docs: Update changelog with GitHub issues creation (Entry #017)

- Document creation of 5 comprehensive GitHub issues for Phase 2B
- Issues #14-#19 created using automated GitHub CLI workflow
- All components planned with clear specifications and acceptance criteria
- Ready to begin systematic implementation starting with SearchService

CHANGELOG.md

@@ -284,6 +284,48 @@ Each entry includes:
   - **Tool Accessibility**: All tools available via convenient Makefile commands
   - **Documentation**: Complete documentation of local CI/CD infrastructure and usage
 
+#### Entry #016 - 2025-10-17 19:00
+- **Action Type**: CREATE + PLANNING
+- **Component**: Phase 2B Branch Creation & Planning
+- **Description**: Created new branch for Phase 2B semantic search implementation to complete Phase 2
+- **Files Changed**:
+  - Created: `feat/phase2b-semantic-search` branch
+  - Modified: `CHANGELOG.md` (this entry)
+- **Tests**: ✅ 45/45 tests passing on new branch
+- **CI/CD**: ✅ Clean starting state verified
+- **Notes**:
+  - **Phase 2A Status**: ✅ COMPLETED (ChromaDB + Embeddings foundation)
+  - **Phase 2B Scope**: Complete remaining Phase 2 tasks (5.3, 5.4, 5.5)
+  - **Missing Components**: Enhanced ingestion pipeline, search service, /search endpoint
+  - **Implementation Plan**: TDD approach for search functionality and enhanced endpoints
+  - **Goal**: Complete full embedding → vector storage → semantic search workflow
+  - **Branch Strategy**: Separate branch for focused Phase 2B implementation
+
+#### Entry #017 - 2025-10-17 19:15
+- **Action Type**: CREATE + PROJECT_MANAGEMENT
+- **Component**: GitHub Issues & Development Workflow
+- **Description**: Created comprehensive GitHub issues for Phase 2B implementation using automated GitHub CLI workflow
+- **Files Changed**:
+  - Created: `planning/github-issues-phase2b.md` (detailed issue templates)
+  - Created: `planning/issue1-search-service.md` (SearchService specification)
+  - Created: `planning/issue2-enhanced-ingestion.md` (Enhanced ingestion specification)
+  - Created: `planning/issue3-search-endpoint.md` (Search API specification)
+  - Created: `planning/issue4-testing.md` (Testing & validation specification)
+  - Created: `planning/issue5-documentation.md` (Documentation specification)
+  - Modified: `CHANGELOG.md` (this entry)
+- **Tests**: ✅ 45/45 tests passing, ready for development
+- **CI/CD**: ✅ GitHub CLI installed and authenticated successfully
+- **Notes**:
+  - **GitHub Issues Created**: 5 comprehensive issues (#14-#19) in repository
+  - **Issue #14**: Semantic Search Service (high-priority, 8+ tests required)
+  - **Issue #15**: Enhanced Ingestion Pipeline (high-priority, 5+ tests required)
+  - **Issue #16**: Search API Endpoint (medium-priority, 6+ tests required)
+  - **Issue #17**: End-to-End Testing (medium-priority, 15+ tests required)
+  - **Issue #19**: Documentation & Completion (low-priority)
+  - **Automation Success**: GitHub CLI enabled rapid issue creation vs manual process
+  - **Team Collaboration**: Issues provide clear specifications and acceptance criteria
+  - **Development Ready**: All components planned and tracked for systematic implementation
+
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 ## Next Planned Actions