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+# Obsidian RAG Plugin - Work Queue
+
+**Date:** 2026-04-10
+**Based on:** Work Breakdown Structure v1.0
+**Last Updated:** 2026-04-10
+
+## Legend
+- `[ ]` = Pending
+- `[x]` = Done
+- `[~]` = In Progress
+- `[!]` = Error / Blocked
+
+---
+
+## Phase 0: Project Scaffolding & Environment
+
+### 0.1 Repository & Build Setup
+- [ ] **0.1.1** Initialize TypeScript project structure (S) - Create package.json, tsconfig.json, src/ directory
+- [ ] **0.1.2** Initialize Python package structure (S) - Create pyproject.toml, obsidian_rag/ module skeleton
+- [ ] **0.1.3** Create development config file (S) - Depends on 0.1.1 - Create ./obsidian-rag/config.json
+- [ ] **0.1.4** Set up OpenClaw plugin manifest (S) - Depends on 0.1.1 - Create openclaw.plugin.json
+- [ ] **0.1.5** Configure test runners (S) - Depends on 0.1.1, 0.1.2 - Setup vitest and pytest configs
+
+### 0.2 Environment Validation
+- [ ] **0.2.1** Verify Ollama + mxbai-embed-large (S) - Test embedding API
+- [ ] **0.2.2** Verify LanceDB Python package (S) - Test table creation and queries
+- [ ] **0.2.3** Verify sample vault accessibility (S) - Count .md files in KnowledgeVault
+
+---
+
+## Phase 1: Data Layer (Python Indexer)
+
+### 1.1 Configuration (Python)
+- [ ] **1.1.1** Implement config loader (S) - Depends on 0.1.2 - Read JSON, resolve paths, validate schema
+- [ ] **1.1.2** Write config tests (S) - Depends on 1.1.1 - Test validation and path resolution
+
+### 1.2 Security (Python) - Can start after 1.1.1, parallel with other components
+- [ ] **1.2.1** Implement path traversal prevention (S) - Depends on 1.1.1 - Validate paths, reject ../ and symlinks
+- [ ] **1.2.2** Implement input sanitization (S) - Depends on 1.1.1 - Strip HTML, normalize whitespace
+- [ ] **1.2.3** Implement sensitive content detection (S) - Depends on 1.1.1 - Detect health/financial/relations content
+- [ ] **1.2.4** Implement directory access control (S) - Depends on 1.1.1 - Apply deny/allow lists
+- [ ] **1.2.5** Write security tests (M) - Depends on 1.2.1-1.2.4 - Test all security functions
+
+### 1.3 Chunking - Can start after 1.1.1, parallel with security
+- [ ] **1.3.1** Implement markdown parser (S) - Depends on 0.1.2 - Parse frontmatter, headings, tags
+- [ ] **1.3.2** Implement structured chunker (M) - Depends on 1.3.1 - Split by section headers
+- [ ] **1.3.3** Implement sliding window chunker (S) - Depends on 1.3.1 - 500 token window with overlap
+- [ ] **1.3.4** Implement chunk router (S) - Depends on 1.3.2, 1.3.3 - Route structured vs unstructured
+- [ ] **1.3.5** Write chunker tests (M) - Depends on 1.3.4 - Test all chunking scenarios
+
+### 1.4 Embedding - Can start after 1.1.1, parallel with chunking/security
+- [ ] **1.4.1** Implement Ollama embedder (M) - Depends on 1.1.1 - Batch 64 chunks, error handling
+- [ ] **1.4.2** Implement embedding cache (S) - Depends on 1.4.1 - File-based cache
+- [ ] **1.4.3** Write embedder tests (S) - Depends on 1.4.1, 1.4.2 - Test batching and cache
+
+### 1.5 Vector Store - Can start after 0.2.2, parallel with other components
+- [ ] **1.5.1** Implement LanceDB table creation (S) - Depends on 0.2.2 - Create obsidian_chunks table
+- [ ] **1.5.2** Implement vector upsert (S) - Depends on 1.5.1 - Add/update chunks
+- [ ] **1.5.3** Implement vector delete (S) - Depends on 1.5.1 - Remove by source_file
+- [ ] **1.5.4** Implement vector search (M) - Depends on 1.5.1 - Query with filters
+- [ ] **1.5.5** Write vector store tests (M) - Depends on 1.5.2-1.5.4 - Test CRUD operations
+
+### 1.6 Indexer Pipeline & CLI - Depends on multiple components
+- [ ] **1.6.1** Implement full index pipeline (M) - Depends on 1.2.4, 1.3.4, 1.4.1, 1.5.2 - Scan → parse → chunk → embed → store
+- [ ] **1.6.2** Implement incremental sync (M) - Depends on 1.6.1, 1.5.3 - Compare mtime, process changes
+- [ ] **1.6.3** Implement reindex (S) - Depends on 1.6.1 - Drop table + rebuild
+- [ ] **1.6.4** Implement sync-result.json writer (S) - Depends on 1.6.1 - Atomic file writing
+- [ ] **1.6.5** Implement CLI entry point (M) - Depends on 1.6.1, 1.6.2, 1.6.3 - index/sync/reindex commands
+- [ ] **1.6.6** Write indexer tests (M) - Depends on 1.6.5 - Test full pipeline and CLI
+
+---
+
+## Phase 2: Data Layer (TypeScript Client)
+
+### 2.1 Configuration (TypeScript) - Can start after 0.1.1, parallel with Phase 1
+- [ ] **2.1.1** Implement config loader (S) - Depends on 0.1.1 - Read JSON, validate schema
+- [ ] **2.1.2** Implement config types (S) - Depends on 2.1.1 - TypeScript interfaces
+
+### 2.2 LanceDB Client - Depends on Phase 1 completion
+- [ ] **2.2.1** Implement LanceDB query client (M) - Depends on 0.1.1 - Connect and search
+- [ ] **2.2.2** Implement full-text search fallback (S) - Depends on 2.2.1 - Degraded mode
+
+### 2.3 Indexer Bridge - Depends on Phase 1 completion
+- [ ] **2.3.1** Implement subprocess spawner (M) - Depends on 0.1.1 - Spawn Python CLI
+- [ ] **2.3.2** Implement sync-result reader (S) - Depends on 2.3.1 - Read sync results
+- [ ] **2.3.3** Implement job tracking (S) - Depends on 2.3.1 - Track progress
+
+---
+
+## Phase 3: Session & Transport Layers
+
+### 3.1 Health State Machine - Depends on Phase 2
+- [ ] **3.1.1** Implement health prober (S) - Depends on 2.1.1, 2.2.1 - Probe dependencies
+- [ ] **3.1.2** Implement state machine (S) - Depends on 3.1.1 - HEALTHY/DEGRADED/UNAVAILABLE
+- [ ] **3.1.3** Implement staleness detector (S) - Depends on 3.1.2, 2.3.2 - Detect stale syncs
+
+### 3.2 Vault Watcher - Depends on Phase 2
+- [ ] **3.2.1** Implement file watcher (S) - Depends on 2.1.1 - Watch vault directory
+- [ ] **3.2.2** Implement debounce & batching (M) - Depends on 3.2.1 - Batch changes
+- [ ] **3.2.3** Implement auto-sync trigger (M) - Depends on 3.2.2, 2.3.1, 3.1.2 - Trigger sync
+- [ ] **3.2.4** Write vault watcher tests (M) - Depends on 3.2.3 - Test watcher behavior
+
+### 3.3 Response Envelope & Error Normalization - Can start after 0.1.1, parallel
+- [ ] **3.3.1** Implement response envelope factory (S) - Depends on 0.1.1 - Build response structure
+- [ ] **3.3.2** Implement error normalizer (S) - Depends on 3.3.1 - Map exceptions to codes
+
+### 3.4 Security Guard (TypeScript) - Can start after 2.1.1, parallel with 3.1-3.2
+- [ ] **3.4.1** Implement directory filter validator (S) - Depends on 2.1.1 - Validate filters
+- [ ] **3.4.2** Implement sensitive content flag (S) - Depends on 3.4.1 - Flag sensitive content
+- [ ] **3.4.3** Write security guard tests (S) - Depends on 3.4.2 - Test security functions
+
+---
+
+## Phase 4: Tool Layer
+
+### 4.1 Tool Implementations - Depends on Phase 3
+- [ ] **4.1.1** Implement obsidian_rag_search tool (M) - Depends on 2.2.1, 3.3.1, 3.4.2 - Search with filters
+- [ ] **4.1.2** Implement obsidian_rag_index tool (M) - Depends on 2.3.1, 2.3.3, 3.3.1 - Spawn indexer
+- [ ] **4.1.3** Implement obsidian_rag_status tool (S) - Depends on 3.1.2, 2.3.2, 3.3.1 - Return health status
+- [ ] **4.1.4** Implement obsidian_rag_memory_store tool (S) - Depends on 3.3.1 - Persist to memory
+- [ ] **4.1.5** Write tool unit tests (M) - Depends on 4.1.1-4.1.4 - Test all tools
+
+### 4.2 Plugin Registration - Depends on tools
+- [ ] **4.2.1** Implement plugin entry point (M) - Depends on 4.1.1-4.1.4, 3.2.3, 3.1.2 - Plugin lifecycle
+- [ ] **4.2.2** Verify OpenClaw plugin lifecycle (S) - Depends on 4.2.1 - Manual test
+
+---
+
+## Phase 5: Integration & Hardening
+
+### 5.1 Integration Tests - Depends on Phase 4
+- [ ] **5.1.1** Full pipeline integration test (M) - Depends on 1.6.5, 4.2.1 - Index → search
+- [ ] **5.1.2** Sync cycle integration test (M) - Depends on 3.2.3, 5.1.1 - Modify → auto-sync → search
+- [ ] **5.1.3** Health state integration test (S) - Depends on 3.1.2, 5.1.1 - Test state transitions
+- [ ] **5.1.4** OpenClaw protocol integration test (M) - Depends on 4.2.1 - Test all tools
+
+### 5.2 Security Test Suite - Depends on relevant components
+- [ ] **5.2.1** Path traversal tests (S) - Depends on 1.2.1, 3.4.1 - Test ../, symlinks, Windows paths
+- [ ] **5.2.2** XSS prevention tests (S) - Depends on 1.2.2 - Test HTML injection
+- [ ] **5.2.3** Prompt injection tests (S) - Depends on 4.1.1 - Test malicious content
+- [ ] **5.2.4** Network audit test (S) - Depends on 1.4.1 - Verify no outbound requests
+- [ ] **5.2.5** Sensitive content tests (S) - Depends on 1.2.3, 3.4.2 - Test detection and flagging
+
+### 5.3 Documentation & Publishing - Depends on integration tests
+- [ ] **5.3.1** Write README (S) - Depends on 4.2.1 - Usage and setup docs
+- [ ] **5.3.2** Create SKILL.md (S) - Depends on 4.2.1 - Skill manifest
+- [ ] **5.3.3** Publish to ClawHub (S) - Depends on 5.1.1-5.2.5 - Publish skill
+
+---
+
+## Progress Summary
+
+| Phase | Tasks | Done | Pending | In Progress | Blocked |
+|-------|-------|------|---------|-------------|---------|
+| Phase 0: Scaffolding | 8 | 0 | 8 | 0 | 0 |
+| Phase 1: Python Indexer | 20 | 0 | 20 | 0 | 0 |
+| Phase 2: TS Client | 7 | 0 | 7 | 0 | 0 |
+| Phase 3: Session/Transport | 10 | 0 | 10 | 0 | 0 |
+| Phase 4: Tool Layer | 7 | 0 | 7 | 0 | 0 |
+| Phase 5: Integration | 12 | 0 | 12 | 0 | 0 |
+| **Total** | **64** | **0** | **64** | **0** | **0** |
+
+---
+
+## Critical Path
+
+1. Phase 0 → Phase 1 → Phase 2 → Phase 3 → Phase 4 → Phase 5
+2. 0.1.1-0.1.5 → 1.1.1 → 1.3.1 → 1.6.1 → 2.2.1 → 3.1.1 → 3.2.1 → 4.1.1 → 4.2.1 → 5.1.1
+
+## Parallel Work Opportunities
+
+- **After 1.1.1**: Security (1.2), Chunking (1.3), Embedding (1.4) can work in parallel
+- **After 0.2.2**: Vector Store (1.5) can work in parallel with other components
+- **After 0.1.1**: TypeScript Config (2.1) can start early
+- **Phase 3**: Response Envelope (3.3) and Security Guard (3.4) can work in parallel with Health (3.1) and Watcher (3.2)
+
+## Effort Estimates
+
+- **Small tasks (S)**: 31 tasks (~1-2 sessions each)
+- **Medium tasks (M)**: 27 tasks (~3-5 sessions each)
+- **Total**: 76-123 sessions across all phases
diff --git a/obsidian-rag-design.md b/docs/superpowers/specs/obsidian-rag-design.md
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