq":
+            call_params["seed"] = DEFAULT_LLM_SEED
+
+        last_exception = None
+
+        for attempt in range(max_retries + 1):
+            try:
+                response = await self._client.chat.completions.create(**call_params)
+
+                message = response.choices[0].message
+                finish_reason = response.choices[0].finish_reason
+
+                # Extract tool calls if present
+                tool_calls: list[LLMToolCall] = []
+                if message.tool_calls:
+                    for tc in message.tool_calls:
+                        try:
+                            args = json.loads(tc.function.arguments) if tc.function.arguments else {}
+                        except json.JSONDecodeError:
+                            args = {"_raw": tc.function.arguments}
+                        tool_calls.append(LLMToolCall(id=tc.id, name=tc.function.name, arguments=args))
+
+                content = message.content
+
+                # Record metrics
+                duration = time.time() - start_time
+                usage = response.usage
+                input_tokens = usage.prompt_tokens or 0 if usage else 0
+                output_tokens = usage.completion_tokens or 0 if usage else 0
+
+                metrics = get_metrics_collector()
+                metrics.record_llm_call(
+                    provider=self.provider,
+                    model=self.model,
+                    scope=scope,
+                    duration=duration,
+                    input_tokens=input_tokens,
+                    output_tokens=output_tokens,
+                    success=True,
+                )
+
+                # Record OpenTelemetry span
+                from hindsight_api.tracing import get_span_recorder
+
+                span_recorder = get_span_recorder()
+                # Convert LLMToolCall objects to dicts for span recording
+                tool_calls_dict = (
+                    [{"id": tc.id, "name": tc.name, "arguments": tc.arguments} for tc in tool_calls]
+                    if tool_calls
+                    else None
+                )
+                span_recorder.record_llm_call(
+                    provider=self.provider,
+                    model=self.model,
+                    scope=scope,
+                    messages=messages,
+                    response_content=content,
+                    input_tokens=input_tokens,
+                    output_tokens=output_tokens,
+                    duration=duration,
+                    finish_reason=finish_reason,
+                    error=None,
+                    tool_calls=tool_calls_dict,
+                )
+
+                return LLMToolCallResult(
+                    content=content,
+                    tool_calls=tool_calls,
+                    finish_reason=finish_reason,
+                    input_tokens=input_tokens,
+                    output_tokens=output_tokens,
+                )
+
+            except APIConnectionError as e:
+                last_exception = e
+                if attempt < max_retries:
+                    await asyncio.sleep(min(initial_backoff * (2**attempt), max_backoff))
+                    continue
+                raise
+
+            except APIStatusError as e:
+                if e.status_code in (401, 403):
+                    raise
+                last_exception = e
+                if attempt < max_retries:
+                    await asyncio.sleep(min(initial_backoff * (2**attempt), max_backoff))
+                    continue
+                raise
+
+            except Exception:
+                raise
+
+        if last_exception:
+            raise last_exception
+        raise RuntimeError("Tool call failed after all retries")
+
+    async def _call_ollama_native(
+        self,
+        messages: list[dict[str, str]],
+        response_format: Any,
+        max_completion_tokens: int | None,
+        temperature: float | None,
+        max_retries: int,
+        initial_backoff: float,
+        max_backoff: float,
+        skip_validation: bool,
+        scope: str = "memory",
+        return_usage: bool = False,
+    ) -> Any:
+        """
+        Call Ollama using native API with JSON schema enforcement.
+
+        Ollama's native API supports passing a full JSON schema in the 'format' parameter,
+        which provides better structured output control than the OpenAI-compatible API.
+        """
+        start_time = time.time()
+
+        # Get the JSON schema from the Pydantic model
+        schema = response_format.model_json_schema() if hasattr(response_format, "model_json_schema") else None
+
+        # Build the base URL for Ollama's native API
+        # Default OpenAI-compatible URL is http://localhost:11434/v1
+        # Native API is at http://localhost:11434/api/chat
+        base_url = self.base_url or "http://localhost:11434/v1"
+        if base_url.endswith("/v1"):
+            native_url = base_url[:-3] + "/api/chat"
+        else:
+            native_url = base_url.rstrip("/") + "/api/chat"
+
+        # Build request payload
+        payload: dict[str, Any] = {
+            "model": self.model,
+            "messages": messages,
+            "stream": False,
+        }
+
+        # Add schema as format parameter for structured output
+        if schema:
+            payload["format"] = schema
+
+        # Add optional parameters with optimized defaults for Ollama
+        options: dict[str, Any] = {
+            "num_ctx": 16384,  # 16k context window for larger prompts
+            "num_batch": 512,  # Optimal batch size for prompt processing
+        }
+        if max_completion_tokens:
+            options["num_predict"] = max_completion_tokens
+        if temperature is not None:
+            options["temperature"] = temperature
+        payload["options"] = options
+
+        last_exception = None
+
+        async with httpx.AsyncClient(timeout=300.0) as client:
+            for attempt in range(max_retries + 1):
+                try:
+                    response = await client.post(native_url, json=payload)
+                    response.raise_for_status()
+
+                    result = response.json()
+                    content = result.get("message", {}).get("content", "")
+
+                    # Parse JSON response
+                    try:
+                        json_data = json.loads(content)
+                    except json.JSONDecodeError as json_err:
+                        content_preview = content[:500] if content else "<empty>"
+                        if content and len(content) > 700:
+                            content_preview = f"{content[:500]}...TRUNCATED...{content[-200:]}"
+                        logger.warning(
+                            f"Ollama JSON parse error (attempt {attempt + 1}/{max_retries + 1}): {json_err}\n"
+                            f"  Model: ollama/{self.model}\n"
+                            f"  Content length: {len(content) if content else 0} chars\n"
+                            f"  Content preview: {content_preview!r}"
+                        )
+                        if attempt < max_retries:
+                            backoff = min(initial_backoff * (2**attempt), max_backoff)
+                            await asyncio.sleep(backoff)
+                            last_exception = json_err
+                            continue
+                        else:
+                            raise
+
+                    # Extract token usage from Ollama response
+                    duration = time.time() - start_time
+                    input_tokens = result.get("prompt_eval_count", 0) or 0
+                    output_tokens = result.get("eval_count", 0) or 0
+                    total_tokens = input_tokens + output_tokens
+
+                    # Record LLM metrics
+                    metrics = get_metrics_collector()
+                    metrics.record_llm_call(
+                        provider=self.provider,
+                        model=self.model,
+                        scope=scope,
+                        duration=duration,
+                        input_tokens=input_tokens,
+                        output_tokens=output_tokens,
+                        success=True,
+                    )
+
+                    # Validate against Pydantic model or return raw JSON
+                    if skip_validation:
+                        validated_result = json_data
+                    else:
+                        validated_result = response_format.model_validate(json_data)
+
+                    if return_usage:
+                        token_usage = TokenUsage(
+                            input_tokens=input_tokens,
+                            output_tokens=output_tokens,
+                            total_tokens=total_tokens,
+                        )
+                        return validated_result, token_usage
+                    return validated_result
+
+                except httpx.HTTPStatusError as e:
+                    last_exception = e
+                    if attempt < max_retries:
+                        logger.warning(
+                            f"Ollama HTTP error (attempt {attempt + 1}/{max_retries + 1}): {e.response.status_code}"
+                        )
+                        backoff = min(initial_backoff * (2**attempt), max_backoff)
+                        await asyncio.sleep(backoff)
+                        continue
+                    else:
+                        logger.error(f"Ollama HTTP error after {max_retries + 1} attempts: {e}")
+                        raise
+
+                except httpx.RequestError as e:
+                    last_exception = e
+                    if attempt < max_retries:
+                        logger.warning(f"Ollama connection error (attempt {attempt + 1}/{max_retries + 1}): {e}")
+                        backoff = min(initial_backoff * (2**attempt), max_backoff)
+                        await asyncio.sleep(backoff)
+                        continue
+                    else:
+                        logger.error(f"Ollama connection error after {max_retries + 1} attempts: {e}")
+                        raise
+
+                except Exception as e:
+                    logger.error(f"Unexpected error during Ollama call: {type(e).__name__}: {e}")
+                    raise
+
+        if last_exception:
+            raise last_exception
+        raise RuntimeError("Ollama call failed after all retries")
+
+    async def supports_batch_api(self) -> bool:
+        """Check if this provider supports batch API operations."""
+        # Only OpenAI and Groq support batch API
+        return self.provider in ("openai", "groq")
+
+    async def submit_batch(
+        self,
+        requests: list[dict[str, Any]],
+        endpoint: str = "/v1/chat/completions",
+        completion_window: str = "24h",
+    ) -> dict[str, Any]:
+        """
+        Submit a batch of requests to OpenAI/Groq Batch API.
+
+        Args:
+            requests: List of request dicts with custom_id, method, url, body
+            endpoint: API endpoint (e.g., "/v1/chat/completions")
+            completion_window: Completion window (e.g., "24h")
+
+        Returns:
+            Dict with batch metadata including batch_id
+
+        Raises:
+            NotImplementedError: If provider doesn't support batch API
+        """
+        if not await self.supports_batch_api():
+            raise NotImplementedError(f"Batch API not supported for provider: {self.provider}")
+
+        logger.info(f"Submitting batch with {len(requests)} requests to {self.provider}")
+
+        # Format requests as JSONL
+        jsonl_content = "\n".join(json.dumps(req) for req in requests)
+
+        # Upload file to provider (wrap in BytesIO with filename)
+        file_bytes = io.BytesIO(jsonl_content.encode("utf-8"))
+        file_bytes.name = "batch_input.jsonl"  # OpenAI SDK needs a filename
+
+        file_response = await self._client.files.create(
+            file=file_bytes,
+            purpose="batch",
+        )
+
+        logger.debug(f"Uploaded batch file: {file_response.id}")
+
+        # Create batch
+        batch_response = await self._client.batches.create(
+            input_file_id=file_response.id,
+            endpoint=endpoint,
+            completion_window=completion_window,
+        )
+
+        logger.info(f"Batch submitted: {batch_response.id}, status={batch_response.status}")
+
+        return {
+            "batch_id": batch_response.id,
+            "status": batch_response.status,
+            "input_file_id": file_response.id,
+            "created_at": batch_response.created_at,
+            "request_count": len(requests),
+        }
+
+    async def get_batch_status(self, batch_id: str) -> dict[str, Any]:
+        """
+        Get the status of a batch job.
+
+        Args:
+            batch_id: Batch identifier
+
+        Returns:
+            Dict with status info (batch_id, status, completed_at, etc.)
+        """
+        if not await self.supports_batch_api():
+            raise NotImplementedError(f"Batch API not supported for provider: {self.provider}")
+
+        batch = await self._client.batches.retrieve(batch_id)
+
+        result = {
+            "batch_id": batch.id,
+            "status": batch.status,
+            "created_at": batch.created_at,
+            "request_counts": {
+                "total": batch.request_counts.total if batch.request_counts else 0,
+                "completed": batch.request_counts.completed if batch.request_counts else 0,
+                "failed": batch.request_counts.failed if batch.request_counts else 0,
+            },
+        }
+
+        if batch.completed_at:
+            result["completed_at"] = batch.completed_at
+        if batch.output_file_id:
+            result["output_file_id"] = batch.output_file_id
+        if batch.error_file_id:
+            result["error_file_id"] = batch.error_file_id
+        if batch.errors:
+            result["errors"] = batch.errors
+
+        return result
+
+    async def retrieve_batch_results(self, batch_id: str) -> list[dict[str, Any]]:
+        """
+        Retrieve completed batch results.
+
+        Args:
+            batch_id: Batch identifier
+
+        Returns:
+            List of result dicts (one per request, matched by custom_id)
+        """
+        if not await self.supports_batch_api():
+            raise NotImplementedError(f"Batch API not supported for provider: {self.provider}")
+
+        # Get batch status
+        batch = await self._client.batches.retrieve(batch_id)
+
+        if batch.status != "completed":
+            raise ValueError(f"Batch {batch_id} is not completed yet (status: {batch.status})")
+
+        if not batch.output_file_id:
+            raise ValueError(f"Batch {batch_id} has no output file")
+
+        # Download results file
+        logger.debug(f"Downloading results for batch {batch_id} from file {batch.output_file_id}")
+        file_content = await self._client.files.content(batch.output_file_id)
+
+        # Parse JSONL results
+        results = []
+        for line in file_content.text.strip().split("\n"):
+            if line:
+                results.append(json.loads(line))
+
+        logger.info(f"Retrieved {len(results)} results for batch {batch_id}")
+
+        return results
+
+    async def cleanup(self) -> None:
+        """Clean up resources (close OpenAI client connections)."""
+        if hasattr(self, "_client") and self._client:
+            await self._client.close()

hindsight-api/hindsight_api/engine/reflect/agent.py

@@ -20,26 +20,18 @@ from .tools_schema import get_reflect_tools
 
 
 def _build_directives_applied(directives: list[dict[str, Any]] | None) -> list[DirectiveInfo]:
-    """Build list of DirectiveInfo from directive mental models.
-
-    Handles multiple directive formats:
-    1. New format: directives have direct 'content' field
-    2. Fallback: directives have 'description' field
-    """
+    """Build list of DirectiveInfo from directives."""
     if not directives:
         return []
 
-    result = []
-    for directive in directives:
-        directive_id = directive.get("id", "")
-        directive_name = directive.get("name", "")
-
-        # Get content from 'content' field or fallback to 'description'
-        content = directive.get("content", "") or directive.get("description", "")
-
-        result.append(DirectiveInfo(id=directive_id, name=directive_name, content=content))
-
-    return result
+    return [
+        DirectiveInfo(
+            id=directive.get("id", ""),
+            name=directive.get("name", ""),
+            content=directive.get("content", ""),
+        )
+        for directive in directives
+    ]
 
 
 if TYPE_CHECKING:
@@ -274,7 +266,7 @@ async def run_reflect_agent(
     bank_profile: dict[str, Any],
     search_mental_models_fn: Callable[[str, int], Awaitable[dict[str, Any]]],
     search_observations_fn: Callable[[str, int], Awaitable[dict[str, Any]]],
-    recall_fn: Callable[[str, int], Awaitable[dict[str, Any]]],
+    recall_fn: Callable[[str, int, int], Awaitable[dict[str, Any]]],
     expand_fn: Callable[[list[str], str], Awaitable[dict[str, Any]]],
     context: str | None = None,
     max_iterations: int = DEFAULT_MAX_ITERATIONS,
@@ -390,6 +382,7 @@ async def run_reflect_agent(
             f"total={elapsed_ms}ms"
         )
 
+    consecutive_errors = 0
     for iteration in range(max_iterations):
         is_last = iteration == max_iterations - 1
 
@@ -402,7 +395,7 @@ async def run_reflect_agent(
                     {"role": "system", "content": FINAL_SYSTEM_PROMPT},
                     {"role": "user", "content": prompt},
                 ],
-                scope="reflect_agent_final",
+                scope="reflect",
                 max_completion_tokens=max_tokens,
                 return_usage=True,
             )
@@ -443,14 +436,32 @@ async def run_reflect_agent(
         # Call LLM with tools
         llm_start = time.time()
 
+        # Determine tool_choice for this iteration.
+        # Force the full hierarchical retrieval path before allowing auto:
+        # With mental models:
+        #   0 → search_mental_models, 1 → search_observations, 2 → recall, 3+ → auto
+        # Without mental models:
+        #   0 → search_observations, 1 → recall, 2+ → auto
+        if iteration == 0 and has_mental_models:
+            iter_tool_choice: str | dict = {"type": "function", "function": {"name": "search_mental_models"}}
+        elif iteration == 0:
+            iter_tool_choice = {"type": "function", "function": {"name": "search_observations"}}
+        elif iteration == 1 and has_mental_models:
+            iter_tool_choice = {"type": "function", "function": {"name": "search_observations"}}
+        elif iteration == 1 or (iteration == 2 and has_mental_models):
+            iter_tool_choice = {"type": "function", "function": {"name": "recall"}}
+        else:
+            iter_tool_choice = "auto"
+
         try:
             result = await llm_config.call_with_tools(
                 messages=messages,
                 tools=tools,
-                scope="reflect_agent",
-                tool_choice="required" if iteration == 0 else "auto",  # Force tool use on first iteration
+                scope="reflect_tool_call",
+                tool_choice=iter_tool_choice,
             )
             llm_duration = int((time.time() - llm_start) * 1000)
+            consecutive_errors = 0
             total_input_tokens += result.input_tokens
             total_output_tokens += result.output_tokens
             llm_trace.append(
@@ -464,13 +475,14 @@ async def run_reflect_agent(
 
         except Exception as e:
             err_duration = int((time.time() - llm_start) * 1000)
+            consecutive_errors += 1
             logger.warning(f"[REFLECT {reflect_id}] LLM error on iteration {iteration + 1}: {e} ({err_duration}ms)")
             llm_trace.append({"scope": f"agent_{iteration + 1}_err", "duration_ms": err_duration})
-            # Guardrail: If no evidence gathered yet, retry
+            # Guardrail: If no evidence gathered yet, retry (but cap consecutive errors to avoid long hangs)
             has_gathered_evidence = (
                 bool(available_memory_ids) or bool(available_mental_model_ids) or bool(available_observation_ids)
             )
-            if not has_gathered_evidence and iteration < max_iterations - 1:
+            if not has_gathered_evidence and iteration < max_iterations - 1 and consecutive_errors < 2:
                 continue
             prompt = build_final_prompt(query, context_history, bank_profile, context)
             llm_start = time.time()
@@ -479,7 +491,7 @@ async def run_reflect_agent(
                     {"role": "system", "content": FINAL_SYSTEM_PROMPT},
                     {"role": "user", "content": prompt},
                 ],
-                scope="reflect_agent_final",
+                scope="reflect",
                 max_completion_tokens=max_tokens,
                 return_usage=True,
             )
@@ -550,7 +562,7 @@ async def run_reflect_agent(
                     {"role": "system", "content": FINAL_SYSTEM_PROMPT},
                     {"role": "user", "content": prompt},
                 ],
-                scope="reflect_agent_final",
+                scope="reflect",
                 max_completion_tokens=max_tokens,
                 return_usage=True,
             )
@@ -617,23 +629,30 @@ async def run_reflect_agent(
                 )
                 continue
 
-            # Process done tool
-            return await _process_done_tool(
-                done_call,
-                available_memory_ids,
-                available_mental_model_ids,
-                available_observation_ids,
-                iteration + 1,
-                total_tools_called,
-                tool_trace,
-                _get_llm_trace(),
-                _get_usage(),
-                _log_completion,
-                reflect_id,
-                directives_applied=directives_applied,
-                llm_config=llm_config,
-                response_schema=response_schema,
-            )
+            # Process done tool - wrap with tool call span
+            from hindsight_api.tracing import get_tracer
+
+            tracer = get_tracer()
+            span_name = "hindsight.reflect_tool_call"
+            with tracer.start_as_current_span(span_name) as span:
+                span.set_attribute("hindsight.scope", "reflect_tool_call")
+                span.set_attribute("hindsight.operation", "reflect_tool_call")
+                return await _process_done_tool(
+                    done_call,
+                    available_memory_ids,
+                    available_mental_model_ids,
+                    available_observation_ids,
+                    iteration + 1,
+                    total_tools_called,
+                    tool_trace,
+                    _get_llm_trace(),
+                    _get_usage(),
+                    _log_completion,
+                    reflect_id,
+                    directives_applied=directives_applied,
+                    llm_config=llm_config,
+                    response_schema=response_schema,
+                )
 
         # Execute other tools in parallel (exclude done tool in all its format variants)
         other_tools = [tc for tc in result.tool_calls if not _is_done_tool(tc.name)]
@@ -800,9 +819,9 @@ async def _process_done_tool(
         answer = "No answer provided."
 
     # Validate IDs (only include IDs that were actually retrieved)
-    used_memory_ids = [mid for mid in args.get("memory_ids", []) if mid in available_memory_ids]
-    used_mental_model_ids = [mid for mid in args.get("mental_model_ids", []) if mid in available_mental_model_ids]
-    used_observation_ids = [oid for oid in args.get("observation_ids", []) if oid in available_observation_ids]
+    used_memory_ids = [mid for mid in (args.get("memory_ids") or []) if mid in available_memory_ids]
+    used_mental_model_ids = [mid for mid in (args.get("mental_model_ids") or []) if mid in available_mental_model_ids]
+    used_observation_ids = [oid for oid in (args.get("observation_ids") or []) if oid in available_observation_ids]
 
     # Generate structured output if schema provided
     structured_output = None
@@ -838,21 +857,71 @@ async def _execute_tool_with_timing(
     tc: "LLMToolCall",
     search_mental_models_fn: Callable[[str, int], Awaitable[dict[str, Any]]],
     search_observations_fn: Callable[[str, int], Awaitable[dict[str, Any]]],
-    recall_fn: Callable[[str, int], Awaitable[dict[str, Any]]],
+    recall_fn: Callable[[str, int, int], Awaitable[dict[str, Any]]],
     expand_fn: Callable[[list[str], str], Awaitable[dict[str, Any]]],
 ) -> tuple[dict[str, Any], int]:
     """Execute a tool call and return result with timing."""
-    start = time.time()
-    result = await _execute_tool(
-        tc.name,
-        tc.arguments,
-        search_mental_models_fn,
-        search_observations_fn,
-        recall_fn,
-        expand_fn,
-    )
-    duration_ms = int((time.time() - start) * 1000)
-    return result, duration_ms
+    from hindsight_api.tracing import get_tracer
+
+    start_time = time.time()
+
+    # Create span for tool execution
+    tracer = get_tracer()
+    # Normalize tool name for span
+    normalized_name = _normalize_tool_name(tc.name)
+    span_name = f"hindsight.reflect_tool_exec.{normalized_name}"
+
+    # Calculate timestamps
+    start_time_ns = time.time_ns()
+
+    with tracer.start_as_current_span(
+        span_name,
+        start_time=start_time_ns,
+        end_on_exit=False,
+    ) as span:
+        # Set attributes
+        span.set_attribute("hindsight.tool.name", normalized_name)
+        span.set_attribute("hindsight.tool.id", tc.id)
+        span.set_attribute("hindsight.tool.arguments", json.dumps(tc.arguments))
+
+        try:
+            result = await _execute_tool(
+                tc.name,
+                tc.arguments,
+                search_mental_models_fn,
+                search_observations_fn,
+                recall_fn,
+                expand_fn,
+            )
+
+            # Set success attributes
+            if isinstance(result, dict) and "error" in result:
+                from opentelemetry.trace import Status, StatusCode
+
+                span.set_status(Status(StatusCode.ERROR, result["error"]))
+            else:
+                from opentelemetry.trace import Status, StatusCode
+
+                span.set_status(Status(StatusCode.OK))
+
+            duration_ms = int((time.time() - start_time) * 1000)
+            span.set_attribute("hindsight.tool.duration_ms", duration_ms)
+
+            # End span with correct timestamp
+            end_time_ns = time.time_ns()
+            span.end(end_time=end_time_ns)
+
+            return result, duration_ms
+        except Exception as e:
+            from opentelemetry.trace import Status, StatusCode
+
+            span.set_status(Status(StatusCode.ERROR, str(e)))
+            span.record_exception(e)
+            duration_ms = int((time.time() - start_time) * 1000)
+            span.set_attribute("hindsight.tool.duration_ms", duration_ms)
+            end_time_ns = time.time_ns()
+            span.end(end_time=end_time_ns)
+            raise
 
 
 async def _execute_tool(
@@ -860,7 +929,7 @@ async def _execute_tool(
     args: dict[str, Any],
     search_mental_models_fn: Callable[[str, int], Awaitable[dict[str, Any]]],
     search_observations_fn: Callable[[str, int], Awaitable[dict[str, Any]]],
-    recall_fn: Callable[[str, int], Awaitable[dict[str, Any]]],
+    recall_fn: Callable[[str, int, int], Awaitable[dict[str, Any]]],
     expand_fn: Callable[[list[str], str], Awaitable[dict[str, Any]]],
 ) -> dict[str, Any]:
     """Execute a single tool by name."""
@@ -871,22 +940,23 @@ async def _execute_tool(
         query = args.get("query")
         if not query:
             return {"error": "search_mental_models requires a query parameter"}
-        max_results = args.get("max_results") or 5
+        max_results = int(args.get("max_results") or 5)
         return await search_mental_models_fn(query, max_results)
 
     elif tool_name == "search_observations":
         query = args.get("query")
         if not query:
             return {"error": "search_observations requires a query parameter"}
-        max_tokens = max(args.get("max_tokens") or 5000, 1000)  # Default 5000, min 1000
+        max_tokens = max(int(args.get("max_tokens") or 5000), 1000)  # Default 5000, min 1000
         return await search_observations_fn(query, max_tokens)
 
     elif tool_name == "recall":
         query = args.get("query")
         if not query:
             return {"error": "recall requires a query parameter"}
-        max_tokens = max(args.get("max_tokens") or 2048, 1000)  # Default 2048, min 1000
-        return await recall_fn(query, max_tokens)
+        max_tokens = max(int(args.get("max_tokens") or 2048), 1000)  # Default 2048, min 1000
+        max_chunk_tokens = max(int(args.get("max_chunk_tokens") or 1000), 1000)  # Always enabled, min 1000
+        return await recall_fn(query, max_tokens, max_chunk_tokens)
 
     elif tool_name == "expand":
         memory_ids = args.get("memory_ids", [])
@@ -904,19 +974,19 @@ def _summarize_input(tool_name: str, args: dict[str, Any]) -> str:
     if tool_name == "search_mental_models":
         query = args.get("query", "")
         query_preview = f"'{query[:30]}...'" if len(query) > 30 else f"'{query}'"
-        max_results = args.get("max_results") or 5
+        max_results = int(args.get("max_results") or 5)
         return f"(query={query_preview}, max_results={max_results})"
     elif tool_name == "search_observations":
         query = args.get("query", "")
         query_preview = f"'{query[:30]}...'" if len(query) > 30 else f"'{query}'"
-        max_tokens = max(args.get("max_tokens") or 5000, 1000)
+        max_tokens = max(int(args.get("max_tokens") or 5000), 1000)
         return f"(query={query_preview}, max_tokens={max_tokens})"
     elif tool_name == "recall":
         query = args.get("query", "")
         query_preview = f"'{query[:30]}...'" if len(query) > 30 else f"'{query}'"
-        # Show actual value used (default 2048, min 1000)
-        max_tokens = max(args.get("max_tokens") or 2048, 1000)
-        return f"(query={query_preview}, max_tokens={max_tokens})"
+        max_tokens = max(int(args.get("max_tokens") or 2048), 1000)
+        max_chunk_tokens = max(int(args.get("max_chunk_tokens") or 1000), 1000)
+        return f"(query={query_preview}, max_tokens={max_tokens}, max_chunk_tokens={max_chunk_tokens})"
     elif tool_name == "expand":
         memory_ids = args.get("memory_ids", [])
         depth = args.get("depth", "chunk")

hindsight-api/hindsight_api/engine/reflect/models.py

@@ -31,7 +31,7 @@ class ReflectAction(BaseModel):
         default=None, description="Observation sections for done action (when output_mode=observations)"
     )
     # Plain text answer fields (for output_mode=answer)
-    answer: str | None = Field(default=None, description="Plain text answer for done action (no markdown)")
+    answer: str | None = Field(default=None, description="Well-formatted markdown answer for done action")
     answer_memory_ids: list[str] | None = Field(
         default=None, description="Memory IDs supporting the answer", alias="memory_ids"
     )

hindsight-api/hindsight_api/engine/reflect/prompts.py

@@ -12,57 +12,20 @@ from typing import Any
 
 
 def _extract_directive_rules(directives: list[dict[str, Any]]) -> list[str]:
-    """
-    Extract directive rules as a list of strings.
-
-    Args:
-        directives: List of directives with name and content
-
-    Returns:
-        List of directive rule strings
-    """
+    """Extract directive rules as a list of strings."""
     rules = []
     for directive in directives:
-        directive_name = directive.get("name", "")
-        # New format: directives have direct content field
+        name = directive.get("name", "")
         content = directive.get("content", "")
         if content:
-            if directive_name:
-                rules.append(f"**{directive_name}**: {content}")
-            else:
-                rules.append(content)
-        else:
-            # Legacy format: check for observations
-            observations = directive.get("observations", [])
-            if observations:
-                for obs in observations:
-                    # Support both Pydantic Observation objects and dicts
-                    if hasattr(obs, "title"):
-                        title = obs.title
-                        obs_content = obs.content
-                    else:
-                        title = obs.get("title", "")
-                        obs_content = obs.get("content", "")
-                    if title and obs_content:
-                        rules.append(f"**{title}**: {obs_content}")
-                    elif obs_content:
-                        rules.append(obs_content)
-            elif directive_name:
-                # Fallback to description
-                desc = directive.get("description", "")
-                if desc:
-                    rules.append(f"**{directive_name}**: {desc}")
+            rules.append(f"**{name}**: {content}" if name else content)
     return rules
 
 
 def build_directives_section(directives: list[dict[str, Any]]) -> str:
-    """
-    Build the directives section for the system prompt.
+    """Build the directives section for the system prompt.
 
     Directives are hard rules that MUST be followed in all responses.
-
-    Args:
-        directives: List of directive mental models with observations
     """
     if not directives:
         return ""
@@ -148,7 +111,15 @@ def build_system_prompt_for_tools(
 
     parts = []
 
-    # Inject directives at the VERY START for maximum prominence
+    # Anti-hallucination rule at the very top
+    parts.extend(
+        [
+            "CRITICAL: You MUST ONLY use information from retrieved tool results. NEVER make up names, people, events, or entities.",
+            "",
+        ]
+    )
+
+    # Inject directives after anti-hallucination rule
     if directives:
         parts.append(build_directives_section(directives))
 
@@ -161,8 +132,14 @@ def build_system_prompt_for_tools(
 
     parts.extend(
         [
+            "## LANGUAGE RULE (default - directives take precedence)",
+            "- By default, detect the language of the user's question and respond in that SAME language.",
+            "- If the question is in Chinese, respond in Chinese. If in Japanese, respond in Japanese.",
+            "- IMPORTANT: The DIRECTIVES section above has HIGHER PRIORITY than this rule.",
+            "  If a directive specifies a language (e.g. 'Always respond in French'), follow the directive.",
+            "",
             "## CRITICAL RULES",
-            "- You must NEVER fabricate information that has no basis in retrieved data",
+            "- ONLY use information from tool results - no external knowledge or guessing",
             "- You SHOULD synthesize, infer, and reason from the retrieved memories",
             "- You MUST search before saying you don't have information",
             "",
@@ -197,6 +174,7 @@ def build_system_prompt_for_tools(
                 "### 3. RAW FACTS (recall) - Ground Truth",
                 "- Individual memories (world facts and experiences)",
                 "- Use when: no mental models/observations exist, they're stale, or you need specific details",
+                "- MANDATORY: If search_mental_models and search_observations both return 0 results, you MUST call recall() before giving up",
                 "- This is the source of truth that other levels are built from",
                 "",
             ]
@@ -214,6 +192,7 @@ def build_system_prompt_for_tools(
                 "### 2. RAW FACTS (recall) - Ground Truth",
                 "- Individual memories (world facts and experiences)",
                 "- Use when: no observations exist, they're stale, or you need specific details",
+                "- MANDATORY: If search_observations returns 0 results or count=0, you MUST call recall() before giving up",
                 "- This is the source of truth that observations are built from",
                 "",
             ]
@@ -291,7 +270,7 @@ def build_system_prompt_for_tools(
         parts.extend(
             [
                 "1. First, try search_observations() - check for consolidated knowledge",
-                "2. If observations are stale OR you need specific details, use recall() for raw facts",
+                "2. If search_observations returns 0 results OR observations are stale, you MUST call recall() for raw facts",
                 "3. Use expand() if you need more context on specific memories",
                 "4. When ready, call done() with your answer and supporting IDs",
             ]
@@ -300,11 +279,14 @@ def build_system_prompt_for_tools(
     parts.extend(
         [
             "",
-            "## Output Format: Plain Text Answer",
-            "Call done() with a plain text 'answer' field.",
-            "- Do NOT use markdown formatting",
+            "## Output Format: Well-Formatted Markdown Answer",
+            "Call done() with a well-formatted markdown 'answer' field.",
+            "- USE markdown formatting for structure (headers, lists, bold, italic, code blocks, tables, etc.)",
+            "- CRITICAL: Add blank lines before and after block elements (tables, code blocks, lists)",
+            "- Format for clarity and readability with proper spacing and hierarchy",
             "- NEVER include memory IDs, UUIDs, or 'Memory references' in the answer text",
             "- Put IDs ONLY in the memory_ids/mental_model_ids/observation_ids arrays, not in the answer",
+            "- CRITICAL: This is a NON-CONVERSATIONAL system. NEVER ask follow-up questions, offer further assistance, or suggest next steps. Your answer must be complete and self-contained. The user cannot reply.",
         ]
     )
 
@@ -463,21 +445,43 @@ def build_final_prompt(
     parts.append(
         "\n## Instructions\n"
         "Provide a thoughtful answer by synthesizing and reasoning from the retrieved data above. "
-        "You can make reasonable inferences from the memories, but don't completely fabricate information."
+        "You can make reasonable inferences from the memories, but don't completely fabricate information. "
         "If the exact answer isn't stated, use what IS stated to give the best possible answer. "
-        "Only say 'I don't have information' if the retrieved data is truly unrelated to the question."
+        "Only say 'I don't have information' if the retrieved data is truly unrelated to the question.\n\n"
+        "IMPORTANT: Output ONLY the final answer. Do NOT include meta-commentary like "
+        '"I\'ll search..." or "Let me analyze...". Do NOT explain your reasoning process. '
+        "Just provide the direct synthesized answer."
     )
 
     return "\n".join(parts)
 
 
-FINAL_SYSTEM_PROMPT = """You are a thoughtful assistant that synthesizes answers from retrieved memories.
+FINAL_SYSTEM_PROMPT = """CRITICAL: You MUST ONLY use information from retrieved tool results. NEVER make up names, people, events, or entities.
+
+You are a thoughtful assistant that synthesizes answers from retrieved memories.
 
 Your approach:
 - Reason over the retrieved memories to answer the question
 - Make reasonable inferences when the exact answer isn't explicitly stated
 - Connect related memories to form a complete picture
 - Be helpful - if you have related information, use it to give the best possible answer
+- ONLY use information from tool results - no external knowledge or guessing
 
 Only say "I don't have information" if the retrieved data is truly unrelated to the question.
-Do NOT fabricate information that has no basis in the retrieved data."""
+
+FORMATTING: Use proper markdown formatting in your answer:
+- Headers (##, ###) for sections
+- Lists (bullet or numbered) for enumerations
+- Bold/italic for emphasis
+- Tables with proper syntax (ensure blank line before and after)
+- Code blocks where appropriate
+- CRITICAL: Always add blank lines before and after block elements (tables, code blocks, lists)
+- Proper spacing between sections
+
+CRITICAL: Output ONLY the final synthesized answer. Do NOT include:
+- Meta-commentary about what you're doing ("I'll search...", "Let me analyze...")
+- Explanations of your reasoning process
+- Descriptions of your approach
+Just provide the direct answer with proper markdown formatting.
+
+CRITICAL: This is a NON-CONVERSATIONAL system. NEVER ask follow-up questions, offer to search again, suggest alternatives, or end with anything like "Would you like me to..." or "Let me know if...". The user cannot reply. Your answer must be complete and self-contained."""

hindsight-api/hindsight_api/engine/reflect/tools.py

@@ -9,7 +9,7 @@ Implements hierarchical retrieval:
 
 import logging
 import uuid
-from datetime import datetime, timedelta, timezone
+from datetime import datetime, timezone
 from typing import TYPE_CHECKING, Any
 
 if TYPE_CHECKING:
@@ -20,9 +20,6 @@ if TYPE_CHECKING:
 
 logger = logging.getLogger(__name__)
 
-# Observation is considered stale if not updated in this many days
-STALE_THRESHOLD_DAYS = 7
-
 
 async def tool_search_mental_models(
     conn: "Connection",
@@ -33,6 +30,7 @@ async def tool_search_mental_models(
     tags: list[str] | None = None,
     tags_match: str = "any",
     exclude_ids: list[str] | None = None,
+    pending_consolidation: int = 0,
 ) -> dict[str, Any]:
     """
     Search user-curated mental models by semantic similarity.
@@ -54,19 +52,18 @@ async def tool_search_mental_models(
         Dict with matching mental models including content and freshness info
     """
     from ..memory_engine import fq_table
+    from ..search.tags import build_tags_where_clause
 
     # Build filters dynamically
     filters = ""
     params: list[Any] = [bank_id, str(query_embedding), max_results]
     next_param = 4
 
+    # Use the centralized tag filtering logic
     if tags:
-        if tags_match == "all":
-            filters += f" AND tags @> ${next_param}::varchar[]"
-        else:
-            filters += f" AND (tags && ${next_param}::varchar[] OR tags IS NULL OR tags = '{{}}')"
-        params.append(tags)
-        next_param += 1
+        tag_clause, tag_params, next_param = build_tags_where_clause(tags, param_offset=next_param, match=tags_match)
+        filters += f" {tag_clause}"
+        params.extend(tag_params)
 
     if exclude_ids:
         filters += f" AND id != ALL(${next_param}::text[])"
@@ -88,7 +85,6 @@ async def tool_search_mental_models(
         *params,
     )
 
-    now = datetime.now(timezone.utc)
     mental_models = []
 
     for row in rows:
@@ -96,11 +92,10 @@ async def tool_search_mental_models(
         if last_refreshed_at and last_refreshed_at.tzinfo is None:
             last_refreshed_at = last_refreshed_at.replace(tzinfo=timezone.utc)
 
-        # Calculate freshness
-        is_stale = False
-        if last_refreshed_at:
-            age = now - last_refreshed_at
-            is_stale = age > timedelta(days=STALE_THRESHOLD_DAYS)
+        # A mental model is stale when there are memories that haven't been consolidated yet —
+        # the same signal used for observations staleness.
+        is_stale = pending_consolidation > 0
+        staleness_reason = f"{pending_consolidation} memories pending consolidation" if is_stale else None
 
         mental_models.append(
             {
@@ -111,6 +106,7 @@ async def tool_search_mental_models(
                 "relevance": round(row["relevance"], 4),
                 "updated_at": last_refreshed_at.isoformat() if last_refreshed_at else None,
                 "is_stale": is_stale,
+                "staleness_reason": staleness_reason,
             }
         )
 
@@ -133,7 +129,7 @@ async def tool_search_observations(
     pending_consolidation: int = 0,
 ) -> dict[str, Any]:
     """
-    Search consolidated observations using recall with include_observations.
+    Search consolidated observations using recall with include_source_facts.
 
     Observations are auto-generated from memories. Returns freshness info
     so the agent knows if it should also verify with recall().
@@ -150,72 +146,24 @@ async def tool_search_observations(
         pending_consolidation: Number of memories waiting to be consolidated
 
     Returns:
-        Dict with matching observations including freshness info
+        Dict with matching observations including freshness info and source memories
     """
-    from ..memory_engine import fq_table
-
-    # Use recall to search observations (they come back in results field when fact_type=["observation"])
     result = await memory_engine.recall_async(
         bank_id=bank_id,
         query=query,
-        fact_type=["observation"],  # Only retrieve observations
-        max_tokens=max_tokens,  # Token budget controls how many observations are returned
+        fact_type=["observation"],
+        max_tokens=max_tokens,
         enable_trace=False,
         request_context=request_context,
         tags=tags,
         tags_match=tags_match,
+        include_source_facts=True,
+        max_source_facts_tokens=-1,  # No token limit — include all source facts
         _connection_budget=1,
         _quiet=True,
     )
 
-    observations = []
-
-    # When fact_type=["observation"], results come back in `results` field as MemoryFact objects
-    # We need to fetch additional fields (proof_count, source_memory_ids) from the database
-    if result.results:
-        obs_ids = [m.id for m in result.results]
-
-        # Fetch proof_count and source_memory_ids for these observations
-        pool = await memory_engine._get_pool()
-        async with pool.acquire() as conn:
-            obs_rows = await conn.fetch(
-                f"""
-                SELECT id, proof_count, source_memory_ids
-                FROM {fq_table("memory_units")}
-                WHERE id = ANY($1::uuid[])
-                """,
-                obs_ids,
-            )
-            obs_data = {str(row["id"]): row for row in obs_rows}
-
-        for m in result.results:
-            # Get additional data from DB lookup
-            extra = obs_data.get(m.id, {})
-            proof_count = extra.get("proof_count", 1) if extra else 1
-            source_ids = extra.get("source_memory_ids", []) if extra else []
-            # Convert UUIDs to strings
-            source_memory_ids = [str(sid) for sid in (source_ids or [])]
-
-            # Determine staleness
-            is_stale = False
-            staleness_reason = None
-            if pending_consolidation > 0:
-                is_stale = True
-                staleness_reason = f"{pending_consolidation} memories pending consolidation"
-
-            observations.append(
-                {
-                    "id": str(m.id),
-                    "text": m.text,
-                    "proof_count": proof_count,
-                    "source_memory_ids": source_memory_ids,
-                    "tags": m.tags or [],
-                    "is_stale": is_stale,
-                    "staleness_reason": staleness_reason,
-                }
-            )
-
-    # Return freshness info (more understandable than raw pending_consolidation count)
+    is_stale = pending_consolidation > 0
     if pending_consolidation == 0:
         freshness = "up_to_date"
     elif pending_consolidation < 10:
@@ -225,8 +173,10 @@ async def tool_search_observations(
 
     return {
         "query": query,
-        "count": len(observations),
-        "observations": observations,
+        "count": len(result.results),
+        "observations": [m.model_dump() for m in result.results],
+        "source_facts": {k: v.model_dump() for k, v in (result.source_facts or {}).items()},
+        "is_stale": is_stale,
         "freshness": freshness,
     }
 
@@ -237,10 +187,10 @@ async def tool_recall(
     query: str,
     request_context: "RequestContext",
     max_tokens: int = 2048,
-    max_results: int = 50,
     tags: list[str] | None = None,
     tags_match: str = "any",
     connection_budget: int = 1,
+    max_chunk_tokens: int = 1000,
 ) -> dict[str, Any]:
     """
     Search memories using TEMPR retrieval.
@@ -254,18 +204,19 @@ async def tool_recall(
         query: Search query
         request_context: Request context for authentication
         max_tokens: Maximum tokens for results (default 2048)
-        max_results: Maximum number of results
         tags: Filter by tags (includes untagged memories)
         tags_match: How to match tags - "any" (OR), "all" (AND), or "exact"
         connection_budget: Max DB connections for this recall (default 1 for internal ops)
+        max_chunk_tokens: Maximum tokens for raw source chunk text (default 1000, always included)
 
     Returns:
-        Dict with list of matching memories
+        Dict with list of matching memories including raw chunk text
     """
+    include_chunks = True
     result = await memory_engine.recall_async(
         bank_id=bank_id,
         query=query,
-        fact_type=["experience", "world"],  # Exclude opinions and observations
+        fact_type=["experience", "world"],
         max_tokens=max_tokens,
         enable_trace=False,
         request_context=request_context,
@@ -273,24 +224,14 @@ async def tool_recall(
         tags_match=tags_match,
         _connection_budget=connection_budget,
         _quiet=True,  # Suppress logging for internal operations
+        include_chunks=include_chunks,
+        max_chunk_tokens=max_chunk_tokens,
     )
 
-    memories = []
-    for m in result.results[:max_results]:
-        memories.append(
-            {
-                "id": str(m.id),
-                "text": m.text,
-                "type": m.fact_type,
-                "entities": m.entities or [],
-                "occurred": m.occurred_start,  # Already ISO format string
-            }
-        )
-
     return {
         "query": query,
-        "count": len(memories),
-        "memories": memories,
+        "memories": [m.model_dump() for m in result.results],
+        "chunks": {k: v.model_dump() for k, v in (result.chunks or {}).items()},
     }
 
 

hindsight-api/hindsight_api/engine/reflect/tools_schema.py

@@ -47,7 +47,8 @@ TOOL_SEARCH_OBSERVATIONS = {
         "description": (
             "Search consolidated observations (auto-generated knowledge). These are automatically "
             "synthesized from memories. Returns observations with freshness info (updated_at, is_stale). "
-            "If an observation is STALE, you should ALSO use recall() to verify with current facts."
+            "If an observation is STALE, you should ALSO use recall() to verify with current facts. "
+            "IMPORTANT: If search_mental_models is available, you MUST call it FIRST before using this tool."
         ),
         "parameters": {
             "type": "object",
@@ -95,6 +96,10 @@ TOOL_RECALL = {
                     "type": "integer",
                     "description": "Optional limit on result size (default 2048). Use higher values for broader searches.",
                 },
+                "max_chunk_tokens": {
+                    "type": "integer",
+                    "description": "Maximum tokens for raw source chunk text included alongside each memory fact (default 1000, min 1000). Chunks provide the surrounding context the fact was extracted from. Increase for broader context.",
+                },
             },
             "required": ["reason", "query"],
         },
@@ -139,7 +144,7 @@ TOOL_DONE_ANSWER = {
             "properties": {
                 "answer": {
                     "type": "string",
-                    "description": "Your response as plain text. Do NOT use markdown formatting. NEVER include memory IDs, UUIDs, or 'Memory references' in this text - put IDs only in memory_ids array.",
+                    "description": "Your response as well-formatted markdown. Use headers, lists, bold/italic, and code blocks for clarity. NEVER include memory IDs, UUIDs, or 'Memory references' in this text - put IDs only in memory_ids array. LANGUAGE: By default, write in the SAME language as the user's question. However, if a language directive in the system prompt specifies a different language, follow that directive instead.",
                 },
                 "memory_ids": {
                     "type": "array",
@@ -190,7 +195,11 @@ def _build_done_tool_with_directives(directive_rules: list[str]) -> dict:
                 "properties": {
                     "answer": {
                         "type": "string",
-                        "description": "Your response as plain text. Do NOT use markdown formatting. NEVER include memory IDs, UUIDs, or 'Memory references' in this text - put IDs only in memory_ids array.",
+                        "description": (
+                            "Your response as well-formatted markdown. Use headers, lists, bold/italic, and code blocks for clarity. "
+                            "NEVER include memory IDs, UUIDs, or 'Memory references' in this text - put IDs only in memory_ids array. "
+                            f"MANDATORY: Your answer MUST comply with ALL directives:\n{rules_list}"
+                        ),
                     },
                     "memory_ids": {
                         "type": "array",

hindsight-api/hindsight_api/engine/response_models.py

@@ -159,6 +159,10 @@ class MemoryFact(BaseModel):
         None, description="ID of the chunk this fact was extracted from (format: bank_id_document_id_chunk_index)"
     )
     tags: list[str] | None = Field(None, description="Visibility scope tags associated with this fact")
+    source_fact_ids: list[str] | None = Field(
+        None,
+        description="IDs of source facts this observation was derived from (observation type only, when source_facts is enabled)",
+    )
 
 
 class ChunkInfo(BaseModel):
@@ -226,6 +230,9 @@ class RecallResult(BaseModel):
     chunks: dict[str, ChunkInfo] | None = Field(
         None, description="Chunks for facts, keyed by '{document_id}_{chunk_index}'"
     )
+    source_facts: dict[str, MemoryFact] | None = Field(
+        None, description="Source facts for observation-type results, keyed by fact ID"
+    )
 
 
 class ReflectResult(BaseModel):
@@ -263,7 +270,6 @@ class ReflectResult(BaseModel):
                         }
                     ],
                 },
-                "new_opinions": ["Machine learning has great potential in healthcare"],
                 "structured_output": {"summary": "ML in healthcare", "confidence": 0.9},
                 "usage": {"input_tokens": 1500, "output_tokens": 500, "total_tokens": 2000},
             }
@@ -272,9 +278,8 @@ class ReflectResult(BaseModel):
 
     text: str = Field(description="The formulated answer text")
     based_on: dict[str, Any] = Field(
-        description="Facts used to formulate the answer, organized by type (world, experience, opinion, mental_models, directives)"
+        description="Facts used to formulate the answer, organized by type (world, experience, mental_models, directives)"
     )
-    new_opinions: list[str] = Field(default_factory=list, description="List of newly formed opinions during reflection")
     structured_output: dict[str, Any] | None = Field(
         default=None,
         description="Structured output parsed according to the provided response schema. Only present when response_schema was provided.",
@@ -297,24 +302,6 @@ class ReflectResult(BaseModel):
     )
 
 
-class Opinion(BaseModel):
-    """
-    An opinion with confidence score.
-
-    Opinions represent the bank's formed perspectives on topics,
-    with a confidence level indicating strength of belief.
-    """
-
-    model_config = ConfigDict(
-        json_schema_extra={
-            "example": {"text": "Machine learning has great potential in healthcare", "confidence": 0.85}
-        }
-    )
-
-    text: str = Field(description="The opinion text")
-    confidence: float = Field(description="Confidence score between 0.0 and 1.0")
-
-
 class EntityObservation(BaseModel):
     """
     An observation about an entity.

hindsight-api/hindsight_api/engine/retain/fact_extraction.py

@@ -26,8 +26,6 @@ def _infer_temporal_date(fact_text: str, event_date: datetime) -> str | None:
     This is a fallback for when the LLM fails to extract temporal information
     from relative time expressions like "last night", "yesterday", etc.
     """
-    import re
-
     fact_lower = fact_text.lower()
 
     # Map relative time expressions to day offsets
@@ -57,21 +55,25 @@ def _infer_temporal_date(fact_text: str, event_date: datetime) -> str | None:
     return None
 
 
-def _sanitize_text(text: str) -> str:
+def _sanitize_text(text: str | None) -> str | None:
     """
-    Sanitize text by removing invalid Unicode surrogate characters.
+    Sanitize text by removing characters that break downstream systems.
 
-    Surrogate characters (U+D800 to U+DFFF) are used in UTF-16 encoding
-    but cannot be encoded in UTF-8. They can appear in Python strings
-    from improperly decoded data (e.g., from JavaScript or broken files).
+    Removes:
+    - Null bytes (\\x00): Invalid in PostgreSQL UTF-8 encoding
+    - Unicode surrogates (U+D800-U+DFFF): Invalid in UTF-8, break LLM APIs
 
-    This function removes unpaired surrogates to prevent UnicodeEncodeError
-    when the text is sent to the LLM API.
+    Surrogate characters are used in UTF-16 encoding but cannot be encoded
+    in UTF-8. They can appear in Python strings from improperly decoded data
+    (e.g., from JavaScript or broken files). Null bytes commonly appear in
+    OCR output, PDF extraction, or copy-paste from binary sources.
     """
+    if text is None:
+        return None
     if not text:
         return text
-    # Remove surrogate characters (U+D800 to U+DFFF) using regex
-    # These are invalid in UTF-8 and cause encoding errors
+    # Remove null bytes and surrogate characters
+    text = text.replace("\x00", "")
     return re.sub(r"[\ud800-\udfff]", "", text)
 
 
@@ -436,11 +438,9 @@ def _chunk_conversation(turns: list[dict], max_chars: int) -> list[str]:
 # Uses {extraction_guidelines} placeholder for mode-specific instructions
 _BASE_FACT_EXTRACTION_PROMPT = """Extract SIGNIFICANT facts from text. Be SELECTIVE - only extract facts worth remembering long-term.
 
-LANGUAGE REQUIREMENT: Detect the language of the input text. All extracted facts, entity names, descriptions, and other output MUST be in the SAME language as the input. Do not translate to another language.
+LANGUAGE: MANDATORY — Detect the language of the input text and produce ALL output in that EXACT same language. You are STRICTLY FORBIDDEN from translating or switching to any other language. Every single word of your output must be in the same language as the input. Do NOT output in a different language under any circumstance.
 
-{fact_types_instruction}
-
-{extraction_guidelines}
+{retain_mission_section}{extraction_guidelines}
 
 ══════════════════════════════════════════════════════════════════════════
 FACT FORMAT - BE CONCISE
@@ -479,7 +479,9 @@ TEMPORAL HANDLING
 ══════════════════════════════════════════════════════════════════════════
 
 Use "Event Date" from input as reference for relative dates.
-- "yesterday" relative to Event Date, not today
+- CRITICAL: Convert ALL relative temporal expressions to absolute dates in the fact text itself.
+  "yesterday" → write the resolved date (e.g. "on November 12, 2024"), NOT the word "yesterday"
+  "last night", "this morning", "today", "tonight" → convert to the resolved absolute date
 - For events: set occurred_start AND occurred_end (same for point events)
 - For conversation facts: NO occurred dates
 
@@ -517,7 +519,7 @@ CONSOLIDATE related statements into ONE fact when possible."""
 _CONCISE_EXAMPLES = """
 
 ══════════════════════════════════════════════════════════════════════════
-EXAMPLES
+EXAMPLES (shown in English for illustration; for non-English input, ALL output values MUST be in the input language)
 ══════════════════════════════════════════════════════════════════════════
 
 Example 1 - Selective extraction (Event Date: June 10, 2024):
@@ -538,18 +540,23 @@ Output: ONLY 2 facts (skip coffee preference - too trivial):
 QUALITY OVER QUANTITY
 ══════════════════════════════════════════════════════════════════════════
 
-Ask: "Would this be useful to recall in 6 months?" If no, skip it."""
+Ask: "Would this be useful to recall in 6 months?" If no, skip it.
 
-# Assembled concise prompt (backward compatible - exact same output as before)
+IMPORTANT: Sensory/emotional details and observations that provide meaningful context
+about experiences ARE important to remember, even if they seem small (e.g., how food
+tasted, how someone looked, how loud music was). Extract these if they characterize
+an experience or person."""
+
+# Assembled concise prompt
 CONCISE_FACT_EXTRACTION_PROMPT = _BASE_FACT_EXTRACTION_PROMPT.format(
-    fact_types_instruction="{fact_types_instruction}",
+    retain_mission_section="{retain_mission_section}",
     extraction_guidelines=_CONCISE_GUIDELINES,
     examples=_CONCISE_EXAMPLES,
 )
 
 # Custom prompt uses same base but without examples
 CUSTOM_FACT_EXTRACTION_PROMPT = _BASE_FACT_EXTRACTION_PROMPT.format(
-    fact_types_instruction="{fact_types_instruction}",
+    retain_mission_section="{retain_mission_section}",
     extraction_guidelines="{custom_instructions}",
     examples="",  # No examples for custom mode
 )
@@ -558,10 +565,7 @@ CUSTOM_FACT_EXTRACTION_PROMPT = _BASE_FACT_EXTRACTION_PROMPT.format(
 # Verbose extraction prompt - detailed, comprehensive facts (legacy mode)
 VERBOSE_FACT_EXTRACTION_PROMPT = """Extract facts from text into structured format with FIVE required dimensions - BE EXTREMELY DETAILED.
 
-LANGUAGE REQUIREMENT: Detect the language of the input text. All extracted facts, entity names, descriptions,
-and other output MUST be in the SAME language as the input. Do not translate to English if the input is in another language.
-
-{fact_types_instruction}
+LANGUAGE: MANDATORY — Detect the language of the input text and produce ALL output in that EXACT same language. You are STRICTLY FORBIDDEN from translating or switching to any other language. Every single word of your output must be in the same language as the input. Do NOT output in a different language under any circumstance.
 
 ══════════════════════════════════════════════════════════════════════════
 FACT FORMAT - ALL FIVE DIMENSIONS REQUIRED - MAXIMUM VERBOSITY
@@ -637,6 +641,7 @@ For EVENTS (fact_kind="event") - MUST SET BOTH occurred_start AND occurred_end:
 - Convert relative dates → absolute using Event Date as reference
 - If Event Date is "Saturday, March 15, 2020", then "yesterday" = Friday, March 14, 2020
 - Dates mentioned in text (e.g., "in March 2020") should use THAT year, not current year
+- CRITICAL: If the content mentions an absolute date (e.g., "March 15, 2024", "2024-03-15"), you MUST extract it and set occurred_start in ISO format
 - Always include the day name (Monday, Tuesday, etc.) in the 'when' field
 - Set occurred_start AND occurred_end to WHEN IT HAPPENED (not when mentioned)
 - For single-day/point events: set occurred_end = occurred_start (same timestamp)
@@ -685,6 +690,117 @@ Example: "Lost job → couldn't pay rent → moved apartment"
 - Fact 2: Moved apartment, causal_relations: [{target_index: 1, relation_type: "caused_by"}]"""
 
 
+def _build_extraction_prompt_and_schema(config) -> tuple[str, type]:
+    """
+    Build extraction prompt and response schema based on config.
+
+    Returns:
+        Tuple of (prompt, response_schema)
+    """
+    extraction_mode = config.retain_extraction_mode
+    extract_causal_links = config.retain_extract_causal_links
+
+    # Build retain_mission section if set - injected before the mode-specific guidelines
+    retain_mission = getattr(config, "retain_mission", None)
+    if retain_mission:
+        retain_mission_section = (
+            f"══════════════════════════════════════════════════════════════════════════\n"
+            f"FOCUS — What to retain for this bank\n"
+            f"══════════════════════════════════════════════════════════════════════════\n\n"
+            f"{retain_mission}\n\n"
+        )
+    else:
+        retain_mission_section = ""
+
+    # Select base prompt based on extraction mode
+    if extraction_mode == "custom":
+        if not config.retain_custom_instructions:
+            base_prompt = CONCISE_FACT_EXTRACTION_PROMPT
+            prompt = base_prompt.format(
+                retain_mission_section=retain_mission_section,
+            )
+        else:
+            base_prompt = CUSTOM_FACT_EXTRACTION_PROMPT
+            prompt = base_prompt.format(
+                retain_mission_section=retain_mission_section,
+                custom_instructions=config.retain_custom_instructions,
+            )
+    elif extraction_mode == "verbose":
+        prompt = VERBOSE_FACT_EXTRACTION_PROMPT
+    else:
+        base_prompt = CONCISE_FACT_EXTRACTION_PROMPT
+        prompt = base_prompt.format(
+            retain_mission_section=retain_mission_section,
+        )
+
+    # Add causal relationships section if enabled
+    if extract_causal_links:
+        prompt = prompt + CAUSAL_RELATIONSHIPS_SECTION
+        response_schema = FactExtractionResponseVerbose if extraction_mode == "verbose" else FactExtractionResponse
+    else:
+        response_schema = FactExtractionResponseNoCausal
+
+    return prompt, response_schema
+
+
+def _build_user_message(
+    chunk: str,
+    chunk_index: int,
+    total_chunks: int,
+    event_date: datetime,
+    context: str,
+    metadata: dict[str, str] | None = None,
+) -> str:
+    """Build user message for fact extraction."""
+    from .orchestrator import parse_datetime_flexible
+
+    sanitized_chunk = _sanitize_text(chunk)
+    sanitized_context = _sanitize_text(context) if context else "none"
+    event_date = parse_datetime_flexible(event_date)
+    event_date_formatted = event_date.strftime("%A, %B %d, %Y")
+
+    metadata_section = ""
+    if metadata:
+        metadata_lines = "\n".join(f"  {k}: {v}" for k, v in metadata.items())
+        metadata_section = f"\nMetadata:\n{metadata_lines}"
+
+    return f"""Extract facts from the following text chunk.
+
+Chunk: {chunk_index + 1}/{total_chunks}
+Event Date: {event_date_formatted} ({event_date.isoformat()})
+Context: {sanitized_context}{metadata_section}
+
+Text:
+{sanitized_chunk}"""
+
+
+def _build_request_body(llm_config, config, prompt: str, user_message: str, response_schema: type) -> dict:
+    """Build request body for LLM API call."""
+    request_body = {
+        "model": llm_config.model,
+        "messages": [{"role": "system", "content": prompt}, {"role": "user", "content": user_message}],
+        "temperature": 0.1,
+    }
+
+    # Add max_completion_tokens if configured
+    if config.retain_max_completion_tokens:
+        request_body["max_completion_tokens"] = config.retain_max_completion_tokens
+
+    # Add service_tier for OpenAI Flex Processing
+    if llm_config.provider == "openai" and llm_config._provider_impl.openai_service_tier:
+        request_body["service_tier"] = llm_config._provider_impl.openai_service_tier
+
+    # Add response_format (JSON schema)
+    if hasattr(response_schema, "model_json_schema"):
+        schema = response_schema.model_json_schema()
+        request_body["response_format"] = {
+            "type": "json_schema",
+            "json_schema": {"name": "facts", "schema": schema},
+        }
+
+    return request_body
+
+
 async def _extract_facts_from_chunk(
     chunk: str,
     chunk_index: int,
@@ -692,8 +808,9 @@ async def _extract_facts_from_chunk(
     event_date: datetime,
     context: str,
     llm_config: "LLMConfig",
+    config,
     agent_name: str = None,
-    extract_opinions: bool = False,
+    metadata: dict[str, str] | None = None,
 ) -> tuple[list[dict[str, str]], TokenUsage]:
     """
     Extract facts from a single chunk (internal helper for parallel processing).
@@ -707,87 +824,45 @@ async def _extract_facts_from_chunk(
 
     logger = logging.getLogger(__name__)
 
-    memory_bank_context = f"\n- Your name: {agent_name}" if agent_name and extract_opinions else ""
-
-    # Determine which fact types to extract based on the flag
-    # Note: We use "assistant" in the prompt but convert to "bank" for storage
-    if extract_opinions:
-        # Opinion extraction uses a separate prompt (not this one)
-        fact_types_instruction = "Extract ONLY 'opinion' type facts (formed opinions, beliefs, and perspectives). DO NOT extract 'world' or 'assistant' facts."
-    else:
-        fact_types_instruction = (
-            "Extract ONLY 'world' and 'assistant' type facts. DO NOT extract opinions - those are extracted separately."
-        )
+    # Build prompt and schema using helper function
+    prompt, response_schema = _build_extraction_prompt_and_schema(config)
 
     # Check config for extraction mode and causal link extraction
-    config = get_config()
     extraction_mode = config.retain_extraction_mode
     extract_causal_links = config.retain_extract_causal_links
 
-    # Select base prompt based on extraction mode
-    if extraction_mode == "custom":
-        # Custom mode: inject user-provided guidelines
-        if not config.retain_custom_instructions:
-            logger.warning(
-                "extraction_mode='custom' but HINDSIGHT_API_RETAIN_CUSTOM_INSTRUCTIONS not set. "
-                "Falling back to 'concise' mode."
-            )
-            base_prompt = CONCISE_FACT_EXTRACTION_PROMPT
-            prompt = base_prompt.format(fact_types_instruction=fact_types_instruction)
-        else:
-            base_prompt = CUSTOM_FACT_EXTRACTION_PROMPT
-            prompt = base_prompt.format(
-                fact_types_instruction=fact_types_instruction,
-                custom_instructions=config.retain_custom_instructions,
-            )
-    elif extraction_mode == "verbose":
-        base_prompt = VERBOSE_FACT_EXTRACTION_PROMPT
-        prompt = base_prompt.format(fact_types_instruction=fact_types_instruction)
-    else:
-        base_prompt = CONCISE_FACT_EXTRACTION_PROMPT
-        prompt = base_prompt.format(fact_types_instruction=fact_types_instruction)
-
-    # Build the full prompt with or without causal relationships section
-    # Select appropriate response schema based on extraction mode and causal links
-    if extract_causal_links:
-        prompt = prompt + CAUSAL_RELATIONSHIPS_SECTION
-        if extraction_mode == "verbose":
-            response_schema = FactExtractionResponseVerbose
-        else:
-            response_schema = FactExtractionResponse
-    else:
-        response_schema = FactExtractionResponseNoCausal
+    # Build user message using helper function
+    user_message = _build_user_message(chunk, chunk_index, total_chunks, event_date, context, metadata)
 
     # Retry logic for JSON validation errors
     max_retries = 2
     last_error = None
 
-    # Sanitize input text to prevent Unicode encoding errors (e.g., unpaired surrogates)
-    sanitized_chunk = _sanitize_text(chunk)
-    sanitized_context = _sanitize_text(context) if context else "none"
-
-    # Build user message with metadata and chunk content in a clear format
-    # Format event_date with day of week for better temporal reasoning
-    event_date_formatted = event_date.strftime("%A, %B %d, %Y")  # e.g., "Monday, June 10, 2024"
-    user_message = f"""Extract facts from the following text chunk.
-{memory_bank_context}
-
-Chunk: {chunk_index + 1}/{total_chunks}
-Event Date: {event_date_formatted} ({event_date.isoformat()})
-Context: {sanitized_context}
-
-Text:
-{sanitized_chunk}"""
-
     usage = TokenUsage()  # Track cumulative usage across retries
     for attempt in range(max_retries):
         try:
+            # Use retain-specific overrides if set, otherwise fall back to global LLM config
+            max_retries = (
+                config.retain_llm_max_retries if config.retain_llm_max_retries is not None else config.llm_max_retries
+            )
+            initial_backoff = (
+                config.retain_llm_initial_backoff
+                if config.retain_llm_initial_backoff is not None
+                else config.llm_initial_backoff
+            )
+            max_backoff = (
+                config.retain_llm_max_backoff if config.retain_llm_max_backoff is not None else config.llm_max_backoff
+            )
+
             extraction_response_json, call_usage = await llm_config.call(
                 messages=[{"role": "system", "content": prompt}, {"role": "user", "content": user_message}],
                 response_format=response_schema,
-                scope="memory_extract_facts",
+                scope="retain_extract_facts",
                 temperature=0.1,
                 max_completion_tokens=config.retain_max_completion_tokens,
+                max_retries=max_retries,
+                initial_backoff=initial_backoff,
+                max_backoff=max_backoff,
                 skip_validation=True,  # Get raw JSON, we'll validate leniently
                 return_usage=True,
             )
@@ -991,6 +1066,29 @@ Text:
 
         except BadRequestError as e:
             last_error = e
+            error_str = str(e).lower()
+
+            # Check if error is related to max_tokens/completion_tokens not being supported
+            if any(
+                keyword in error_str
+                for keyword in [
+                    "max_tokens",
+                    "max_completion_tokens",
+                    "maximum context",
+                    "token limit",
+                    "context length",
+                ]
+            ):
+                # Provide helpful error message with configuration suggestions
+                raise ValueError(
+                    f"Model does not support the required output token limit.\n\n"
+                    f"The model '{llm_config.model}' (provider: {llm_config.provider}) failed with: {e}\n\n"
+                    f"You have two options to fix this:\n"
+                    f"  1. Use a different model that supports at least {config.retain_max_completion_tokens} output tokens\n"
+                    f"  2. Decrease HINDSIGHT_API_RETAIN_MAX_COMPLETION_TOKENS to a value your model supports\n"
+                    f"     (current value: {config.retain_max_completion_tokens}, must be > RETAIN_CHUNK_SIZE={config.retain_chunk_size})"
+                ) from e
+
             if "json_validate_failed" in str(e):
                 logger.warning(
                     f"          [1.3.{chunk_index + 1}] Attempt {attempt + 1}/{max_retries} failed with JSON validation error: {e}"
@@ -1012,8 +1110,9 @@ async def _extract_facts_with_auto_split(
     event_date: datetime,
     context: str,
     llm_config: LLMConfig,
+    config,
     agent_name: str = None,
-    extract_opinions: bool = False,
+    metadata: dict[str, str] | None = None,
 ) -> tuple[list[dict[str, str]], TokenUsage]:
     """
     Extract facts from a chunk with automatic splitting if output exceeds token limits.
@@ -1028,8 +1127,9 @@ async def _extract_facts_with_auto_split(
         event_date: Reference date for temporal information
         context: Context about the conversation/document
         llm_config: LLM configuration to use
+        config: Resolved HindsightConfig for this bank
         agent_name: Optional agent name (memory owner)
-        extract_opinions: If True, extract ONLY opinions. If False, extract world and agent facts (no opinions)
+        metadata: Optional document metadata key-value pairs
 
     Returns:
         Tuple of (facts list, token usage) extracted from the chunk (possibly from sub-chunks)
@@ -1047,8 +1147,9 @@ async def _extract_facts_with_auto_split(
             event_date=event_date,
             context=context,
             llm_config=llm_config,
+            config=config,
             agent_name=agent_name,
-            extract_opinions=extract_opinions,
+            metadata=metadata,
         )
     except OutputTooLongError:
         # Output exceeded token limits - split the chunk in half and retry
@@ -1092,8 +1193,9 @@ async def _extract_facts_with_auto_split(
                 event_date=event_date,
                 context=context,
                 llm_config=llm_config,
+                config=config,
                 agent_name=agent_name,
-                extract_opinions=extract_opinions,
+                metadata=metadata,
             ),
             _extract_facts_with_auto_split(
                 chunk=second_half,
@@ -1102,8 +1204,9 @@ async def _extract_facts_with_auto_split(
                 event_date=event_date,
                 context=context,
                 llm_config=llm_config,
+                config=config,
                 agent_name=agent_name,
-                extract_opinions=extract_opinions,
+                metadata=metadata,
             ),
         ]
 
@@ -1126,8 +1229,9 @@ async def extract_facts_from_text(
     event_date: datetime,
     llm_config: LLMConfig,
     agent_name: str,
+    config,
     context: str = "",
-    extract_opinions: bool = False,
+    metadata: dict[str, str] | None = None,
 ) -> tuple[list[Fact], list[tuple[str, int]], TokenUsage]:
     """
     Extract semantic facts from conversational or narrative text using LLM.
@@ -1141,10 +1245,11 @@ async def extract_facts_from_text(
     Args:
         text: Input text (conversation, article, etc.)
         event_date: Reference date for resolving relative times
-        context: Context about the conversation/document
         llm_config: LLM configuration to use
         agent_name: Agent name (memory owner)
-        extract_opinions: If True, extract ONLY opinions. If False, extract world and bank facts (no opinions)
+        config: Resolved HindsightConfig for this bank
+        context: Context about the conversation/document
+        metadata: Optional document metadata key-value pairs
 
     Returns:
         Tuple of (facts, chunks, usage) where:
@@ -1152,7 +1257,6 @@ async def extract_facts_from_text(
         - chunks: List of tuples (chunk_text, fact_count) for each chunk
         - usage: Aggregated token usage across all LLM calls
     """
-    config = get_config()
     chunks = chunk_text(text, max_chars=config.retain_chunk_size)
 
     # Log chunk count before starting LLM requests
@@ -1171,8 +1275,9 @@ async def extract_facts_from_text(
             event_date=event_date,
             context=context,
             llm_config=llm_config,
+            config=config,
             agent_name=agent_name,
-            extract_opinions=extract_opinions,
+            metadata=metadata,
         )
         for i, chunk in enumerate(chunks)
     ]
@@ -1199,12 +1304,424 @@ from .types import ExtractedFact as ExtractedFactType
 
 logger = logging.getLogger(__name__)
 
-# Each fact gets 10 seconds offset to preserve ordering within a document
-SECONDS_PER_FACT = 10
+# Each fact gets 10ms offset to preserve ordering within a document
+SECONDS_PER_FACT = 0.01
+
+
+async def extract_facts_from_contents_batch_api(
+    contents: list[RetainContent],
+    llm_config,
+    agent_name: str,
+    config,
+    pool=None,
+    operation_id: str | None = None,
+    schema: str | None = None,
+) -> tuple[list[ExtractedFactType], list[ChunkMetadata], TokenUsage]:
+    """
+    Extract facts using LLM Batch API (OpenAI/Groq).
+
+    Submits all chunks as a single batch, polls until complete, then processes results.
+    Only called when config.retain_batch_enabled=True.
+
+    Args:
+        contents: List of RetainContent objects to process
+        llm_config: LLM configuration with batch API support
+        agent_name: Name of the agent
+        config: Resolved HindsightConfig for this bank
+        pool: Database connection pool (for storing batch state)
+        operation_id: Async operation ID (for crash recovery)
+        schema: Database schema (for multi-tenant support)
+
+    Returns:
+        Tuple of (extracted_facts, chunks_metadata, usage)
+    """
+    if not contents:
+        return [], [], TokenUsage()
+
+    logger.info(f"Using Batch API for fact extraction ({len(contents)} contents)")
+
+    # Check config for extraction mode and causal link extraction (used throughout)
+    extraction_mode = config.retain_extraction_mode
+    extract_causal_links = config.retain_extract_causal_links
+
+    # Check if provider supports batch API
+    if not await llm_config._provider_impl.supports_batch_api():
+        logger.warning(f"Batch API not supported for provider {llm_config.provider}, falling back to sync mode")
+        return await extract_facts_from_contents(contents, llm_config, agent_name, config, pool, operation_id, schema)
+
+    # Check if we're resuming an existing batch (crash recovery)
+    batch_id = None
+    if operation_id and pool:
+        from ..task_backend import fq_table
+
+        table = fq_table("async_operations", schema)
+        row = await pool.fetchrow(
+            f"SELECT result_metadata FROM {table} WHERE operation_id = $1",
+            operation_id,
+        )
+
+        if row and row["result_metadata"]:
+            metadata = row["result_metadata"]
+            if isinstance(metadata, str):
+                metadata = json.loads(metadata)
+            batch_id = metadata.get("batch_id")
+
+            if batch_id:
+                logger.info(f"Resuming existing batch: batch_id={batch_id} (crash recovery)")
+
+    # Step 1: Chunk all contents and build batch requests (skip if resuming)
+    all_chunks_info = []  # List of (chunk_text, content_index, chunk_index_in_content, event_date, context)
+    batch_requests = []
+
+    # Build prompt and schema once (same for all chunks)
+    prompt, response_schema = _build_extraction_prompt_and_schema(config)
+
+    for content_index, item in enumerate(contents):
+        chunks = chunk_text(item.content, max_chars=config.retain_chunk_size)
+
+        for chunk_index_in_content, chunk in enumerate(chunks):
+            all_chunks_info.append((chunk, content_index, chunk_index_in_content, item.event_date, item.context))
+
+            # Build batch request for this chunk
+            custom_id = f"chunk_{len(all_chunks_info) - 1}"  # Global chunk index
+
+            # Build user message using helper function
+            user_message = _build_user_message(
+                chunk, chunk_index_in_content, len(chunks), item.event_date, item.context, item.metadata or None
+            )
+
+            # Build request body using helper function
+            request_body = _build_request_body(llm_config, config, prompt, user_message, response_schema)
+
+            batch_requests.append(
+                {"custom_id": custom_id, "method": "POST", "url": "/v1/chat/completions", "body": request_body}
+            )
+
+    if not batch_requests and not batch_id:  # No requests and not resuming
+        return [], [], TokenUsage()
+
+    # Step 2: Submit batch (skip if resuming)
+    if not batch_id:
+        logger.info(f"Submitting batch with {len(batch_requests)} chunk requests")
+
+        batch_metadata = await llm_config._provider_impl.submit_batch(batch_requests)
+        batch_id = batch_metadata["batch_id"]
+
+        logger.info(f"Batch submitted: {batch_id}, polling every {config.retain_batch_poll_interval_seconds}s")
+
+        # CRITICAL: Store minimal batch state in operation metadata for crash recovery
+        # This allows resuming polling if worker restarts
+        if operation_id and pool:
+            batch_state = {
+                "batch_id": batch_id,
+                "batch_provider": llm_config.provider,
+                "chunk_count": len(batch_requests),
+            }
+
+            # Update operation result_metadata
+            from ..task_backend import fq_table
+
+            table = fq_table("async_operations", schema)
+            await pool.execute(
+                f"""
+                UPDATE {table}
+                SET result_metadata = result_metadata || $1::jsonb, updated_at = now()
+                WHERE operation_id = $2
+                """,
+                json.dumps(batch_state),
+                operation_id,
+            )
+            logger.info(f"Stored batch state for operation {operation_id} (crash recovery enabled)")
+    else:
+        logger.info(f"Resuming polling for existing batch: {batch_id}")
+
+    # Step 3: Poll until complete
+    import time
+
+    start_time = time.time()
+    while True:
+        status_info = await llm_config._provider_impl.get_batch_status(batch_id)
+        status = status_info["status"]
+
+        elapsed = time.time() - start_time
+        logger.info(
+            f"Batch {batch_id}: status={status}, "
+            f"completed={status_info['request_counts']['completed']}/{status_info['request_counts']['total']}, "
+            f"elapsed={elapsed:.0f}s"
+        )
+
+        if status == "completed":
+            break
+        elif status in ("failed", "expired", "cancelled"):
+            error_msg = status_info.get("errors", "Unknown error")
+            raise RuntimeError(f"Batch {batch_id} failed with status {status}: {error_msg}")
+
+        # Wait before polling again
+        await asyncio.sleep(config.retain_batch_poll_interval_seconds)
+
+    logger.info(f"Batch {batch_id} completed in {elapsed:.0f}s, retrieving results")
+
+    # Step 4: Retrieve results
+    batch_results = await llm_config._provider_impl.retrieve_batch_results(batch_id)
+
+    # Map results by custom_id
+    results_by_id = {result["custom_id"]: result for result in batch_results}
+
+    # Step 5: Parse results into facts (same as sync mode)
+    all_facts_from_llm = []
+    chunks_metadata = []
+    total_usage = TokenUsage()
+
+    for chunk_idx, (chunk_content, content_index, chunk_index_in_content, event_date, context) in enumerate(
+        all_chunks_info
+    ):
+        custom_id = f"chunk_{chunk_idx}"
+        result = results_by_id.get(custom_id)
+
+        if not result:
+            logger.warning(f"Missing result for {custom_id}, skipping")
+            chunks_metadata.append(
+                ChunkMetadata(
+                    chunk_text=chunk_content, fact_count=0, content_index=content_index, chunk_index=chunk_idx
+                )
+            )
+            continue
+
+        # Check for errors
+        if result.get("error"):
+            logger.error(f"Error in {custom_id}: {result['error']}")
+            chunks_metadata.append(
+                ChunkMetadata(
+                    chunk_text=chunk_content, fact_count=0, content_index=content_index, chunk_index=chunk_idx
+                )
+            )
+            continue
+
+        # Extract response
+        response_body = result.get("response", {}).get("body", {})
+        choices = response_body.get("choices", [])
+
+        if not choices:
+            logger.warning(f"No choices in response for {custom_id}")
+            chunks_metadata.append(
+                ChunkMetadata(
+                    chunk_text=chunk_content, fact_count=0, content_index=content_index, chunk_index=chunk_idx
+                )
+            )
+            continue
+
+        # Parse JSON content
+        message = choices[0].get("message", {})
+        content_str = message.get("content", "{}")
+
+        try:
+            extraction_response_json = json.loads(content_str)
+        except json.JSONDecodeError as e:
+            logger.error(f"Failed to parse JSON for {custom_id}: {e}")
+            chunks_metadata.append(
+                ChunkMetadata(
+                    chunk_text=chunk_content, fact_count=0, content_index=content_index, chunk_index=chunk_idx
+                )
+            )
+            continue
+
+        # Parse facts (reuse existing logic from _extract_facts_from_chunk)
+        raw_facts = extraction_response_json.get("facts", [])
+        chunk_facts = []
+
+        for i, llm_fact in enumerate(raw_facts):
+            if not isinstance(llm_fact, dict):
+                continue
+
+            def get_value(field_name):
+                value = llm_fact.get(field_name)
+                if value and value != "" and value != [] and value != {} and str(value).upper() != "N/A":
+                    return value
+                return None
+
+            what = get_value("what")
+            if not what:
+                what = get_value("factual_core")
+            if not what:
+                continue
+
+            when = get_value("when")
+            who = get_value("who")
+            why = get_value("why")
+
+            # Critical field: fact_type
+            original_fact_type = llm_fact.get("fact_type")
+            fact_type = original_fact_type
+
+            # Convert "assistant" → "experience"
+            if fact_type == "assistant":
+                fact_type = "experience"
+
+            # Validate fact_type
+            if fact_type not in ["world", "experience", "opinion"]:
+                fact_kind = llm_fact.get("fact_kind")
+                if fact_kind == "assistant":
+                    fact_type = "experience"
+                elif fact_kind in ["world", "experience", "opinion"]:
+                    fact_type = fact_kind
+                else:
+                    fact_type = "world"
+
+            # Build combined fact text
+            combined_parts = [what]
+            if when:
+                combined_parts.append(f"When: {when}")
+            if who:
+                combined_parts.append(f"Involving: {who}")
+            if why:
+                combined_parts.append(why)
+            combined_text = " | ".join(combined_parts)
+
+            # Temporal fields
+            fact_data = {}
+            fact_kind = llm_fact.get("fact_kind", "conversation")
+            if fact_kind not in ["conversation", "event", "other"]:
+                fact_kind = "conversation"
+
+            if fact_kind == "event":
+                occurred_start = get_value("occurred_start")
+                occurred_end = get_value("occurred_end")
+
+                if not occurred_start:
+                    fact_data["occurred_start"] = _infer_temporal_date(combined_text, event_date)
+                else:
+                    fact_data["occurred_start"] = occurred_start
+
+                if occurred_end:
+                    fact_data["occurred_end"] = occurred_end
+                elif fact_data.get("occurred_start"):
+                    fact_data["occurred_end"] = fact_data["occurred_start"]
+
+            # Entities
+            entities = get_value("entities")
+            if entities:
+                validated_entities = []
+                for ent in entities:
+                    if isinstance(ent, str):
+                        validated_entities.append(Entity(text=ent))
+                    elif isinstance(ent, dict) and "text" in ent:
+                        try:
+                            validated_entities.append(Entity.model_validate(ent))
+                        except Exception:
+                            pass
+                if validated_entities:
+                    fact_data["entities"] = validated_entities
+
+            # Causal relations
+            if extract_causal_links:
+                validated_relations = []
+                causal_relations_raw = get_value("causal_relations")
+                if causal_relations_raw:
+                    for rel in causal_relations_raw:
+                        if not isinstance(rel, dict):
+                            continue
+                        target_idx = rel.get("target_index")
+                        relation_type = rel.get("relation_type")
+                        strength = rel.get("strength", 1.0)
+
+                        if target_idx is None or relation_type is None:
+                            continue
+                        if target_idx < 0 or target_idx >= i:
+                            continue
+
+                        try:
+                            validated_relations.append(
+                                CausalRelation(
+                                    target_fact_index=target_idx, relation_type=relation_type, strength=strength
+                                )
+                            )
+                        except Exception:
+                            pass
+
+                if validated_relations:
+                    fact_data["causal_relations"] = validated_relations
+
+            # Always set mentioned_at
+            fact_data["mentioned_at"] = event_date.isoformat()
+
+            try:
+                fact = Fact(fact=combined_text, fact_type=fact_type, **fact_data)
+                chunk_facts.append(fact)
+            except Exception as e:
+                logger.error(f"Failed to create Fact model for fact {i}: {e}")
+                continue
+
+        all_facts_from_llm.extend(chunk_facts)
+        chunks_metadata.append(
+            ChunkMetadata(
+                chunk_text=chunk_content,
+                fact_count=len(chunk_facts),
+                content_index=content_index,
+                chunk_index=chunk_idx,
+            )
+        )
+
+        # Track token usage
+        usage_data = response_body.get("usage", {})
+        if usage_data:
+            total_usage = total_usage + TokenUsage(
+                input_tokens=usage_data.get("prompt_tokens", 0),
+                output_tokens=usage_data.get("completion_tokens", 0),
+                total_tokens=usage_data.get("total_tokens", 0),
+            )
+
+    # Step 6: Convert to ExtractedFact objects with proper chunk mapping
+    # Group facts by chunk
+    facts_by_chunk = []  # List of (chunk_metadata, [facts])
+    fact_start_idx = 0
+
+    for chunk_meta in chunks_metadata:
+        chunk_facts = all_facts_from_llm[fact_start_idx : fact_start_idx + chunk_meta.fact_count]
+        facts_by_chunk.append((chunk_meta, chunk_facts))
+        fact_start_idx += chunk_meta.fact_count
+
+    # Now convert to ExtractedFactType
+    extracted_facts = []
+    global_fact_idx = 0
+
+    for chunk_meta, chunk_facts in facts_by_chunk:
+        content = contents[chunk_meta.content_index]
+
+        for fact_from_llm in chunk_facts:
+            extracted_fact = ExtractedFactType(
+                fact_text=fact_from_llm.fact,
+                fact_type=fact_from_llm.fact_type,
+                entities=[e.text for e in (fact_from_llm.entities or [])],
+                occurred_start=_parse_datetime(fact_from_llm.occurred_start) if fact_from_llm.occurred_start else None,
+                occurred_end=_parse_datetime(fact_from_llm.occurred_end) if fact_from_llm.occurred_end else None,
+                causal_relations=_convert_causal_relations(fact_from_llm.causal_relations or [], global_fact_idx),
+                content_index=chunk_meta.content_index,
+                chunk_index=chunk_meta.chunk_index,
+                context=content.context,
+                mentioned_at=content.event_date,
+                metadata=content.metadata,
+                tags=content.tags,
+            )
+
+            extracted_facts.append(extracted_fact)
+            global_fact_idx += 1
+
+    # Step 7: Add temporal offsets
+    _add_temporal_offsets(extracted_facts, contents)
+
+    logger.info(f"Batch API extracted {len(extracted_facts)} facts from {len(all_chunks_info)} chunks")
+
+    return extracted_facts, chunks_metadata, total_usage
 
 
 async def extract_facts_from_contents(
-    contents: list[RetainContent], llm_config, agent_name: str, extract_opinions: bool = False
+    contents: list[RetainContent],
+    llm_config,
+    agent_name: str,
+    config,
+    pool=None,
+    operation_id: str | None = None,
+    schema: str | None = None,
 ) -> tuple[list[ExtractedFactType], list[ChunkMetadata], TokenUsage]:
     """
     Extract facts from multiple content items in parallel.
@@ -1215,11 +1732,16 @@ async def extract_facts_from_contents(
     3. Adds time offsets to preserve fact ordering within each content
     4. Returns typed ExtractedFact and ChunkMetadata objects
 
+    Routes to batch API mode if config.retain_batch_enabled=True.
+
     Args:
         contents: List of RetainContent objects to process
         llm_config: LLM configuration for fact extraction
         agent_name: Name of the agent (for agent-related fact detection)
-        extract_opinions: If True, extract only opinions; otherwise world/bank facts
+        config: Resolved HindsightConfig for this bank
+        pool: Database connection pool (passed to batch API for state storage)
+        operation_id: Async operation ID (passed to batch API for crash recovery)
+        schema: Database schema (passed to batch API for multi-tenant support)
 
     Returns:
         Tuple of (extracted_facts, chunks_metadata, usage)
@@ -1227,6 +1749,12 @@ async def extract_facts_from_contents(
     if not contents:
         return [], [], TokenUsage()
 
+    # Route to batch API if enabled
+    if config.retain_batch_enabled:
+        return await extract_facts_from_contents_batch_api(
+            contents, llm_config, agent_name, config, pool, operation_id, schema
+        )
+
     # Step 1: Create parallel fact extraction tasks
     fact_extraction_tasks = []
     for item in contents:
@@ -1238,7 +1766,8 @@ async def extract_facts_from_contents(
             context=item.context,
             llm_config=llm_config,
             agent_name=agent_name,
-            extract_opinions=extract_opinions,
+            config=config,
+            metadata=item.metadata or None,
         )
         fact_extraction_tasks.append(task)
 
@@ -1343,31 +1872,26 @@ def _convert_causal_relations(relations_from_llm, fact_start_idx: int) -> list[C
 
 def _add_temporal_offsets(facts: list[ExtractedFactType], contents: list[RetainContent]) -> None:
     """
-    Add time offsets to preserve fact ordering within each content.
+    Add time offsets to preserve fact ordering across all contents.
 
-    This allows retrieval to distinguish between facts that happened earlier vs later
-    in the same conversation, even when the base event_date is the same.
+    This allows retrieval to distinguish between facts from different documents/conversations
+    even when they have the same base event_date, and also between facts within the same
+    conversation.
+
+    Uses absolute position across all facts to ensure unique timestamps.
 
     Modifies facts in place.
     """
-    # Group facts by content_index
-    current_content_idx = 0
-    content_fact_start = 0
+    from .orchestrator import parse_datetime_flexible
 
     for i, fact in enumerate(facts):
-        if fact.content_index != current_content_idx:
-            # Moved to next content
-            current_content_idx = fact.content_index
-            content_fact_start = i
+        # Use absolute position across all facts to ensure uniqueness across different contents
+        offset = timedelta(seconds=i * SECONDS_PER_FACT)
 
-        # Calculate position within this content
-        fact_position = i - content_fact_start
-        offset = timedelta(seconds=fact_position * SECONDS_PER_FACT)
-
-        # Apply offset to all temporal fields
+        # Apply offset to all temporal fields (handle both datetime objects and ISO strings)
         if fact.occurred_start:
-            fact.occurred_start = fact.occurred_start + offset
+            fact.occurred_start = parse_datetime_flexible(fact.occurred_start) + offset
         if fact.occurred_end:
-            fact.occurred_end = fact.occurred_end + offset
+            fact.occurred_end = parse_datetime_flexible(fact.occurred_end) + offset
         if fact.mentioned_at:
-            fact.mentioned_at = fact.mentioned_at + offset
+            fact.mentioned_at = parse_datetime_flexible(fact.mentioned_at) + offset

hindsight-api/hindsight_api/engine/retain/fact_storage.py

@@ -7,7 +7,9 @@ Handles insertion of facts into the database.
 import json
 import logging
 
+from ...config import get_config
 from ..memory_engine import fq_table
+from .fact_extraction import _sanitize_text
 from .types import ProcessedFact
 
 logger = logging.getLogger(__name__)
@@ -47,7 +49,7 @@ async def insert_facts_batch(
     tags_list = []
 
     for fact in facts:
-        fact_texts.append(fact.fact_text)
+        fact_texts.append(_sanitize_text(fact.fact_text))
         # Convert embedding to string for asyncpg vector type
         embeddings.append(str(fact.embedding))
         # event_date: Use occurred_start if available, otherwise use mentioned_at
@@ -56,7 +58,7 @@ async def insert_facts_batch(
         occurred_starts.append(fact.occurred_start)
         occurred_ends.append(fact.occurred_end)
         mentioned_ats.append(fact.mentioned_at)
-        contexts.append(fact.context)
+        contexts.append(_sanitize_text(fact.context))
         fact_types.append(fact.fact_type)
         # confidence_score is only for opinion facts
         confidence_scores.append(1.0 if fact.fact_type == "opinion" else None)
@@ -69,28 +71,59 @@ async def insert_facts_batch(
 
     # Batch insert all facts
     # Note: tags are passed as JSON strings and converted back to varchar[] via jsonb_array_elements_text + array_agg
-    results = await conn.fetch(
-        f"""
-        WITH input_data AS (
-            SELECT * FROM unnest(
-                $2::text[], $3::vector[], $4::timestamptz[], $5::timestamptz[], $6::timestamptz[], $7::timestamptz[],
-                $8::text[], $9::text[], $10::float[], $11::jsonb[], $12::text[], $13::text[], $14::jsonb[]
-            ) AS t(text, embedding, event_date, occurred_start, occurred_end, mentioned_at,
-                   context, fact_type, confidence_score, metadata, chunk_id, document_id, tags_json)
-        )
-        INSERT INTO {fq_table("memory_units")} (bank_id, text, embedding, event_date, occurred_start, occurred_end, mentioned_at,
-                                 context, fact_type, confidence_score, metadata, chunk_id, document_id, tags)
-        SELECT
-            $1,
-            text, embedding, event_date, occurred_start, occurred_end, mentioned_at,
-            context, fact_type, confidence_score, metadata, chunk_id, document_id,
-            COALESCE(
-                (SELECT array_agg(elem) FROM jsonb_array_elements_text(tags_json) AS elem),
-                '{{}}'::varchar[]
+    # Query varies based on text search backend
+    config = get_config()
+    if config.text_search_extension == "vchord":
+        # VectorChord: manually tokenize and insert search_vector
+        query = f"""
+            WITH input_data AS (
+                SELECT * FROM unnest(
+                    $2::text[], $3::vector[], $4::timestamptz[], $5::timestamptz[], $6::timestamptz[], $7::timestamptz[],
+                    $8::text[], $9::text[], $10::float[], $11::jsonb[], $12::text[], $13::text[], $14::jsonb[]
+                ) AS t(text, embedding, event_date, occurred_start, occurred_end, mentioned_at,
+                       context, fact_type, confidence_score, metadata, chunk_id, document_id, tags_json)
             )
-        FROM input_data
-        RETURNING id
-        """,
+            INSERT INTO {fq_table("memory_units")} (bank_id, text, embedding, event_date, occurred_start, occurred_end, mentioned_at,
+                                     context, fact_type, confidence_score, metadata, chunk_id, document_id, tags, search_vector)
+            SELECT
+                $1,
+                text, embedding, event_date, occurred_start, occurred_end, mentioned_at,
+                context, fact_type, confidence_score, metadata, chunk_id, document_id,
+                COALESCE(
+                    (SELECT array_agg(elem) FROM jsonb_array_elements_text(tags_json) AS elem),
+                    '{{}}'::varchar[]
+                ),
+                tokenize(COALESCE(text, '') || ' ' || COALESCE(context, ''), 'llmlingua2')::bm25_catalog.bm25vector
+            FROM input_data
+            RETURNING id
+        """
+    else:  # native or pg_textsearch
+        # Native PostgreSQL: search_vector is GENERATED ALWAYS, don't include it
+        # pg_textsearch: indexes operate on base columns directly, don't populate search_vector
+        query = f"""
+            WITH input_data AS (
+                SELECT * FROM unnest(
+                    $2::text[], $3::vector[], $4::timestamptz[], $5::timestamptz[], $6::timestamptz[], $7::timestamptz[],
+                    $8::text[], $9::text[], $10::float[], $11::jsonb[], $12::text[], $13::text[], $14::jsonb[]
+                ) AS t(text, embedding, event_date, occurred_start, occurred_end, mentioned_at,
+                       context, fact_type, confidence_score, metadata, chunk_id, document_id, tags_json)
+            )
+            INSERT INTO {fq_table("memory_units")} (bank_id, text, embedding, event_date, occurred_start, occurred_end, mentioned_at,
+                                     context, fact_type, confidence_score, metadata, chunk_id, document_id, tags)
+            SELECT
+                $1,
+                text, embedding, event_date, occurred_start, occurred_end, mentioned_at,
+                context, fact_type, confidence_score, metadata, chunk_id, document_id,
+                COALESCE(
+                    (SELECT array_agg(elem) FROM jsonb_array_elements_text(tags_json) AS elem),
+                    '{{}}'::varchar[]
+                )
+            FROM input_data
+            RETURNING id
+        """
+
+    results = await conn.fetch(
+        query,
         bank_id,
         fact_texts,
         embeddings,
@@ -157,7 +190,8 @@ async def handle_document_tracking(
     """
     import hashlib
 
-    # Calculate content hash
+    # Sanitize and calculate content hash
+    combined_content = _sanitize_text(combined_content) or ""
     content_hash = hashlib.sha256(combined_content.encode()).hexdigest()
 
     # Always delete old document first if it exists (cascades to units and links)

hindsight-api/hindsight_api/engine/retain/orchestrator.py

@@ -8,6 +8,7 @@ import logging
 import time
 import uuid
 from datetime import UTC, datetime
+from typing import Any
 
 from ..db_utils import acquire_with_retry
 from . import bank_utils
@@ -18,6 +19,39 @@ def utcnow():
     return datetime.now(UTC)
 
 
+def parse_datetime_flexible(value: Any) -> datetime:
+    """
+    Parse a datetime value that could be either a datetime object or an ISO string.
+
+    This handles datetime values from both direct Python calls and deserialized JSON
+    (where datetime objects are serialized as ISO strings).
+
+    Args:
+        value: Either a datetime object or an ISO format string
+
+    Returns:
+        datetime object (timezone-aware)
+
+    Raises:
+        TypeError: If value is neither datetime nor string
+        ValueError: If string is not a valid ISO datetime
+    """
+    if isinstance(value, datetime):
+        # Ensure timezone-aware
+        if value.tzinfo is None:
+            return value.replace(tzinfo=UTC)
+        return value
+    elif isinstance(value, str):
+        # Parse ISO format string (handles both 'Z' and '+00:00' timezone formats)
+        dt = datetime.fromisoformat(value.replace("Z", "+00:00"))
+        # Ensure timezone-aware
+        if dt.tzinfo is None:
+            return dt.replace(tzinfo=UTC)
+        return dt
+    else:
+        raise TypeError(f"Expected datetime or string, got {type(value).__name__}")
+
+
 from ..response_models import TokenUsage
 from . import (
     chunk_storage,
@@ -42,11 +76,14 @@ async def retain_batch(
     duplicate_checker_fn,
     bank_id: str,
     contents_dicts: list[RetainContentDict],
+    config,
     document_id: str | None = None,
     is_first_batch: bool = True,
     fact_type_override: str | None = None,
     confidence_score: float | None = None,
     document_tags: list[str] | None = None,
+    operation_id: str | None = None,
+    schema: str | None = None,
 ) -> tuple[list[list[str]], TokenUsage]:
     """
     Process a batch of content through the retain pipeline.
@@ -60,6 +97,7 @@ async def retain_batch(
         duplicate_checker_fn: Function to check for duplicate facts
         bank_id: Bank identifier
         contents_dicts: List of content dictionaries
+        config: Resolved HindsightConfig for this bank
         document_id: Optional document ID
         is_first_batch: Whether this is the first batch
         fact_type_override: Override fact type for all facts
@@ -89,10 +127,18 @@ async def retain_batch(
         # Merge item-level tags with document-level tags
         item_tags = item.get("tags", []) or []
         merged_tags = list(set(item_tags + (document_tags or [])))
+
+        # Handle event_date: parse flexibly (handles both datetime objects and ISO strings)
+        event_date_value = item.get("event_date")
+        if event_date_value:
+            event_date_value = parse_datetime_flexible(event_date_value)
+        else:
+            event_date_value = utcnow()
+
         content = RetainContent(
             content=item["content"],
             context=item.get("context", ""),
-            event_date=item.get("event_date") or utcnow(),
+            event_date=event_date_value,
             metadata=item.get("metadata", {}),
             entities=item.get("entities", []),
             tags=merged_tags,
@@ -101,24 +147,39 @@ async def retain_batch(
 
     # Step 1: Extract facts from all contents
     step_start = time.time()
-    extract_opinions = fact_type_override == "opinion"
 
     extracted_facts, chunks, usage = await fact_extraction.extract_facts_from_contents(
-        contents, llm_config, agent_name, extract_opinions
+        contents, llm_config, agent_name, config, pool, operation_id, schema
     )
     log_buffer.append(
         f"[1] Extract facts: {len(extracted_facts)} facts, {len(chunks)} chunks from {len(contents)} contents in {time.time() - step_start:.3f}s"
     )
 
     if not extracted_facts:
-        # Still need to create document if document_id was provided
+        # Still need to create document if document_id was provided or chunks exist
+        from collections import defaultdict
+
+        docs_tracked = 0
         async with acquire_with_retry(pool) as conn:
             async with conn.transaction():
                 await fact_storage.ensure_bank_exists(conn, bank_id)
 
-                # Handle document tracking even with no facts
+                # Group contents by document_id (consistent with normal path)
+                contents_by_doc_early = defaultdict(list)
+                for idx, content_dict in enumerate(contents_dicts):
+                    doc_id = content_dict.get("document_id")
+                    contents_by_doc_early[doc_id].append((idx, content_dict))
+
                 if document_id:
+                    # Legacy: single document_id parameter
                     combined_content = "\n".join([c.get("content", "") for c in contents_dicts])
+                    # Collect tags from all content items and merge with document_tags
+                    all_tags = set(document_tags or [])
+                    for item in contents_dicts:
+                        item_tags = item.get("tags", []) or []
+                        all_tags.update(item_tags)
+                    merged_tags = list(all_tags)
+
                     retain_params = {}
                     if contents_dicts:
                         first_item = contents_dicts[0]
@@ -133,40 +194,59 @@ async def retain_batch(
                         if first_item.get("metadata"):
                             retain_params["metadata"] = first_item["metadata"]
                     await fact_storage.handle_document_tracking(
-                        conn, bank_id, document_id, combined_content, is_first_batch, retain_params, document_tags
+                        conn, bank_id, document_id, combined_content, is_first_batch, retain_params, merged_tags
                     )
+                    docs_tracked += 1
                 else:
-                    # Check for per-item document_ids
-                    from collections import defaultdict
+                    # Handle per-item document_ids and/or chunks (mirrors normal path logic)
+                    has_any_doc_ids = any(item.get("document_id") for item in contents_dicts)
 
-                    contents_by_doc = defaultdict(list)
-                    for idx, content_dict in enumerate(contents_dicts):
-                        doc_id = content_dict.get("document_id")
-                        if doc_id:
-                            contents_by_doc[doc_id].append((idx, content_dict))
+                    if has_any_doc_ids or chunks:
+                        for original_doc_id, doc_contents in contents_by_doc_early.items():
+                            should_create_doc = (original_doc_id is not None) or chunks
+                            if not should_create_doc:
+                                continue
 
-                    for doc_id, doc_contents in contents_by_doc.items():
-                        combined_content = "\n".join([c.get("content", "") for _, c in doc_contents])
-                        retain_params = {}
-                        if doc_contents:
-                            first_item = doc_contents[0][1]
-                            if first_item.get("context"):
-                                retain_params["context"] = first_item["context"]
-                            if first_item.get("event_date"):
-                                retain_params["event_date"] = (
-                                    first_item["event_date"].isoformat()
-                                    if hasattr(first_item["event_date"], "isoformat")
-                                    else str(first_item["event_date"])
-                                )
-                            if first_item.get("metadata"):
-                                retain_params["metadata"] = first_item["metadata"]
-                        await fact_storage.handle_document_tracking(
-                            conn, bank_id, doc_id, combined_content, is_first_batch, retain_params, document_tags
-                        )
+                            actual_doc_id = original_doc_id
+                            if actual_doc_id is None:
+                                # No document_id but have chunks - generate one
+                                actual_doc_id = str(uuid.uuid4())
+
+                            combined_content = "\n".join([c.get("content", "") for _, c in doc_contents])
+                            all_tags = set(document_tags or [])
+                            for _, item in doc_contents:
+                                item_tags = item.get("tags", []) or []
+                                all_tags.update(item_tags)
+                            merged_tags = list(all_tags)
+
+                            retain_params = {}
+                            if doc_contents:
+                                first_item = doc_contents[0][1]
+                                if first_item.get("context"):
+                                    retain_params["context"] = first_item["context"]
+                                if first_item.get("event_date"):
+                                    retain_params["event_date"] = (
+                                        first_item["event_date"].isoformat()
+                                        if hasattr(first_item["event_date"], "isoformat")
+                                        else str(first_item["event_date"])
+                                    )
+                                if first_item.get("metadata"):
+                                    retain_params["metadata"] = first_item["metadata"]
+                            await fact_storage.handle_document_tracking(
+                                conn,
+                                bank_id,
+                                actual_doc_id,
+                                combined_content,
+                                is_first_batch,
+                                retain_params,
+                                merged_tags,
+                            )
+                            docs_tracked += 1
 
         total_time = time.time() - start_time
+        doc_status = f"{docs_tracked} document(s) tracked" if docs_tracked > 0 else "no document tracked"
         logger.info(
-            f"RETAIN_BATCH COMPLETE: 0 facts extracted from {len(contents)} contents in {total_time:.3f}s (document tracked, no facts)"
+            f"RETAIN_BATCH COMPLETE: 0 facts extracted from {len(contents)} contents in {total_time:.3f}s ({doc_status}, no facts)"
         )
         return [[] for _ in contents], usage
 
@@ -213,6 +293,13 @@ async def retain_batch(
                 # Legacy: single document_id parameter
                 combined_content = "\n".join([c.get("content", "") for c in contents_dicts])
                 retain_params = {}
+                # Collect tags from all content items and merge with document_tags
+                all_tags = set(document_tags or [])
+                for item in contents_dicts:
+                    item_tags = item.get("tags", []) or []
+                    all_tags.update(item_tags)
+                merged_tags = list(all_tags)
+
                 if contents_dicts:
                     first_item = contents_dicts[0]
                     if first_item.get("context"):
@@ -227,7 +314,7 @@ async def retain_batch(
                         retain_params["metadata"] = first_item["metadata"]
 
                 await fact_storage.handle_document_tracking(
-                    conn, bank_id, document_id, combined_content, is_first_batch, retain_params, document_tags
+                    conn, bank_id, document_id, combined_content, is_first_batch, retain_params, merged_tags
                 )
                 document_ids_added.append(document_id)
                 doc_id_mapping[None] = document_id  # For backwards compatibility
@@ -255,6 +342,13 @@ async def retain_batch(
                             # Combine content for this document
                             combined_content = "\n".join([c.get("content", "") for _, c in doc_contents])
 
+                            # Collect tags from all content items for this document and merge with document_tags
+                            all_tags = set(document_tags or [])
+                            for _, item in doc_contents:
+                                item_tags = item.get("tags", []) or []
+                                all_tags.update(item_tags)
+                            merged_tags = list(all_tags)
+
                             # Extract retain params from first content item
                             retain_params = {}
                             if doc_contents:
@@ -277,7 +371,7 @@ async def retain_batch(
                                 combined_content,
                                 is_first_batch,
                                 retain_params,
-                                document_tags,
+                                merged_tags,
                             )
                             document_ids_added.append(actual_doc_id)
 

hindsight-api/hindsight_api/engine/search/__init__.py

@@ -13,12 +13,10 @@ from .reranking import CrossEncoderReranker
 from .retrieval import (
     ParallelRetrievalResult,
     get_default_graph_retriever,
-    retrieve_parallel,
     set_default_graph_retriever,
 )
 
 __all__ = [
-    "retrieve_parallel",
     "get_default_graph_retriever",
     "set_default_graph_retriever",
     "ParallelRetrievalResult",

hindsight-api/hindsight_api/engine/search/graph_retrieval.py

@@ -162,7 +162,7 @@ class BFSGraphRetriever(GraphRetriever):
         entry_points = await conn.fetch(
             f"""
             SELECT id, text, context, event_date, occurred_start, occurred_end,
-                   mentioned_at, embedding, fact_type, document_id, chunk_id, tags,
+                   mentioned_at, fact_type, document_id, chunk_id, tags,
                    1 - (embedding <=> $1::vector) AS similarity
             FROM {fq_table("memory_units")}
             WHERE bank_id = $2
@@ -216,7 +216,7 @@ class BFSGraphRetriever(GraphRetriever):
                 neighbors = await conn.fetch(
                     f"""
                     SELECT mu.id, mu.text, mu.context, mu.occurred_start, mu.occurred_end,
-                           mu.mentioned_at, mu.embedding, mu.fact_type,
+                           mu.mentioned_at, mu.fact_type,
                            mu.document_id, mu.chunk_id, mu.tags,
                            ml.weight, ml.link_type, ml.from_unit_id
                     FROM {fq_table("memory_links")} ml

hindsight-api/hindsight_api/engine/search/link_expansion_retrieval.py

@@ -45,7 +45,7 @@ async def _find_semantic_seeds(
     rows = await conn.fetch(
         f"""
         SELECT id, text, context, event_date, occurred_start, occurred_end,
-               mentioned_at, embedding, fact_type, document_id, chunk_id, tags,
+               mentioned_at, fact_type, document_id, chunk_id, tags,
                1 - (embedding <=> $1::vector) AS similarity
         FROM {fq_table("memory_units")}
         WHERE bank_id = $2
@@ -216,7 +216,7 @@ class LinkExpansionRetriever(GraphRetriever):
                     -- Only exclude the actual seed observations
                     SELECT
                         mu.id, mu.text, mu.context, mu.event_date, mu.occurred_start,
-                        mu.occurred_end, mu.mentioned_at, mu.embedding,
+                        mu.occurred_end, mu.mentioned_at,
                         mu.fact_type, mu.document_id, mu.chunk_id, mu.tags,
                         COUNT(DISTINCT cs.source_id)::float AS score
                     FROM all_connected_sources cs
@@ -239,7 +239,7 @@ class LinkExpansionRetriever(GraphRetriever):
                     f"""
                     SELECT
                         mu.id, mu.text, mu.context, mu.event_date, mu.occurred_start,
-                        mu.occurred_end, mu.mentioned_at, mu.embedding,
+                        mu.occurred_end, mu.mentioned_at,
                         mu.fact_type, mu.document_id, mu.chunk_id, mu.tags,
                         COUNT(*)::float AS score
                     FROM {fq_table("unit_entities")} seed_ue
@@ -264,7 +264,7 @@ class LinkExpansionRetriever(GraphRetriever):
                 f"""
                 SELECT DISTINCT ON (mu.id)
                     mu.id, mu.text, mu.context, mu.event_date, mu.occurred_start,
-                    mu.occurred_end, mu.mentioned_at, mu.embedding,
+                    mu.occurred_end, mu.mentioned_at,
                     mu.fact_type, mu.document_id, mu.chunk_id, mu.tags,
                     ml.weight + 1.0 AS score
                 FROM {fq_table("memory_links")} ml
@@ -291,7 +291,7 @@ class LinkExpansionRetriever(GraphRetriever):
                 WITH outgoing AS (
                     -- Links FROM seeds TO other facts
                     SELECT mu.id, mu.text, mu.context, mu.event_date, mu.occurred_start,
-                           mu.occurred_end, mu.mentioned_at, mu.embedding,
+                           mu.occurred_end, mu.mentioned_at,
                            mu.fact_type, mu.document_id, mu.chunk_id, mu.tags,
                            ml.weight
                     FROM {fq_table("memory_links")} ml
@@ -305,7 +305,7 @@ class LinkExpansionRetriever(GraphRetriever):
                 incoming AS (
                     -- Links FROM other facts TO seeds (reverse direction)
                     SELECT mu.id, mu.text, mu.context, mu.event_date, mu.occurred_start,
-                           mu.occurred_end, mu.mentioned_at, mu.embedding,
+                           mu.occurred_end, mu.mentioned_at,
                            mu.fact_type, mu.document_id, mu.chunk_id, mu.tags,
                            ml.weight
                     FROM {fq_table("memory_links")} ml
@@ -323,12 +323,12 @@ class LinkExpansionRetriever(GraphRetriever):
                 )
                 SELECT DISTINCT ON (id)
                     id, text, context, event_date, occurred_start,
-                    occurred_end, mentioned_at, embedding,
+                    occurred_end, mentioned_at,
                     fact_type, document_id, chunk_id, tags,
                     (MAX(weight) * 0.5) AS score
                 FROM combined
                 GROUP BY id, text, context, event_date, occurred_start,
-                         occurred_end, mentioned_at, embedding,
+                         occurred_end, mentioned_at,
                          fact_type, document_id, chunk_id, tags
                 ORDER BY id, score DESC
                 LIMIT $4

hindsight-api/hindsight_api/engine/search/mpfp_retrieval.py

@@ -449,7 +449,7 @@ async def fetch_memory_units_by_ids(
         rows = await conn.fetch(
             f"""
             SELECT id, text, context, event_date, occurred_start, occurred_end,
-                   mentioned_at, embedding, fact_type, document_id, chunk_id, tags
+                   mentioned_at, fact_type, document_id, chunk_id, tags
             FROM {fq_table("memory_units")}
             WHERE id = ANY($1::uuid[])
               AND fact_type = $2

hindsight-api/hindsight_api/engine/search/retrieval.py

@@ -85,116 +85,6 @@ def set_default_graph_retriever(retriever: GraphRetriever) -> None:
     _default_graph_retriever = retriever
 
 
-async def retrieve_semantic(
-    conn,
-    query_emb_str: str,
-    bank_id: str,
-    fact_type: str,
-    limit: int,
-    tags: list[str] | None = None,
-) -> list[RetrievalResult]:
-    """
-    Semantic retrieval via vector similarity.
-
-    Args:
-        conn: Database connection
-        query_emb_str: Query embedding as string
-        agent_id: bank ID
-        fact_type: Fact type to filter
-        limit: Maximum results to return
-        tags: Optional list of tags for visibility filtering (OR matching)
-
-    Returns:
-        List of RetrievalResult objects
-    """
-    from .tags import TagsMatch, build_tags_where_clause_simple
-
-    tags_clause = build_tags_where_clause_simple(tags, 5)
-    params = [query_emb_str, bank_id, fact_type, limit]
-    if tags:
-        params.append(tags)
-
-    results = await conn.fetch(
-        f"""
-        SELECT id, text, context, event_date, occurred_start, occurred_end, mentioned_at, embedding, fact_type, document_id, chunk_id, tags,
-               1 - (embedding <=> $1::vector) AS similarity
-        FROM {fq_table("memory_units")}
-        WHERE bank_id = $2
-          AND embedding IS NOT NULL
-          AND fact_type = $3
-          AND (1 - (embedding <=> $1::vector)) >= 0.3
-          {tags_clause}
-        ORDER BY embedding <=> $1::vector
-        LIMIT $4
-        """,
-        *params,
-    )
-    return [RetrievalResult.from_db_row(dict(r)) for r in results]
-
-
-async def retrieve_bm25(
-    conn,
-    query_text: str,
-    bank_id: str,
-    fact_type: str,
-    limit: int,
-    tags: list[str] | None = None,
-) -> list[RetrievalResult]:
-    """
-    BM25 keyword retrieval via full-text search.
-
-    Args:
-        conn: Database connection
-        query_text: Query text
-        agent_id: bank ID
-        fact_type: Fact type to filter
-        limit: Maximum results to return
-        tags: Optional list of tags for visibility filtering (OR matching)
-
-    Returns:
-        List of RetrievalResult objects
-    """
-    import re
-
-    from .tags import TagsMatch, build_tags_where_clause_simple
-
-    # Sanitize query text: remove special characters that have meaning in tsquery
-    # Keep only alphanumeric characters and spaces
-    sanitized_text = re.sub(r"[^\w\s]", " ", query_text.lower())
-
-    # Split and filter empty strings
-    tokens = [token for token in sanitized_text.split() if token]
-
-    if not tokens:
-        # If no valid tokens, return empty results
-        return []
-
-    # Convert query to tsquery using OR for more flexible matching
-    # This prevents empty results when some terms are missing
-    query_tsquery = " | ".join(tokens)
-
-    tags_clause = build_tags_where_clause_simple(tags, 5)
-    params = [query_tsquery, bank_id, fact_type, limit]
-    if tags:
-        params.append(tags)
-
-    results = await conn.fetch(
-        f"""
-        SELECT id, text, context, event_date, occurred_start, occurred_end, mentioned_at, embedding, fact_type, document_id, chunk_id, tags,
-               ts_rank_cd(search_vector, to_tsquery('english', $1)) AS bm25_score
-        FROM {fq_table("memory_units")}
-        WHERE bank_id = $2
-          AND fact_type = $3
-          AND search_vector @@ to_tsquery('english', $1)
-          {tags_clause}
-        ORDER BY bm25_score DESC
-        LIMIT $4
-        """,
-        *params,
-    )
-    return [RetrievalResult.from_db_row(dict(r)) for r in results]
-
-
 async def retrieve_semantic_bm25_combined(
     conn,
     query_emb_str: str,
@@ -237,7 +127,7 @@ async def retrieve_semantic_bm25_combined(
         results = await conn.fetch(
             f"""
             WITH semantic_ranked AS (
-                SELECT id, text, context, event_date, occurred_start, occurred_end, mentioned_at, embedding, fact_type, document_id, chunk_id, tags,
+                SELECT id, text, context, event_date, occurred_start, occurred_end, mentioned_at, fact_type, document_id, chunk_id, tags,
                        1 - (embedding <=> $1::vector) AS similarity,
                        NULL::float AS bm25_score,
                        'semantic' AS source,
@@ -249,7 +139,7 @@ async def retrieve_semantic_bm25_combined(
                   AND (1 - (embedding <=> $1::vector)) >= 0.3
                   {tags_clause}
             )
-            SELECT id, text, context, event_date, occurred_start, occurred_end, mentioned_at, embedding, fact_type, document_id, chunk_id, tags,
+            SELECT id, text, context, event_date, occurred_start, occurred_end, mentioned_at, fact_type, document_id, chunk_id, tags,
                    similarity, bm25_score, source
             FROM semantic_ranked
             WHERE rn <= $4
@@ -268,20 +158,43 @@ async def retrieve_semantic_bm25_combined(
                 result_dict[ft][0].append(RetrievalResult.from_db_row(row))
         return result_dict
 
-    query_tsquery = " | ".join(tokens)
+    # Build BM25 query based on text search backend
+    config = get_config()
 
     # Build tags clause - param 6 if tags provided
     tags_clause = build_tags_where_clause_simple(tags, 6, match=tags_match)
-    params = [query_emb_str, bank_id, fact_types, limit, query_tsquery]
+
+    # Build backend-specific BM25 parts
+    if config.text_search_extension == "vchord":
+        # VectorChord BM25: use <&> operator with to_bm25query and tokenize
+        # Note: VectorChord scores are negative (higher = better, so -1 > -10)
+        bm25_score_expr = "search_vector <&> to_bm25query('idx_memory_units_text_search', tokenize($5, 'llmlingua2'))"
+        bm25_order_by = f"{bm25_score_expr} DESC"
+        bm25_where_filter = ""  # No additional WHERE filter for vchord
+        params = [query_emb_str, bank_id, fact_types, limit, query_text]  # Pass raw query_text for tokenization
+    elif config.text_search_extension == "pg_textsearch":
+        # Timescale pg_textsearch: use <@> operator with to_bm25query
+        # Note: pg_textsearch scores are negative (lower/more negative = better, so -10 > -1)
+        # We negate the score to maintain API consistency (higher = better)
+        bm25_score_expr = "-(text <@> to_bm25query($5, 'idx_memory_units_text_search'))"
+        bm25_order_by = "text <@> to_bm25query($5, 'idx_memory_units_text_search') ASC"
+        bm25_where_filter = ""  # No additional WHERE filter for pg_textsearch
+        params = [query_emb_str, bank_id, fact_types, limit, query_text]
+    else:  # native
+        # Native PostgreSQL: use ts_rank_cd with to_tsquery
+        query_tsquery = " | ".join(tokens)
+        bm25_score_expr = "ts_rank_cd(search_vector, to_tsquery('english', $5))"
+        bm25_order_by = f"{bm25_score_expr} DESC"
+        bm25_where_filter = "AND search_vector @@ to_tsquery('english', $5)"
+        params = [query_emb_str, bank_id, fact_types, limit, query_tsquery]
+
     if tags:
         params.append(tags)
 
-    # Combined CTE query for both semantic and BM25 across all fact types
-    # Uses window functions to limit per fact_type per method
-    results = await conn.fetch(
-        f"""
+    # Single query template with backend-specific parts injected
+    query = f"""
         WITH semantic_ranked AS (
-            SELECT id, text, context, event_date, occurred_start, occurred_end, mentioned_at, embedding, fact_type, document_id, chunk_id, tags,
+            SELECT id, text, context, event_date, occurred_start, occurred_end, mentioned_at, fact_type, document_id, chunk_id, tags,
                    1 - (embedding <=> $1::vector) AS similarity,
                    NULL::float AS bm25_score,
                    'semantic' AS source,
@@ -294,33 +207,35 @@ async def retrieve_semantic_bm25_combined(
               {tags_clause}
         ),
         bm25_ranked AS (
-            SELECT id, text, context, event_date, occurred_start, occurred_end, mentioned_at, embedding, fact_type, document_id, chunk_id, tags,
+            SELECT id, text, context, event_date, occurred_start, occurred_end, mentioned_at, fact_type, document_id, chunk_id, tags,
                    NULL::float AS similarity,
-                   ts_rank_cd(search_vector, to_tsquery('english', $5)) AS bm25_score,
+                   {bm25_score_expr} AS bm25_score,
                    'bm25' AS source,
-                   ROW_NUMBER() OVER (PARTITION BY fact_type ORDER BY ts_rank_cd(search_vector, to_tsquery('english', $5)) DESC) AS rn
+                   ROW_NUMBER() OVER (PARTITION BY fact_type ORDER BY {bm25_order_by}) AS rn
             FROM {fq_table("memory_units")}
             WHERE bank_id = $2
               AND fact_type = ANY($3)
-              AND search_vector @@ to_tsquery('english', $5)
+              {bm25_where_filter}
               {tags_clause}
         ),
         semantic AS (
-            SELECT id, text, context, event_date, occurred_start, occurred_end, mentioned_at, embedding, fact_type, document_id, chunk_id, tags,
+            SELECT id, text, context, event_date, occurred_start, occurred_end, mentioned_at, fact_type, document_id, chunk_id, tags,
                    similarity, bm25_score, source
             FROM semantic_ranked WHERE rn <= $4
         ),
         bm25 AS (
-            SELECT id, text, context, event_date, occurred_start, occurred_end, mentioned_at, embedding, fact_type, document_id, chunk_id, tags,
+            SELECT id, text, context, event_date, occurred_start, occurred_end, mentioned_at, fact_type, document_id, chunk_id, tags,
                    similarity, bm25_score, source
             FROM bm25_ranked WHERE rn <= $4
         )
         SELECT * FROM semantic
         UNION ALL
         SELECT * FROM bm25
-        """,
-        *params,
-    )
+    """
+
+    # Combined CTE query for both semantic and BM25 across all fact types
+    # Uses window functions to limit per fact_type per method
+    results = await conn.fetch(query, *params)
 
     # Group results by fact_type and source
     result_dict: dict[str, tuple[list[RetrievalResult], list[RetrievalResult]]] = {ft: ([], []) for ft in fact_types}
@@ -386,7 +301,7 @@ async def retrieve_temporal_combined(
     entry_points = await conn.fetch(
         f"""
         WITH ranked_entries AS (
-            SELECT id, text, context, event_date, occurred_start, occurred_end, mentioned_at, embedding, fact_type, document_id, chunk_id, tags,
+            SELECT id, text, context, event_date, occurred_start, occurred_end, mentioned_at, fact_type, document_id, chunk_id, tags,
                    1 - (embedding <=> $1::vector) AS similarity,
                    ROW_NUMBER() OVER (PARTITION BY fact_type ORDER BY COALESCE(occurred_start, mentioned_at, occurred_end) DESC, embedding <=> $1::vector) AS rn
             FROM {fq_table("memory_units")}
@@ -406,7 +321,7 @@ async def retrieve_temporal_combined(
               AND (1 - (embedding <=> $1::vector)) >= $6
               {tags_clause}
         )
-        SELECT id, text, context, event_date, occurred_start, occurred_end, mentioned_at, embedding, fact_type, document_id, chunk_id, tags, similarity
+        SELECT id, text, context, event_date, occurred_start, occurred_end, mentioned_at, fact_type, document_id, chunk_id, tags, similarity
         FROM ranked_entries
         WHERE rn <= 10
         """,
@@ -486,7 +401,7 @@ async def retrieve_temporal_combined(
 
             neighbors = await conn.fetch(
                 f"""
-                SELECT mu.id, mu.text, mu.context, mu.event_date, mu.occurred_start, mu.occurred_end, mu.mentioned_at, mu.embedding, mu.fact_type, mu.document_id, mu.chunk_id, mu.tags,
+                SELECT mu.id, mu.text, mu.context, mu.event_date, mu.occurred_start, mu.occurred_end, mu.mentioned_at, mu.fact_type, mu.document_id, mu.chunk_id, mu.tags,
                        ml.weight, ml.link_type, ml.from_unit_id,
                        1 - (mu.embedding <=> $1::vector) AS similarity
                 FROM {fq_table("memory_links")} ml
@@ -561,623 +476,6 @@ async def retrieve_temporal_combined(
     return results_by_ft
 
 
-async def retrieve_temporal(
-    conn,
-    query_emb_str: str,
-    bank_id: str,
-    fact_type: str,
-    start_date: datetime,
-    end_date: datetime,
-    budget: int,
-    semantic_threshold: float = 0.1,
-    tags: list[str] | None = None,
-) -> list[RetrievalResult]:
-    """
-    Temporal retrieval with spreading activation.
-
-    Strategy:
-    1. Find entry points (facts in date range with semantic relevance)
-    2. Spread through temporal links to related facts
-    3. Score by temporal proximity + semantic similarity + link weight
-
-    Args:
-        conn: Database connection
-        query_emb_str: Query embedding as string
-        agent_id: bank ID
-        fact_type: Fact type to filter
-        start_date: Start of time range
-        end_date: End of time range
-        budget: Node budget for spreading
-        semantic_threshold: Minimum semantic similarity to include
-        tags: Optional list of tags for visibility filtering (OR matching)
-
-    Returns:
-        List of RetrievalResult objects with temporal scores
-    """
-
-    # Ensure start_date and end_date are timezone-aware (UTC) to match database datetimes
-    if start_date.tzinfo is None:
-        start_date = start_date.replace(tzinfo=UTC)
-    if end_date.tzinfo is None:
-        end_date = end_date.replace(tzinfo=UTC)
-
-    from .tags import TagsMatch, build_tags_where_clause_simple
-
-    tags_clause = build_tags_where_clause_simple(tags, 7)
-    params = [query_emb_str, bank_id, fact_type, start_date, end_date, semantic_threshold]
-    if tags:
-        params.append(tags)
-
-    entry_points = await conn.fetch(
-        f"""
-        SELECT id, text, context, event_date, occurred_start, occurred_end, mentioned_at, embedding, fact_type, document_id, chunk_id, tags,
-               1 - (embedding <=> $1::vector) AS similarity
-        FROM {fq_table("memory_units")}
-        WHERE bank_id = $2
-          AND fact_type = $3
-          AND embedding IS NOT NULL
-          AND (
-              -- Match if occurred range overlaps with query range
-              (occurred_start IS NOT NULL AND occurred_end IS NOT NULL
-               AND occurred_start <= $5 AND occurred_end >= $4)
-              OR
-              -- Match if mentioned_at falls within query range
-              (mentioned_at IS NOT NULL AND mentioned_at BETWEEN $4 AND $5)
-              OR
-              -- Match if any occurred date is set and overlaps (even if only start or end is set)
-              (occurred_start IS NOT NULL AND occurred_start BETWEEN $4 AND $5)
-              OR
-              (occurred_end IS NOT NULL AND occurred_end BETWEEN $4 AND $5)
-          )
-          AND (1 - (embedding <=> $1::vector)) >= $6
-          {tags_clause}
-        ORDER BY COALESCE(occurred_start, mentioned_at, occurred_end) DESC, (embedding <=> $1::vector) ASC
-        LIMIT 10
-        """,
-        *params,
-    )
-
-    if not entry_points:
-        return []
-
-    # Calculate temporal scores for entry points
-    total_days = (end_date - start_date).total_seconds() / 86400
-    mid_date = start_date + (end_date - start_date) / 2  # Calculate once for all comparisons
-    results = []
-    visited = set()
-
-    for ep in entry_points:
-        unit_id = str(ep["id"])
-        visited.add(unit_id)
-
-        # Calculate temporal proximity using the most relevant date
-        # Priority: occurred_start/end (event time) > mentioned_at (mention time)
-        best_date = None
-        if ep["occurred_start"] is not None and ep["occurred_end"] is not None:
-            # Use midpoint of occurred range
-            best_date = ep["occurred_start"] + (ep["occurred_end"] - ep["occurred_start"]) / 2
-        elif ep["occurred_start"] is not None:
-            best_date = ep["occurred_start"]
-        elif ep["occurred_end"] is not None:
-            best_date = ep["occurred_end"]
-        elif ep["mentioned_at"] is not None:
-            best_date = ep["mentioned_at"]
-
-        # Temporal proximity score (closer to range center = higher score)
-        if best_date:
-            days_from_mid = abs((best_date - mid_date).total_seconds() / 86400)
-            temporal_proximity = 1.0 - min(days_from_mid / (total_days / 2), 1.0) if total_days > 0 else 1.0
-        else:
-            temporal_proximity = 0.5  # Fallback if no dates (shouldn't happen due to WHERE clause)
-
-        # Create RetrievalResult with temporal scores
-        ep_result = RetrievalResult.from_db_row(dict(ep))
-        ep_result.temporal_score = temporal_proximity
-        ep_result.temporal_proximity = temporal_proximity
-        results.append(ep_result)
-
-    # Spread through temporal links using BATCHED neighbor fetching
-    # Map node_id -> (semantic_sim, temporal_score) for propagation
-    node_scores = {str(ep["id"]): (ep["similarity"], 1.0) for ep in entry_points}
-    frontier = list(node_scores.keys())  # Current batch of nodes to expand
-    budget_remaining = budget - len(entry_points)
-    batch_size = 20  # Process this many nodes per DB query
-
-    while frontier and budget_remaining > 0:
-        # Take a batch from frontier
-        batch_ids = frontier[:batch_size]
-        frontier = frontier[batch_size:]
-
-        # Batch fetch all neighbors for this batch of nodes
-        neighbors = await conn.fetch(
-            f"""
-            SELECT mu.id, mu.text, mu.context, mu.event_date, mu.occurred_start, mu.occurred_end, mu.mentioned_at, mu.embedding, mu.fact_type, mu.document_id, mu.chunk_id,
-                   ml.weight, ml.link_type, ml.from_unit_id,
-                   1 - (mu.embedding <=> $1::vector) AS similarity
-            FROM {fq_table("memory_links")} ml
-            JOIN {fq_table("memory_units")} mu ON ml.to_unit_id = mu.id
-            WHERE ml.from_unit_id = ANY($2::uuid[])
-              AND ml.link_type IN ('temporal', 'causes', 'caused_by', 'enables', 'prevents')
-              AND ml.weight >= 0.1
-              AND mu.fact_type = $3
-              AND mu.embedding IS NOT NULL
-              AND (1 - (mu.embedding <=> $1::vector)) >= $4
-            ORDER BY ml.weight DESC
-            LIMIT $5
-            """,
-            query_emb_str,
-            batch_ids,
-            fact_type,
-            semantic_threshold,
-            batch_size * 10,  # Allow up to 10 neighbors per node in batch
-        )
-
-        for n in neighbors:
-            neighbor_id = str(n["id"])
-            if neighbor_id in visited:
-                continue
-
-            visited.add(neighbor_id)
-            budget_remaining -= 1
-
-            # Get parent's scores for propagation
-            parent_id = str(n["from_unit_id"])
-            _, parent_temporal_score = node_scores.get(parent_id, (0.5, 0.5))
-
-            # Calculate temporal score for neighbor using best available date
-            neighbor_best_date = None
-            if n["occurred_start"] is not None and n["occurred_end"] is not None:
-                neighbor_best_date = n["occurred_start"] + (n["occurred_end"] - n["occurred_start"]) / 2
-            elif n["occurred_start"] is not None:
-                neighbor_best_date = n["occurred_start"]
-            elif n["occurred_end"] is not None:
-                neighbor_best_date = n["occurred_end"]
-            elif n["mentioned_at"] is not None:
-                neighbor_best_date = n["mentioned_at"]
-
-            if neighbor_best_date:
-                days_from_mid = abs((neighbor_best_date - mid_date).total_seconds() / 86400)
-                neighbor_temporal_proximity = (
-                    1.0 - min(days_from_mid / (total_days / 2), 1.0) if total_days > 0 else 1.0
-                )
-            else:
-                neighbor_temporal_proximity = 0.3  # Lower score if no temporal data
-
-            # Boost causal links (same as graph retrieval)
-            link_type = n["link_type"]
-            if link_type in ("causes", "caused_by"):
-                causal_boost = 2.0
-            elif link_type in ("enables", "prevents"):
-                causal_boost = 1.5
-            else:
-                causal_boost = 1.0
-
-            # Propagate temporal score through links (decay, with causal boost)
-            propagated_temporal = parent_temporal_score * n["weight"] * causal_boost * 0.7
-
-            # Combined temporal score
-            combined_temporal = max(neighbor_temporal_proximity, propagated_temporal)
-
-            # Create RetrievalResult with temporal scores
-            neighbor_result = RetrievalResult.from_db_row(dict(n))
-            neighbor_result.temporal_score = combined_temporal
-            neighbor_result.temporal_proximity = neighbor_temporal_proximity
-            results.append(neighbor_result)
-
-            # Track scores for propagation and add to frontier
-            if budget_remaining > 0 and combined_temporal > 0.2:
-                node_scores[neighbor_id] = (n["similarity"], combined_temporal)
-                frontier.append(neighbor_id)
-
-            if budget_remaining <= 0:
-                break
-
-    return results
-
-
-async def retrieve_parallel(
-    pool,
-    query_text: str,
-    query_embedding_str: str,
-    bank_id: str,
-    fact_type: str,
-    thinking_budget: int,
-    question_date: datetime | None = None,
-    query_analyzer: Optional["QueryAnalyzer"] = None,
-    graph_retriever: GraphRetriever | None = None,
-    temporal_constraint: tuple | None = None,  # Pre-extracted temporal constraint
-    tags: list[str] | None = None,  # Visibility scope tags for filtering
-) -> ParallelRetrievalResult:
-    """
-    Run 3-way or 4-way parallel retrieval (adds temporal if detected).
-
-    Args:
-        pool: Database connection pool
-        query_text: Query text
-        query_embedding_str: Query embedding as string
-        bank_id: Bank ID
-        fact_type: Fact type to filter
-        thinking_budget: Budget for graph traversal and retrieval limits
-        question_date: Optional date when question was asked (for temporal filtering)
-        query_analyzer: Query analyzer to use (defaults to TransformerQueryAnalyzer)
-        graph_retriever: Graph retrieval strategy (defaults to configured retriever)
-        temporal_constraint: Pre-extracted temporal constraint (optional)
-        tags: Optional list of tags for visibility filtering (OR matching)
-
-    Returns:
-        ParallelRetrievalResult with semantic, bm25, graph, temporal results and timings
-    """
-    retriever = graph_retriever or get_default_graph_retriever()
-
-    # Use optimized parallel path for MPFP and LinkExpansion (runs all methods truly in parallel)
-    # BFS uses legacy path that extracts temporal constraint upfront
-    if retriever.name in ("mpfp", "link_expansion"):
-        return await _retrieve_parallel_mpfp(
-            pool,
-            query_text,
-            query_embedding_str,
-            bank_id,
-            fact_type,
-            thinking_budget,
-            temporal_constraint,
-            retriever,
-            question_date,
-            query_analyzer,
-            tags=tags,
-        )
-    else:
-        # For BFS, extract temporal constraint upfront (legacy path)
-        if temporal_constraint is None:
-            from .temporal_extraction import extract_temporal_constraint
-
-            temporal_constraint = extract_temporal_constraint(
-                query_text, reference_date=question_date, analyzer=query_analyzer
-            )
-        return await _retrieve_parallel_bfs(
-            pool,
-            query_text,
-            query_embedding_str,
-            bank_id,
-            fact_type,
-            thinking_budget,
-            temporal_constraint,
-            retriever,
-            tags=tags,
-        )
-
-
-@dataclass
-class _TimedResult:
-    """Internal result with timing."""
-
-    results: list[RetrievalResult]
-    time: float
-    conn_wait: float = 0.0  # Connection acquisition wait time
-
-
-async def _retrieve_parallel_mpfp(
-    pool,
-    query_text: str,
-    query_embedding_str: str,
-    bank_id: str,
-    fact_type: str,
-    thinking_budget: int,
-    temporal_constraint: tuple | None,
-    retriever: GraphRetriever,
-    question_date: datetime | None = None,
-    query_analyzer=None,
-    tags: list[str] | None = None,
-) -> ParallelRetrievalResult:
-    """
-    MPFP retrieval with true parallelization.
-
-    All methods run independently in parallel:
-    - Semantic: vector similarity search
-    - BM25: keyword search
-    - Graph: MPFP traversal (does its own semantic seeds internally)
-    - Temporal: date extraction (if needed) + date-range search
-
-    Temporal extraction runs IN PARALLEL with other retrievals, so even if
-    dateparser is slow, it doesn't block semantic/BM25/graph.
-    """
-    import time
-
-    async def run_semantic() -> _TimedResult:
-        """Independent semantic retrieval."""
-        start = time.time()
-        acquire_start = time.time()
-        async with acquire_with_retry(pool) as conn:
-            conn_wait = time.time() - acquire_start
-            results = await retrieve_semantic(
-                conn, query_embedding_str, bank_id, fact_type, limit=thinking_budget, tags=tags
-            )
-        return _TimedResult(results, time.time() - start, conn_wait)
-
-    async def run_bm25() -> _TimedResult:
-        """Independent BM25 retrieval."""
-        start = time.time()
-        acquire_start = time.time()
-        async with acquire_with_retry(pool) as conn:
-            conn_wait = time.time() - acquire_start
-            results = await retrieve_bm25(conn, query_text, bank_id, fact_type, limit=thinking_budget, tags=tags)
-        return _TimedResult(results, time.time() - start, conn_wait)
-
-    async def run_graph() -> tuple[list[RetrievalResult], float, MPFPTimings | None]:
-        """Independent graph retrieval - does its own semantic seeds."""
-        start = time.time()
-
-        # MPFP does its own semantic seeds via _find_semantic_seeds
-        # Note: temporal_seeds not used here to avoid dependency on temporal extraction
-        results, mpfp_timing = await retriever.retrieve(
-            pool=pool,
-            query_embedding_str=query_embedding_str,
-            bank_id=bank_id,
-            fact_type=fact_type,
-            budget=thinking_budget,
-            query_text=query_text,
-            semantic_seeds=None,  # Let MPFP find its own seeds
-            temporal_seeds=None,  # Don't wait for temporal extraction
-            tags=tags,
-        )
-        return results, time.time() - start, mpfp_timing
-
-    @dataclass
-    class _TemporalWithConstraint:
-        """Temporal results with the extracted constraint."""
-
-        results: list[RetrievalResult]
-        time: float
-        constraint: tuple | None
-        extraction_time: float  # Time spent in query analyzer (dateparser)
-        conn_wait: float = 0.0  # Connection acquisition wait time
-
-    async def run_temporal_with_extraction() -> _TemporalWithConstraint:
-        """
-        Extract temporal constraint AND run temporal retrieval.
-
-        This runs in parallel with semantic/BM25/graph, so dateparser
-        latency doesn't block other retrievals.
-        """
-        start = time.time()
-
-        # Use pre-provided constraint if available
-        tc = temporal_constraint
-        extraction_time = 0.0
-
-        # Otherwise extract from query (this is the potentially slow dateparser call)
-        if tc is None:
-            from .temporal_extraction import extract_temporal_constraint
-
-            extraction_start = time.time()
-            tc = extract_temporal_constraint(query_text, reference_date=question_date, analyzer=query_analyzer)
-            extraction_time = time.time() - extraction_start
-
-        # If no temporal constraint found, return empty (but still report extraction time)
-        if tc is None:
-            return _TemporalWithConstraint([], time.time() - start, None, extraction_time, 0.0)
-
-        # Run temporal retrieval with the extracted constraint
-        tc_start, tc_end = tc
-        acquire_start = time.time()
-        async with acquire_with_retry(pool) as conn:
-            conn_wait = time.time() - acquire_start
-            results = await retrieve_temporal(
-                conn,
-                query_embedding_str,
-                bank_id,
-                fact_type,
-                tc_start,
-                tc_end,
-                budget=thinking_budget,
-                semantic_threshold=0.1,
-            )
-        return _TemporalWithConstraint(results, time.time() - start, tc, extraction_time, conn_wait)
-
-    # Run ALL methods in parallel (including temporal extraction!)
-    semantic_result, bm25_result, graph_result, temporal_result = await asyncio.gather(
-        run_semantic(),
-        run_bm25(),
-        run_graph(),
-        run_temporal_with_extraction(),
-    )
-    graph_results, graph_time, mpfp_timing = graph_result
-
-    # Compute max connection wait across all methods (graph handles its own connections)
-    max_conn_wait = max(semantic_result.conn_wait, bm25_result.conn_wait, temporal_result.conn_wait)
-
-    return ParallelRetrievalResult(
-        semantic=semantic_result.results,
-        bm25=bm25_result.results,
-        graph=graph_results,
-        temporal=temporal_result.results if temporal_result.results else None,
-        timings={
-            "semantic": semantic_result.time,
-            "bm25": bm25_result.time,
-            "graph": graph_time,
-            "temporal": temporal_result.time,
-            "temporal_extraction": temporal_result.extraction_time,
-        },
-        temporal_constraint=temporal_result.constraint,
-        mpfp_timings=[mpfp_timing] if mpfp_timing else [],
-        max_conn_wait=max_conn_wait,
-    )
-
-
-async def _get_temporal_entry_points(
-    conn,
-    query_embedding_str: str,
-    bank_id: str,
-    fact_type: str,
-    start_date: datetime,
-    end_date: datetime,
-    limit: int = 20,
-    semantic_threshold: float = 0.1,
-) -> list[RetrievalResult]:
-    """Get temporal entry points (facts in date range with semantic relevance)."""
-
-    if start_date.tzinfo is None:
-        start_date = start_date.replace(tzinfo=UTC)
-    if end_date.tzinfo is None:
-        end_date = end_date.replace(tzinfo=UTC)
-
-    rows = await conn.fetch(
-        f"""
-        SELECT id, text, context, event_date, occurred_start, occurred_end, mentioned_at,
-               embedding, fact_type, document_id, chunk_id,
-               1 - (embedding <=> $1::vector) AS similarity
-        FROM {fq_table("memory_units")}
-        WHERE bank_id = $2
-          AND fact_type = $3
-          AND embedding IS NOT NULL
-          AND (
-              (occurred_start IS NOT NULL AND occurred_end IS NOT NULL
-               AND occurred_start <= $5 AND occurred_end >= $4)
-              OR (mentioned_at IS NOT NULL AND mentioned_at BETWEEN $4 AND $5)
-              OR (occurred_start IS NOT NULL AND occurred_start BETWEEN $4 AND $5)
-              OR (occurred_end IS NOT NULL AND occurred_end BETWEEN $4 AND $5)
-          )
-          AND (1 - (embedding <=> $1::vector)) >= $6
-        ORDER BY COALESCE(occurred_start, mentioned_at, occurred_end) DESC,
-                 (embedding <=> $1::vector) ASC
-        LIMIT $7
-        """,
-        query_embedding_str,
-        bank_id,
-        fact_type,
-        start_date,
-        end_date,
-        semantic_threshold,
-        limit,
-    )
-
-    results = []
-    total_days = max((end_date - start_date).total_seconds() / 86400, 1)
-    mid_date = start_date + (end_date - start_date) / 2
-
-    for row in rows:
-        result = RetrievalResult.from_db_row(dict(row))
-
-        # Calculate temporal proximity score
-        best_date = None
-        if row["occurred_start"] and row["occurred_end"]:
-            best_date = row["occurred_start"] + (row["occurred_end"] - row["occurred_start"]) / 2
-        elif row["occurred_start"]:
-            best_date = row["occurred_start"]
-        elif row["occurred_end"]:
-            best_date = row["occurred_end"]
-        elif row["mentioned_at"]:
-            best_date = row["mentioned_at"]
-
-        if best_date:
-            days_from_mid = abs((best_date - mid_date).total_seconds() / 86400)
-            result.temporal_proximity = 1.0 - min(days_from_mid / (total_days / 2), 1.0)
-        else:
-            result.temporal_proximity = 0.5
-
-        result.temporal_score = result.temporal_proximity
-        results.append(result)
-
-    return results
-
-
-async def _retrieve_parallel_bfs(
-    pool,
-    query_text: str,
-    query_embedding_str: str,
-    bank_id: str,
-    fact_type: str,
-    thinking_budget: int,
-    temporal_constraint: tuple | None,
-    retriever: GraphRetriever,
-    tags: list[str] | None = None,
-) -> ParallelRetrievalResult:
-    """BFS retrieval: all methods run in parallel (original behavior)."""
-    import time
-
-    async def run_semantic() -> _TimedResult:
-        start = time.time()
-        async with acquire_with_retry(pool) as conn:
-            results = await retrieve_semantic(
-                conn, query_embedding_str, bank_id, fact_type, limit=thinking_budget, tags=tags
-            )
-        return _TimedResult(results, time.time() - start)
-
-    async def run_bm25() -> _TimedResult:
-        start = time.time()
-        async with acquire_with_retry(pool) as conn:
-            results = await retrieve_bm25(conn, query_text, bank_id, fact_type, limit=thinking_budget, tags=tags)
-        return _TimedResult(results, time.time() - start)
-
-    async def run_graph() -> _TimedResult:
-        start = time.time()
-        results, _ = await retriever.retrieve(
-            pool=pool,
-            query_embedding_str=query_embedding_str,
-            bank_id=bank_id,
-            fact_type=fact_type,
-            budget=thinking_budget,
-            query_text=query_text,
-            tags=tags,
-        )
-        return _TimedResult(results, time.time() - start)
-
-    async def run_temporal(tc_start, tc_end) -> _TimedResult:
-        start = time.time()
-        async with acquire_with_retry(pool) as conn:
-            results = await retrieve_temporal(
-                conn,
-                query_embedding_str,
-                bank_id,
-                fact_type,
-                tc_start,
-                tc_end,
-                budget=thinking_budget,
-                semantic_threshold=0.1,
-                tags=tags,
-            )
-        return _TimedResult(results, time.time() - start)
-
-    if temporal_constraint:
-        tc_start, tc_end = temporal_constraint
-        semantic_r, bm25_r, graph_r, temporal_r = await asyncio.gather(
-            run_semantic(),
-            run_bm25(),
-            run_graph(),
-            run_temporal(tc_start, tc_end),
-        )
-        return ParallelRetrievalResult(
-            semantic=semantic_r.results,
-            bm25=bm25_r.results,
-            graph=graph_r.results,
-            temporal=temporal_r.results,
-            timings={
-                "semantic": semantic_r.time,
-                "bm25": bm25_r.time,
-                "graph": graph_r.time,
-                "temporal": temporal_r.time,
-            },
-            temporal_constraint=temporal_constraint,
-        )
-    else:
-        semantic_r, bm25_r, graph_r = await asyncio.gather(
-            run_semantic(),
-            run_bm25(),
-            run_graph(),
-        )
-        return ParallelRetrievalResult(
-            semantic=semantic_r.results,
-            bm25=bm25_r.results,
-            graph=graph_r.results,
-            temporal=None,
-            timings={
-                "semantic": semantic_r.time,
-                "bm25": bm25_r.time,
-                "graph": graph_r.time,
-            },
-            temporal_constraint=None,
-        )
-
-
 async def retrieve_all_fact_types_parallel(
     pool,
     query_text: str,

hindsight-api/hindsight_api/engine/search/think_utils.py

@@ -188,7 +188,7 @@ def get_system_message(disposition: DispositionTraits) -> str:
         " ".join(instructions) if instructions else "Balance your disposition traits when interpreting information."
     )
 
-    return f"You are a person with your own thoughts, experiences, opinions, and disposition. When asked a question, respond naturally like a human would - share what you genuinely think based on what you know and have experienced. {disposition_instruction} Be direct, express your views confidently, and use 'I think', 'I believe', 'in my view', etc. Respond in plain text without markdown formatting. IMPORTANT: Detect the language of the question and respond in the SAME language. Do not translate to English if the question is in another language."
+    return f"You are a person with your own thoughts, experiences, opinions, and disposition. When asked a question, respond naturally like a human would - share what you genuinely think based on what you know and have experienced. {disposition_instruction} Be direct, express your views confidently, and use 'I think', 'I believe', 'in my view', etc. Respond in plain text without markdown formatting. CRITICAL: ONLY use the facts and information provided in the prompt - do not make up names, events, or information that weren't mentioned. If you don't have enough information to answer, say so. IMPORTANT: Detect the language of the question and respond in the SAME language. Do not translate to English if the question is in another language."
 
 
 async def reflect(

hindsight-api/hindsight_api/engine/search/types.py

@@ -46,7 +46,6 @@ class RetrievalResult:
     mentioned_at: datetime | None = None
     document_id: str | None = None
     chunk_id: str | None = None
-    embedding: list[float] | None = None
     tags: list[str] | None = None  # Visibility scope tags
 
     # Retrieval-specific scores (only one will be set depending on retrieval method)
@@ -70,7 +69,6 @@ class RetrievalResult:
             mentioned_at=row.get("mentioned_at"),
             document_id=row.get("document_id"),
             chunk_id=row.get("chunk_id"),
-            embedding=row.get("embedding"),
             tags=row.get("tags"),
             similarity=row.get("similarity"),
             bm25_score=row.get("bm25_score"),
@@ -154,7 +152,6 @@ class ScoredResult:
             "mentioned_at": self.retrieval.mentioned_at,
             "document_id": self.retrieval.document_id,
             "chunk_id": self.retrieval.chunk_id,
-            "embedding": self.retrieval.embedding,
             "tags": self.retrieval.tags,
             "semantic_similarity": self.retrieval.similarity,
             "bm25_score": self.retrieval.bm25_score,

hindsight-api/hindsight_api/engine/storage/__init__.py

@@ -0,0 +1,77 @@
+"""File storage backends for uploaded files."""
+
+from collections.abc import Callable
+
+from .base import FileStorage
+from .postgresql import PostgreSQLFileStorage
+
+__all__ = ["FileStorage", "PostgreSQLFileStorage", "create_file_storage"]
+
+
+def create_file_storage(
+    storage_type: str,
+    pool_getter: Callable | None = None,
+    schema: str | None = None,
+    **kwargs,
+) -> FileStorage:
+    """
+    Create file storage backend based on configuration.
+
+    Args:
+        storage_type: "native" (PostgreSQL BYTEA) or "s3" (S3-compatible object storage)
+        pool_getter: Database pool getter (required for native)
+        schema: Database schema (for native multi-tenant)
+        **kwargs: Additional args passed to storage backend
+
+    Returns:
+        FileStorage instance
+
+    Raises:
+        ValueError: If storage_type is unknown or required args are missing
+    """
+    if storage_type == "native":
+        if not pool_getter:
+            raise ValueError("pool_getter required for native (PostgreSQL) storage")
+        return PostgreSQLFileStorage(pool_getter=pool_getter, schema=schema)
+    elif storage_type == "s3":
+        from ...config import get_config
+        from .s3 import S3FileStorage
+
+        config = get_config()
+        bucket = config.file_storage_s3_bucket
+        if not bucket:
+            raise ValueError("HINDSIGHT_API_FILE_STORAGE_S3_BUCKET is required for S3 storage")
+        return S3FileStorage(
+            bucket=bucket,
+            region=config.file_storage_s3_region,
+            endpoint=config.file_storage_s3_endpoint,
+            access_key_id=config.file_storage_s3_access_key_id,
+            secret_access_key=config.file_storage_s3_secret_access_key,
+        )
+    elif storage_type == "gcs":
+        from ...config import get_config
+        from .gcs import GCSFileStorage
+
+        config = get_config()
+        bucket = config.file_storage_gcs_bucket
+        if not bucket:
+            raise ValueError("HINDSIGHT_API_FILE_STORAGE_GCS_BUCKET is required for GCS storage")
+        return GCSFileStorage(
+            bucket=bucket,
+            service_account_key=config.file_storage_gcs_service_account_key,
+        )
+    elif storage_type == "azure":
+        from ...config import get_config
+        from .azure import AzureFileStorage
+
+        config = get_config()
+        container = config.file_storage_azure_container
+        if not container:
+            raise ValueError("HINDSIGHT_API_FILE_STORAGE_AZURE_CONTAINER is required for Azure storage")
+        return AzureFileStorage(
+            container_name=container,
+            account_name=config.file_storage_azure_account_name,
+            account_key=config.file_storage_azure_account_key,
+        )
+    else:
+        raise ValueError(f"Unknown storage type: {storage_type}. Supported: 'native', 's3', 'gcs', 'azure'.")

hindsight-api/hindsight_api/engine/storage/azure.py

@@ -0,0 +1,62 @@
+"""Azure Blob Storage backend using obstore."""
+
+import logging
+from datetime import timedelta
+
+import obstore as obs
+from obstore.store import AzureStore
+
+from .base import FileStorage
+
+logger = logging.getLogger(__name__)
+
+
+class AzureFileStorage(FileStorage):
+    """
+    Azure Blob Storage backend.
+
+    Uses obstore (Rust-backed) for high-throughput async access to Azure Blob Storage.
+    Supports account key, SAS token, and default Azure credentials.
+    """
+
+    def __init__(
+        self,
+        container_name: str,
+        account_name: str | None = None,
+        account_key: str | None = None,
+    ):
+        kwargs: dict = {}
+        if account_name:
+            kwargs["account_name"] = account_name
+        if account_key:
+            kwargs["account_key"] = account_key
+
+        self._store = AzureStore(container_name, **kwargs)
+        logger.info(f"Initialized Azure file storage: container={container_name}, account={account_name}")
+
+    async def store(self, file_data: bytes, key: str, metadata: dict[str, str] | None = None) -> str:
+        await obs.put_async(self._store, key, file_data)
+        logger.debug(f"Stored file {key} ({len(file_data)} bytes) in Azure")
+        return key
+
+    async def retrieve(self, key: str) -> bytes:
+        try:
+            response = await obs.get_async(self._store, key)
+            return await response.bytes_async()
+        except Exception as e:
+            if "not found" in str(e).lower() or "BlobNotFound" in str(e):
+                raise FileNotFoundError(f"File not found: {key}") from e
+            raise
+
+    async def delete(self, key: str) -> None:
+        await obs.delete_async(self._store, key)
+
+    async def exists(self, key: str) -> bool:
+        try:
+            await obs.head_async(self._store, key)
+            return True
+        except Exception:
+            return False
+
+    async def get_download_url(self, key: str, expires_in: int = 3600) -> str:
+        return await obs.sign_async(self._store, "GET", key, timedelta(seconds=expires_in))

hindsight-api/hindsight_api/engine/storage/base.py

@@ -0,0 +1,83 @@
+"""Abstract base class for file storage backends."""
+
+from abc import ABC, abstractmethod
+
+
+class FileStorage(ABC):
+    """Abstract base for file storage backends."""
+
+    @abstractmethod
+    async def store(
+        self,
+        file_data: bytes,
+        key: str,
+        metadata: dict[str, str] | None = None,
+    ) -> str:
+        """
+        Store file and return storage key.
+
+        Args:
+            file_data: Raw file bytes
+            key: Storage key (e.g., "banks/{bank_id}/files/{file_id}.pdf")
+            metadata: Optional metadata to store with file
+
+        Returns:
+            Storage key that can be used to retrieve the file
+        """
+        pass
+
+    @abstractmethod
+    async def retrieve(self, key: str) -> bytes:
+        """
+        Retrieve file by storage key.
+
+        Args:
+            key: Storage key
+
+        Returns:
+            File data as bytes
+
+        Raises:
+            FileNotFoundError: If file does not exist
+        """
+        pass
+
+    @abstractmethod
+    async def delete(self, key: str) -> None:
+        """
+        Delete file by storage key.
+
+        Args:
+            key: Storage key
+        """
+        pass
+
+    @abstractmethod
+    async def exists(self, key: str) -> bool:
+        """
+        Check if file exists.
+
+        Args:
+            key: Storage key
+
+        Returns:
+            True if file exists, False otherwise
+        """
+        pass
+
+    @abstractmethod
+    async def get_download_url(self, key: str, expires_in: int = 3600) -> str:
+        """
+        Get a URL for downloading the file.
+
+        For PostgreSQL storage, this might be a relative API path.
+        For S3, this would be a pre-signed URL.
+
+        Args:
+            key: Storage key
+            expires_in: Expiration time in seconds (may be ignored for some backends)
+
+        Returns:
+            Download URL or path
+        """
+        pass

hindsight-api/hindsight_api/engine/storage/gcs.py

@@ -0,0 +1,59 @@
+"""Google Cloud Storage backend using obstore."""
+
+import logging
+from datetime import timedelta
+
+import obstore as obs
+from obstore.store import GCSStore
+
+from .base import FileStorage
+
+logger = logging.getLogger(__name__)
+
+
+class GCSFileStorage(FileStorage):
+    """
+    Google Cloud Storage backend.
+
+    Uses obstore (Rust-backed) for high-throughput async access to GCS.
+    Supports Application Default Credentials, service account keys, and explicit credentials.
+    """
+
+    def __init__(
+        self,
+        bucket: str,
+        service_account_key: str | None = None,
+    ):
+        kwargs: dict = {}
+        if service_account_key:
+            kwargs["service_account_key"] = service_account_key
+
+        self._store = GCSStore(bucket, **kwargs)
+        logger.info(f"Initialized GCS file storage: bucket={bucket}")
+
+    async def store(self, file_data: bytes, key: str, metadata: dict[str, str] | None = None) -> str:
+        await obs.put_async(self._store, key, file_data)
+        logger.debug(f"Stored file {key} ({len(file_data)} bytes) in GCS")
+        return key
+
+    async def retrieve(self, key: str) -> bytes:
+        try:
+            response = await obs.get_async(self._store, key)
+            return await response.bytes_async()
+        except Exception as e:
+            if "not found" in str(e).lower():
+                raise FileNotFoundError(f"File not found: {key}") from e
+            raise
+
+    async def delete(self, key: str) -> None:
+        await obs.delete_async(self._store, key)
+
+    async def exists(self, key: str) -> bool:
+        try:
+            await obs.head_async(self._store, key)
+            return True
+        except Exception:
+            return False
+
+    async def get_download_url(self, key: str, expires_in: int = 3600) -> str:
+        return await obs.sign_async(self._store, "GET", key, timedelta(seconds=expires_in))

hindsight-api/hindsight_api/engine/storage/postgresql.py

@@ -0,0 +1,139 @@
+"""PostgreSQL BYTEA-based file storage (default, zero-config)."""
+
+import logging
+from collections.abc import Callable
+from typing import TYPE_CHECKING
+
+if TYPE_CHECKING:
+    import asyncpg
+
+from .base import FileStorage
+
+logger = logging.getLogger(__name__)
+
+
+def fq_table(table: str, schema: str | None = None) -> str:
+    """Get fully-qualified table name with optional schema prefix."""
+    if schema:
+        return f'"{schema}".{table}'
+    return table
+
+
+class PostgreSQLFileStorage(FileStorage):
+    """
+    PostgreSQL BYTEA-based file storage.
+
+    Stores files directly in PostgreSQL using BYTEA columns.
+    This is the default storage backend - zero configuration required!
+
+    Pros:
+    - Works out of the box (no external dependencies)
+    - Transactional consistency with database
+    - Simple backups (included in pg_dump)
+    - Good performance for <10MB files
+
+    Cons:
+    - Database bloat for large/many files
+    - Not ideal for distributed deployments
+    - Higher cost than object storage at scale
+
+    For production/scale, consider S3FileStorage instead.
+    """
+
+    def __init__(self, pool_getter: Callable[[], "asyncpg.Pool"], schema: str | None = None):
+        """
+        Initialize PostgreSQL file storage.
+
+        Args:
+            pool_getter: Function that returns asyncpg connection pool
+            schema: Database schema (for multi-tenant support)
+        """
+        self._pool_getter = pool_getter
+        self._schema = schema
+
+    async def store(
+        self,
+        file_data: bytes,
+        key: str,
+        metadata: dict[str, str] | None = None,
+    ) -> str:
+        """Store file in PostgreSQL."""
+        pool = self._pool_getter()
+
+        async with pool.acquire() as conn:
+            await conn.execute(
+                f"""
+                INSERT INTO {fq_table("file_storage", self._schema)}
+                (storage_key, data)
+                VALUES ($1, $2)
+                ON CONFLICT (storage_key) DO UPDATE SET
+                    data = EXCLUDED.data
+                """,
+                key,
+                file_data,
+            )
+
+        logger.debug(f"Stored file {key} ({len(file_data)} bytes) in PostgreSQL")
+        return key
+
+    async def retrieve(self, key: str) -> bytes:
+        """Retrieve file from PostgreSQL."""
+        pool = self._pool_getter()
+
+        async with pool.acquire() as conn:
+            row = await conn.fetchrow(
+                f"""
+                SELECT data FROM {fq_table("file_storage", self._schema)}
+                WHERE storage_key = $1
+                """,
+                key,
+            )
+
+            if not row:
+                raise FileNotFoundError(f"File not found: {key}")
+
+            return bytes(row["data"])
+
+    async def delete(self, key: str) -> None:
+        """Delete file from PostgreSQL."""
+        pool = self._pool_getter()
+
+        async with pool.acquire() as conn:
+            result = await conn.execute(
+                f"""
+                DELETE FROM {fq_table("file_storage", self._schema)}
+                WHERE storage_key = $1
+                """,
+                key,
+            )
+
+            # Check if anything was deleted
+            if result == "DELETE 0":
+                logger.warning(f"Attempted to delete non-existent file: {key}")
+
+    async def exists(self, key: str) -> bool:
+        """Check if file exists in PostgreSQL."""
+        pool = self._pool_getter()
+
+        async with pool.acquire() as conn:
+            row = await conn.fetchrow(
+                f"""
+                SELECT 1 FROM {fq_table("file_storage", self._schema)}
+                WHERE storage_key = $1
+                """,
+                key,
+            )
+
+            return row is not None
+
+    async def get_download_url(self, key: str, expires_in: int = 3600) -> str:
+        """
+        Get download URL for PostgreSQL-stored file.
+
+        Returns an API endpoint path (not a pre-signed URL since the file
+        is stored in the database). The expires_in parameter is ignored
+        for PostgreSQL storage.
+        """
+        # Return API path for download endpoint
+        # (expires_in ignored for database storage - auth handled at API level)
+        return f"/v1/default/files/download/{key}"

hindsight-api/hindsight_api/engine/storage/s3.py

@@ -0,0 +1,71 @@
+"""S3 object storage backend using obstore."""
+
+import logging
+from datetime import timedelta
+
+import obstore as obs
+from obstore.store import S3Store
+
+from .base import FileStorage
+
+logger = logging.getLogger(__name__)
+
+
+class S3FileStorage(FileStorage):
+    """
+    S3-compatible object storage backend.
+
+    Uses obstore (Rust-backed) for high-throughput async access to
+    Amazon S3, MinIO, Cloudflare R2, and other S3-compliant APIs.
+    """
+
+    def __init__(
+        self,
+        bucket: str,
+        region: str | None = None,
+        endpoint: str | None = None,
+        access_key_id: str | None = None,
+        secret_access_key: str | None = None,
+    ):
+        kwargs: dict = {}
+        if region:
+            kwargs["region"] = region
+        if endpoint:
+            kwargs["endpoint"] = endpoint
+            # Allow plain HTTP for local S3-compatible services (MinIO, LocalStack, etc.)
+            if endpoint.startswith("http://"):
+                kwargs["allow_http"] = True
+        if access_key_id:
+            kwargs["access_key_id"] = access_key_id
+        if secret_access_key:
+            kwargs["secret_access_key"] = secret_access_key
+
+        self._store = S3Store(bucket, **kwargs)
+        logger.info(f"Initialized S3 file storage: bucket={bucket}, region={region}, endpoint={endpoint}")
+
+    async def store(self, file_data: bytes, key: str, metadata: dict[str, str] | None = None) -> str:
+        await obs.put_async(self._store, key, file_data)
+        logger.debug(f"Stored file {key} ({len(file_data)} bytes) in S3")
+        return key
+
+    async def retrieve(self, key: str) -> bytes:
+        try:
+            response = await obs.get_async(self._store, key)
+            return await response.bytes_async()
+        except Exception as e:
+            if "not found" in str(e).lower() or "NoSuchKey" in str(e):
+                raise FileNotFoundError(f"File not found: {key}") from e
+            raise
+
+    async def delete(self, key: str) -> None:
+        await obs.delete_async(self._store, key)
+
+    async def exists(self, key: str) -> bool:
+        try:
+            await obs.head_async(self._store, key)
+            return True
+        except Exception:
+            return False
+
+    async def get_download_url(self, key: str, expires_in: int = 3600) -> str:
+        return await obs.sign_async(self._store, "GET", key, timedelta(seconds=expires_in))

hindsight-api/hindsight_api/engine/task_backend.py

@@ -182,7 +182,16 @@ class BrokerTaskBackend(TaskBackend):
         operation_id = task_dict.get("operation_id")
         task_type = task_dict.get("type", "unknown")
         bank_id = task_dict.get("bank_id")
-        payload_json = json.dumps(task_dict)
+
+        # Custom encoder to handle datetime objects
+        from datetime import datetime
+
+        def datetime_encoder(obj):
+            if isinstance(obj, datetime):
+                return obj.isoformat()
+            raise TypeError(f"Object of type {type(obj).__name__} is not JSON serializable")
+
+        payload_json = json.dumps(task_dict, default=datetime_encoder)
 
         schema = self._schema_getter() if self._schema_getter else self._schema
         table = fq_table("async_operations", schema)

hindsight-api/hindsight_api/engine/utils.py

@@ -19,7 +19,7 @@ async def extract_facts(
     context: str = "",
     llm_config: "LLMConfig" = None,
     agent_name: str = None,
-    extract_opinions: bool = False,
+    config=None,
 ) -> tuple[list["Fact"], list[tuple[str, int]]]:
     """
     Extract semantic facts from text using LLM.
@@ -36,7 +36,7 @@ async def extract_facts(
         context: Context about the conversation/document
         llm_config: LLM configuration to use
         agent_name: Optional agent name to help identify agent-related facts
-        extract_opinions: If True, extract ONLY opinions. If False, extract world and agent facts (no opinions)
+        config: HindsightConfig to use (defaults to global config if not provided)
 
     Returns:
         Tuple of (facts, chunks) where:
@@ -49,13 +49,19 @@ async def extract_facts(
     if not text or not text.strip():
         return [], []
 
+    # Use provided config or fall back to global config
+    if config is None:
+        from ..config import _get_raw_config
+
+        config = _get_raw_config()
+
     facts, chunks, _ = await extract_facts_from_text(
         text,
         event_date,
-        context=context,
         llm_config=llm_config,
         agent_name=agent_name,
-        extract_opinions=extract_opinions,
+        config=config,
+        context=context,
     )
 
     if not facts:

hindsight-api/hindsight_api/extensions/__init__.py

@@ -16,14 +16,20 @@ with the system (e.g., running migrations for tenant schemas).
 """
 
 from hindsight_api.extensions.base import Extension
-from hindsight_api.extensions.builtin import ApiKeyTenantExtension
+from hindsight_api.extensions.builtin import ApiKeyTenantExtension, SupabaseTenantExtension
 from hindsight_api.extensions.context import DefaultExtensionContext, ExtensionContext
 from hindsight_api.extensions.http import HttpExtension
 from hindsight_api.extensions.loader import load_extension
+from hindsight_api.extensions.mcp import MCPExtension
 from hindsight_api.extensions.operation_validator import (
     # Consolidation operation
     ConsolidateContext,
     ConsolidateResult,
+    # Mental Model operations
+    MentalModelGetContext,
+    MentalModelGetResult,
+    MentalModelRefreshContext,
+    MentalModelRefreshResult,
     # Core operations
     OperationValidationError,
     OperationValidatorExtension,
@@ -52,6 +58,8 @@ __all__ = [
     "DefaultExtensionContext",
     # HTTP Extension
     "HttpExtension",
+    # MCP Extension
+    "MCPExtension",
     # Operation Validator - Core
     "OperationValidationError",
     "OperationValidatorExtension",
@@ -65,8 +73,14 @@ __all__ = [
     # Operation Validator - Consolidation
     "ConsolidateContext",
     "ConsolidateResult",
+    # Operation Validator - Mental Model
+    "MentalModelGetContext",
+    "MentalModelGetResult",
+    "MentalModelRefreshContext",
+    "MentalModelRefreshResult",
     # Tenant/Auth
     "ApiKeyTenantExtension",
+    "SupabaseTenantExtension",
     "AuthenticationError",
     "RequestContext",
     "Tenant",

hindsight-api/hindsight_api/extensions/builtin/__init__.py

@@ -6,13 +6,17 @@ They can be used directly or serve as examples for custom implementations.
 
 Available built-in extensions:
     - ApiKeyTenantExtension: Simple API key validation with public schema
+    - SupabaseTenantExtension: Supabase JWT validation with per-user schema isolation
 
 Example usage:
     HINDSIGHT_API_TENANT_EXTENSION=hindsight_api.extensions.builtin.tenant:ApiKeyTenantExtension
+    HINDSIGHT_API_TENANT_EXTENSION=hindsight_api.extensions.builtin.supabase_tenant:SupabaseTenantExtension
 """
 
+from hindsight_api.extensions.builtin.supabase_tenant import SupabaseTenantExtension
 from hindsight_api.extensions.builtin.tenant import ApiKeyTenantExtension
 
 __all__ = [
     "ApiKeyTenantExtension",
+    "SupabaseTenantExtension",
 ]

hindsight-api/hindsight_api/extensions/builtin/supabase_tenant.py

@@ -0,0 +1,433 @@
+"""
+Supabase Tenant Extension for Hindsight
+
+Validates Supabase JWTs and maps authenticated users to isolated memory banks.
+Each user gets their own PostgreSQL schema based on their Supabase user ID.
+
+This extension enables multi-tenant memory isolation for applications using
+Supabase Auth - each authenticated user's memories are stored in a separate
+schema, ensuring complete data isolation.
+
+Features:
+    - Local JWT Verification: Validates tokens locally using JWKS public keys
+      (no network call per request)
+    - Automatic Schema Isolation: Each user gets {prefix}_{user_id} schema
+    - Zero User Management: Leverages your existing Supabase Auth setup
+    - Production Ready: Includes health checks, timeouts, key rotation handling,
+      and error handling
+    - Built-in: Ships with Hindsight, no extra installation needed
+    - Legacy Support: Falls back to /auth/v1/user endpoint for HS256 projects
+
+JWT Verification Strategy:
+    By default, JWTs are verified locally using public keys from the Supabase
+    JWKS endpoint (/auth/v1/.well-known/jwks.json). This is the Supabase-recommended
+    approach: no network call per request, fast, and secure.
+
+    If JWKS keys are unavailable (e.g., legacy HS256 projects), the extension
+    falls back to calling /auth/v1/user per request for validation. This requires
+    the service_role key to be configured.
+
+Configuration via environment variables:
+    HINDSIGHT_API_TENANT_EXTENSION=hindsight_api.extensions.builtin.supabase_tenant:SupabaseTenantExtension
+    HINDSIGHT_API_TENANT_SUPABASE_URL=https://your-project.supabase.co
+
+    # Optional - only required for legacy HS256 projects or health checks
+    HINDSIGHT_API_TENANT_SUPABASE_SERVICE_KEY=your-service-role-key
+
+    # Optional
+    HINDSIGHT_API_TENANT_SCHEMA_PREFIX=user  # Default: "user" (creates user_<uuid> schemas)
+
+Usage:
+    Clients pass their Supabase JWT in the Authorization header:
+
+    curl -H "Authorization: Bearer <supabase_jwt>" \\
+        https://your-hindsight-server/v1/default/banks/my-bank/memories/recall
+
+Author: BrighterBalance (https://brighterbalance.app)
+License: MIT
+"""
+
+from __future__ import annotations
+
+import logging
+import re
+import time
+
+import httpx
+import jwt as pyjwt
+from jwt import PyJWK
+
+from hindsight_api.extensions.tenant import AuthenticationError, Tenant, TenantContext, TenantExtension
+from hindsight_api.models import RequestContext
+
+logger = logging.getLogger(__name__)
+
+__all__ = ["SupabaseTenantExtension"]
+
+# Minimum expected JWT length (JWTs are typically 100+ characters)
+MIN_TOKEN_LENGTH = 20
+
+# Timeout for Supabase API calls
+REQUEST_TIMEOUT_SECONDS = 10.0
+
+# JWKS cache TTL — Supabase Edge caches JWKS for 10 minutes, so we match that
+JWKS_CACHE_TTL_SECONDS = 600
+
+# Minimum interval between JWKS refreshes to avoid hammering the endpoint
+JWKS_MIN_REFRESH_INTERVAL_SECONDS = 30
+
+# Algorithms supported by Supabase Auth for asymmetric JWT signing
+SUPPORTED_ALGORITHMS = ["RS256", "ES256"]
+
+# Supabase user IDs are UUIDs — validate before using in schema names
+_UUID_RE = re.compile(r"^[0-9a-f]{8}-[0-9a-f]{4}-[0-9a-f]{4}-[0-9a-f]{4}-[0-9a-f]{12}$", re.IGNORECASE)
+
+# Schema prefix must be a valid Postgres identifier component (letters, digits, underscores)
+_SCHEMA_PREFIX_RE = re.compile(r"^[a-zA-Z_][a-zA-Z0-9_]*$")
+
+
+class SupabaseTenantExtension(TenantExtension):
+    """
+    TenantExtension that validates Supabase JWTs for multi-tenant isolation.
+
+    Each authenticated user gets their own PostgreSQL schema, ensuring complete
+    memory isolation between users. The schema name is derived from the user's
+    Supabase user ID (the ``sub`` claim in the JWT).
+
+    JWT verification uses JWKS (local, no network call per request) when
+    asymmetric keys are configured in Supabase, and falls back to the
+    ``/auth/v1/user`` endpoint for legacy HS256 projects.
+
+    Example:
+        User with ID "a1b2c3d4-e5f6-7890-abcd-ef1234567890"
+        gets schema "user_a1b2c3d4_e5f6_7890_abcd_ef1234567890"
+    """
+
+    def __init__(self, config: dict[str, str]) -> None:
+        """
+        Initialize with configuration from environment variables.
+
+        Config keys are derived from HINDSIGHT_API_TENANT_* env vars:
+        - HINDSIGHT_API_TENANT_SUPABASE_URL -> config["supabase_url"] (required)
+        - HINDSIGHT_API_TENANT_SUPABASE_SERVICE_KEY -> config["supabase_service_key"] (optional)
+        - HINDSIGHT_API_TENANT_SCHEMA_PREFIX -> config["schema_prefix"] (optional)
+
+        Args:
+            config: Dictionary of configuration values from environment
+
+        Raises:
+            ValueError: If required configuration is missing
+        """
+        super().__init__(config)
+
+        self.supabase_url = (config.get("supabase_url") or "").rstrip("/")
+        self.supabase_service_key = config.get("supabase_service_key")
+        self.schema_prefix = config.get("schema_prefix", "user")
+
+        # Track initialized schemas to avoid redundant migrations
+        self._initialized_schemas: set[str] = set()
+
+        # Reusable HTTP client (created on startup)
+        self._http_client: httpx.AsyncClient | None = None
+
+        # JWKS state
+        self._jwks_keys: dict[str, PyJWK] = {}
+        self._jwks_last_fetched: float = 0
+        self._use_jwks: bool = False
+
+        if not self.supabase_url:
+            raise ValueError(
+                "HINDSIGHT_API_TENANT_SUPABASE_URL is required. "
+                "Set it to your Supabase project URL (e.g., https://xxx.supabase.co)"
+            )
+
+        if not _SCHEMA_PREFIX_RE.match(self.schema_prefix):
+            raise ValueError(
+                f"Invalid schema_prefix '{self.schema_prefix}'. "
+                "Must be a valid Postgres identifier (letters, digits, underscores, starting with a letter or underscore)."
+            )
+
+    # ------------------------------------------------------------------
+    # Lifecycle
+    # ------------------------------------------------------------------
+
+    async def on_startup(self) -> None:
+        """
+        Called when Hindsight starts.
+
+        Creates a reusable HTTP client, fetches JWKS for local JWT verification,
+        and optionally verifies connectivity to Supabase.
+        """
+        logger.info("Initializing Supabase tenant extension")
+        logger.info("Supabase URL: %s", self.supabase_url)
+        logger.info("Schema prefix: %s_", self.schema_prefix)
+
+        self._http_client = httpx.AsyncClient(timeout=REQUEST_TIMEOUT_SECONDS)
+
+        # Attempt to fetch JWKS for fast local JWT verification
+        await self._try_init_jwks()
+
+        # Optional health check using service key
+        if self.supabase_service_key:
+            await self._health_check()
+
+    async def on_shutdown(self) -> None:
+        """Called when Hindsight shuts down. Closes the HTTP client."""
+        logger.info("Shutting down Supabase tenant extension")
+        if self._http_client:
+            await self._http_client.aclose()
+            self._http_client = None
+
+    # ------------------------------------------------------------------
+    # JWKS management
+    # ------------------------------------------------------------------
+
+    async def _try_init_jwks(self) -> None:
+        """Fetch JWKS and decide verification mode (local JWKS vs legacy endpoint)."""
+        try:
+            await self._fetch_jwks()
+            if self._jwks_keys:
+                self._use_jwks = True
+                logger.info(
+                    "JWKS loaded — using local JWT verification with %d key(s)",
+                    len(self._jwks_keys),
+                )
+                return
+
+            # JWKS endpoint returned no keys — project likely uses legacy HS256
+            logger.warning(
+                "JWKS endpoint returned no signing keys. "
+                "Falling back to /auth/v1/user endpoint for JWT verification. "
+                "For better performance, enable asymmetric JWT signing in your "
+                "Supabase dashboard (Project Settings → Auth → JWT Algorithm)."
+            )
+        except Exception as e:
+            logger.warning(
+                "Could not fetch JWKS (%s). Falling back to /auth/v1/user endpoint for JWT verification.",
+                e,
+            )
+
+        # Legacy mode requires service key
+        if not self.supabase_service_key:
+            raise ValueError(
+                "HINDSIGHT_API_TENANT_SUPABASE_SERVICE_KEY is required when JWKS "
+                "is not available. Either enable asymmetric JWT signing in your "
+                "Supabase project or provide the service_role key."
+            )
+        self._use_jwks = False
+
+    async def _fetch_jwks(self) -> None:
+        """Fetch public signing keys from the Supabase JWKS endpoint."""
+        if self._http_client is None:
+            raise RuntimeError("HTTP client not initialized")
+
+        url = f"{self.supabase_url}/auth/v1/.well-known/jwks.json"
+        response = await self._http_client.get(url)
+        response.raise_for_status()
+
+        jwks_data = response.json()
+        keys: dict[str, PyJWK] = {}
+        for key_data in jwks_data.get("keys", []):
+            kid = key_data.get("kid")
+            if kid:
+                keys[kid] = PyJWK(key_data)
+
+        self._jwks_keys = keys
+        self._jwks_last_fetched = time.monotonic()
+
+    async def _get_signing_key(self, token: str) -> PyJWK:
+        """
+        Resolve the signing key for a token from the JWKS cache.
+
+        If the key ID (``kid``) is not in the cache, triggers one JWKS refresh
+        to handle key rotation before raising an error.
+        """
+        header = pyjwt.get_unverified_header(token)
+        kid = header.get("kid")
+        if not kid:
+            raise AuthenticationError("Token missing key ID (kid) header")
+
+        # Refresh cache if stale
+        now = time.monotonic()
+        if now - self._jwks_last_fetched > JWKS_CACHE_TTL_SECONDS:
+            logger.debug("JWKS cache expired, refreshing")
+            await self._fetch_jwks()
+
+        if kid in self._jwks_keys:
+            return self._jwks_keys[kid]
+
+        # Key not found — try one forced refresh to handle key rotation,
+        # but only if we haven't just refreshed
+        if now - self._jwks_last_fetched > JWKS_MIN_REFRESH_INTERVAL_SECONDS:
+            logger.info("Signing key %s not in cache, refreshing JWKS for possible key rotation", kid)
+            await self._fetch_jwks()
+            if kid in self._jwks_keys:
+                return self._jwks_keys[kid]
+
+        raise AuthenticationError("Unable to find signing key for token")
+
+    # ------------------------------------------------------------------
+    # Authentication
+    # ------------------------------------------------------------------
+
+    async def authenticate(self, context: RequestContext) -> TenantContext:
+        """
+        Validate a Supabase JWT and return tenant context.
+
+        Uses local JWKS verification when available (no network call per
+        request), falling back to the ``/auth/v1/user`` endpoint for legacy
+        HS256 projects.
+
+        Args:
+            context: Request context containing the API key (JWT)
+
+        Returns:
+            TenantContext with schema_name set to ``{prefix}_{user_uuid}``
+
+        Raises:
+            AuthenticationError: If token is missing, invalid, or expired
+        """
+        token = context.api_key
+
+        if not token:
+            raise AuthenticationError("Missing Authorization header. Expected: Bearer <supabase_jwt>")
+
+        if len(token) < MIN_TOKEN_LENGTH:
+            raise AuthenticationError("Invalid token format")
+
+        if self._http_client is None:
+            raise AuthenticationError("Extension not initialized")
+
+        # Verify the JWT and extract user ID
+        if self._use_jwks:
+            user_id = await self._verify_token_jwks(token)
+        else:
+            user_id = await self._verify_token_legacy(token)
+
+        # Validate user ID format before using in schema name
+        if not _UUID_RE.match(user_id):
+            raise AuthenticationError("Invalid user ID format in token")
+
+        # Build isolated schema name — hyphens to underscores for Postgres compatibility
+        safe_user_id = user_id.replace("-", "_")
+        schema_name = f"{self.schema_prefix}_{safe_user_id}"
+
+        # Initialize schema on first access
+        if schema_name not in self._initialized_schemas:
+            await self._initialize_schema(schema_name)
+
+        return TenantContext(schema_name=schema_name)
+
+    async def _verify_token_jwks(self, token: str) -> str:
+        """
+        Verify a JWT locally using cached JWKS public keys.
+
+        Validates signature, expiration, issuer, and audience. Returns the
+        user ID from the ``sub`` claim.
+
+        Raises:
+            AuthenticationError: If the token is invalid or expired.
+        """
+        try:
+            signing_key = await self._get_signing_key(token)
+            payload = pyjwt.decode(
+                token,
+                signing_key.key,
+                algorithms=SUPPORTED_ALGORITHMS,
+                audience="authenticated",
+                issuer=f"{self.supabase_url}/auth/v1",
+            )
+        except pyjwt.ExpiredSignatureError:
+            raise AuthenticationError("Token has expired")
+        except pyjwt.InvalidAudienceError:
+            raise AuthenticationError("Invalid token audience")
+        except pyjwt.InvalidIssuerError:
+            raise AuthenticationError("Invalid token issuer")
+        except pyjwt.DecodeError:
+            raise AuthenticationError("Invalid token")
+        except AuthenticationError:
+            raise
+        except Exception as e:
+            raise AuthenticationError(f"Token verification failed: {e!s}")
+
+        user_id = payload.get("sub")
+        if not user_id:
+            raise AuthenticationError("Token valid but missing subject (sub) claim")
+        return user_id
+
+    async def _verify_token_legacy(self, token: str) -> str:
+        """
+        Verify a JWT by calling the Supabase ``/auth/v1/user`` endpoint.
+
+        This is the fallback for projects using legacy HS256 JWT signing.
+        Adds a network round-trip per request.
+
+        Raises:
+            AuthenticationError: If the token is invalid or the request fails.
+        """
+        try:
+            response = await self._http_client.get(
+                f"{self.supabase_url}/auth/v1/user",
+                headers={
+                    "Authorization": f"Bearer {token}",
+                    "apikey": self.supabase_service_key,
+                },
+            )
+
+            if response.status_code == 401:
+                raise AuthenticationError("Invalid or expired token")
+
+            if response.status_code != 200:
+                raise AuthenticationError(f"Authentication failed: {response.status_code}")
+
+            user_data = response.json()
+            user_id = user_data.get("id")
+
+            if not user_id:
+                raise AuthenticationError("Token valid but no user ID found")
+
+            return user_id
+
+        except AuthenticationError:
+            raise
+        except httpx.TimeoutException:
+            raise AuthenticationError("Authentication timeout - please retry")
+        except httpx.RequestError as e:
+            raise AuthenticationError(f"Connection error: {e!s}")
+
+    # ------------------------------------------------------------------
+    # Schema management
+    # ------------------------------------------------------------------
+
+    async def _initialize_schema(self, schema_name: str) -> None:
+        """Run migrations for a new tenant schema and cache the result."""
+        logger.info("Initializing schema: %s", schema_name)
+        try:
+            await self.context.run_migration(schema_name)
+            self._initialized_schemas.add(schema_name)
+            logger.info("Schema ready: %s", schema_name)
+        except Exception as e:
+            logger.error("Schema initialization failed for %s: %s", schema_name, e)
+            raise AuthenticationError(f"Failed to initialize tenant: {e!s}")
+
+    async def list_tenants(self) -> list[Tenant]:
+        """Return all tenant schemas that have been initialized."""
+        return [Tenant(schema=schema) for schema in self._initialized_schemas]
+
+    # ------------------------------------------------------------------
+    # Health check
+    # ------------------------------------------------------------------
+
+    async def _health_check(self) -> None:
+        """Verify connectivity to Supabase using the auth health endpoint."""
+        try:
+            response = await self._http_client.get(
+                f"{self.supabase_url}/auth/v1/health",
+                headers={"apikey": self.supabase_service_key},
+            )
+            if response.status_code == 200:
+                logger.info("Supabase connection verified")
+            else:
+                logger.warning("Supabase health check returned %d", response.status_code)
+        except Exception as e:
+            logger.warning("Could not verify Supabase connection: %s", e)

hindsight-api/hindsight_api/extensions/builtin/tenant.py

@@ -5,6 +5,42 @@ from hindsight_api.extensions.tenant import AuthenticationError, Tenant, TenantC
 from hindsight_api.models import RequestContext
 
 
+class DefaultTenantExtension(TenantExtension):
+    """
+    Default single-tenant extension with no authentication.
+
+    This is the default extension used when no tenant extension is configured.
+    It provides single-tenant behavior using the configured schema from
+    HINDSIGHT_API_DATABASE_SCHEMA (defaults to 'public').
+
+    Features:
+    - No authentication required (passes all requests)
+    - Uses configured schema from environment
+    - Perfect for single-tenant deployments without auth
+
+    Configuration:
+        HINDSIGHT_API_DATABASE_SCHEMA=your-schema (optional, defaults to 'public')
+
+    This is automatically enabled by default. To use custom authentication,
+    configure a different tenant extension:
+        HINDSIGHT_API_TENANT_EXTENSION=hindsight_api.extensions.builtin.tenant:ApiKeyTenantExtension
+    """
+
+    def __init__(self, config: dict[str, str]):
+        super().__init__(config)
+        # Cache the schema at initialization for consistency
+        # Support explicit schema override via config, otherwise use environment
+        self._schema = config.get("schema", get_config().database_schema)
+
+    async def authenticate(self, context: RequestContext) -> TenantContext:
+        """Return configured schema without any authentication."""
+        return TenantContext(schema_name=self._schema)
+
+    async def list_tenants(self) -> list[Tenant]:
+        """Return configured schema for single-tenant setup."""
+        return [Tenant(schema=self._schema)]
+
+
 class ApiKeyTenantExtension(TenantExtension):
     """
     Built-in tenant extension that validates API key against an environment variable.
@@ -18,6 +54,7 @@ class ApiKeyTenantExtension(TenantExtension):
         HINDSIGHT_API_TENANT_EXTENSION=hindsight_api.extensions.builtin.tenant:ApiKeyTenantExtension
         HINDSIGHT_API_TENANT_API_KEY=your-secret-key
         HINDSIGHT_API_DATABASE_SCHEMA=your-schema (optional, defaults to 'public')
+        HINDSIGHT_API_TENANT_MCP_AUTH_DISABLED=true (optional, disable auth for MCP endpoints)
 
     For multi-tenant setups with separate schemas per tenant, implement a custom
     TenantExtension that looks up the schema based on the API key or token claims.
@@ -28,6 +65,8 @@ class ApiKeyTenantExtension(TenantExtension):
         self.expected_api_key = config.get("api_key")
         if not self.expected_api_key:
             raise ValueError("HINDSIGHT_API_TENANT_API_KEY is required when using ApiKeyTenantExtension")
+        # Allow disabling MCP auth for backwards compatibility
+        self.mcp_auth_disabled = config.get("mcp_auth_disabled", "").lower() in ("true", "1", "yes")
 
     async def authenticate(self, context: RequestContext) -> TenantContext:
         """Validate API key and return configured schema context."""
@@ -38,3 +77,14 @@ class ApiKeyTenantExtension(TenantExtension):
     async def list_tenants(self) -> list[Tenant]:
         """Return configured schema for single-tenant setup."""
         return [Tenant(schema=get_config().database_schema)]
+
+    async def authenticate_mcp(self, context: RequestContext) -> TenantContext:
+        """
+        Authenticate MCP requests.
+
+        If mcp_auth_disabled is set, skip authentication for backwards compatibility.
+        Otherwise, delegate to authenticate().
+        """
+        if self.mcp_auth_disabled:
+            return TenantContext(schema_name=get_config().database_schema)
+        return await self.authenticate(context)

hindsight-api/hindsight_api/extensions/context.py

@@ -96,7 +96,13 @@ class DefaultExtensionContext(ExtensionContext):
 
     async def run_migration(self, schema: str) -> None:
         """Run migrations for a specific schema."""
-        from hindsight_api.migrations import ensure_embedding_dimension, run_migrations
+        from hindsight_api.config import get_config
+        from hindsight_api.migrations import (
+            ensure_embedding_dimension,
+            ensure_text_search_extension,
+            ensure_vector_extension,
+            run_migrations,
+        )
 
         # Prefer getting URL from memory engine (handles pg0 case where URL is set after init)
         db_url = self._database_url
@@ -107,6 +113,9 @@ class DefaultExtensionContext(ExtensionContext):
 
         run_migrations(db_url, schema=schema)
 
+        # Get config for vector extension setting
+        config = get_config()
+
         # Ensure embedding column dimension matches the model's dimension
         # This is needed because migrations create columns with default dimension
         if self._memory_engine is not None:
@@ -114,7 +123,15 @@ class DefaultExtensionContext(ExtensionContext):
             if embeddings is not None:
                 dimension = getattr(embeddings, "dimension", None)
                 if dimension is not None:
-                    ensure_embedding_dimension(db_url, dimension, schema=schema)
+                    ensure_embedding_dimension(
+                        db_url, dimension, schema=schema, vector_extension=config.vector_extension
+                    )
+
+        # Ensure vector indexes match the configured extension
+        ensure_vector_extension(db_url, vector_extension=config.vector_extension, schema=schema)
+
+        # Ensure text search columns/indexes match the configured extension
+        ensure_text_search_extension(db_url, text_search_extension=config.text_search_extension, schema=schema)
 
     def get_memory_engine(self) -> "MemoryEngineInterface":
         """Get the memory engine interface."""

hindsight-api/hindsight_api/extensions/mcp.py

@@ -0,0 +1,42 @@
+"""MCP Extension for registering additional MCP tools.
+
+This extension allows external packages (like hindsight-cloud) to register
+additional MCP tools on the Hindsight MCP server.
+
+Example:
+    HINDSIGHT_API_MCP_EXTENSION=hindsight_cloud.extensions:CloudMCPExtension
+"""
+
+import logging
+from abc import abstractmethod
+
+from fastmcp import FastMCP
+
+from hindsight_api import MemoryEngine
+from hindsight_api.extensions.base import Extension
+
+logger = logging.getLogger(__name__)
+
+
+class MCPExtension(Extension):
+    """Base class for MCP extensions that register additional tools.
+
+    Subclass this to add MCP tools in extension packages.
+
+    Example:
+        class CloudMCPExtension(MCPExtension):
+            def register_tools(self, mcp: FastMCP, memory: MemoryEngine) -> None:
+                @mcp.tool()
+                async def my_custom_tool(query: str) -> str:
+                    return "result"
+    """
+
+    @abstractmethod
+    def register_tools(self, mcp: FastMCP, memory: MemoryEngine) -> None:
+        """Register additional MCP tools.
+
+        Args:
+            mcp: FastMCP server instance to register tools on
+            memory: MemoryEngine instance for accessing memory operations
+        """
+        pass