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Project Phase 3+ Comprehensive Roadmap
Project: MSSE AI Engineering - RAG Application Current Status: Phase 2B Complete β Next Phase: Phase 3 - RAG Core Implementation Date: October 17, 2025
Executive Summary
With Phase 2B successfully completed and merged, we now have a fully functional semantic search system capable of ingesting policy documents, generating embeddings, and providing intelligent search functionality. The next major milestone is implementing the RAG (Retrieval-Augmented Generation) core functionality to transform our semantic search system into a conversational AI assistant.
Current State Assessment
β Completed Achievements (Phase 2B)
1. Production-Ready Semantic Search Pipeline
- Enhanced Ingestion: Document processing with embedding generation and batch optimization
- Search API: RESTful
/searchendpoint with comprehensive validation and error handling - Vector Storage: ChromaDB integration with metadata management and persistence
- Quality Assurance: 90+ tests with comprehensive end-to-end validation
2. Robust Technical Infrastructure
- CI/CD Pipeline: GitHub Actions with pre-commit hooks, automated testing, and deployment
- Code Quality: 100% compliance with black, isort, flake8 formatting standards
- Documentation: Complete API documentation with examples and performance metrics
- Performance: Sub-second search response times with optimized memory usage
3. Production Deployment
- Live Application: Deployed on Render with health check endpoints
- Docker Support: Containerized for consistent environments
- Database Persistence: ChromaDB data persists across deployments
- Error Handling: Graceful degradation and detailed error reporting
π Key Metrics Achieved
- Test Coverage: 90 tests covering all core functionality
- Processing Performance: 6-8 chunks/second with embedding generation
- Search Performance: <1 second response time for typical queries
- Content Coverage: 98 chunks across 22 corporate policy documents
- Code Quality: 100% formatting compliance, comprehensive error handling
Phase 3+ Development Roadmap
PHASE 3: RAG Core Implementation π―
Objective: Transform the semantic search system into an intelligent conversational AI assistant that can answer questions about corporate policies using retrieved context.
Issue #23: LLM Integration and Chat Endpoint
Priority: High | Effort: Large | Timeline: 2-3 weeks
Description: Implement the core RAG functionality by integrating a Large Language Model (LLM) and creating a conversational chat interface.
Technical Requirements:
LLM Integration
- Integrate with OpenRouter or Groq API for free-tier LLM access
- Implement API key management and environment configuration
- Add retry logic and rate limiting for API calls
- Support multiple LLM providers with fallback options
Context Retrieval System
- Extend existing search functionality for context retrieval
- Implement dynamic context window management
- Add relevance filtering and ranking improvements
- Create context summarization for long documents
Prompt Engineering
- Design system prompt templates for corporate policy Q&A
- Implement context injection strategies
- Create few-shot examples for consistent responses
- Add citation requirements and formatting guidelines
Chat Endpoint Implementation
- Create
/chatPOST endpoint with conversational interface - Implement conversation history management (optional)
- Add streaming response support (optional)
- Include comprehensive input validation and sanitization
- Create
Implementation Files:
src/
βββ llm/
β βββ __init__.py
β βββ llm_service.py
β βββ prompt_templates.py
β βββ context_manager.py
βββ rag/
β βββ __init__.py
β βββ rag_pipeline.py
β βββ response_formatter.py
tests/
βββ test_llm/
βββ test_rag/
βββ test_integration/
βββ test_rag_e2e.py
API Specification:
POST /chat
{
"message": "What is the remote work policy?",
"conversation_id": "optional-uuid",
"include_sources": true
}
Response:
{
"status": "success",
"response": "Based on our corporate policies, remote work is allowed for eligible employees...",
"sources": [
{
"document": "remote_work_policy.md",
"chunk_id": "rw_policy_chunk_3",
"relevance_score": 0.89,
"excerpt": "Employees may work remotely up to 3 days per week..."
}
],
"conversation_id": "uuid-string",
"processing_time_ms": 1250
}
Acceptance Criteria:
- LLM integration with proper error handling and fallbacks
- Chat endpoint returns contextually relevant responses
- All responses include proper source citations
- Response quality meets baseline standards (coherent, accurate, policy-grounded)
- Performance targets: <5 second response time for typical queries
- Comprehensive test coverage (minimum 15 new tests)
- Integration with existing search infrastructure
- Proper guardrails prevent off-topic responses
Issue #24: Guardrails and Response Quality
Priority: High | Effort: Medium | Timeline: 1-2 weeks
Description: Implement comprehensive guardrails to ensure response quality, safety, and adherence to corporate policy scope.
Technical Requirements:
Content Guardrails
- Implement topic relevance filtering
- Add corporate policy scope validation
- Create response length limits and formatting
- Implement citation requirement enforcement
Safety Guardrails
- Add content moderation for inappropriate queries
- Implement response toxicity detection
- Create data privacy protection measures
- Add rate limiting and abuse prevention
Quality Assurance
- Implement response coherence validation
- Add factual accuracy checks against source material
- Create confidence scoring for responses
- Add fallback responses for edge cases
Implementation Details:
class ResponseGuardrails:
def validate_query(self, query: str) -> ValidationResult
def validate_response(self, response: str, sources: List) -> ValidationResult
def apply_content_filters(self, content: str) -> str
def check_citation_requirements(self, response: str) -> bool
Acceptance Criteria:
- System refuses to answer non-policy-related questions
- All responses include at least one source citation
- Response length is within configured limits (default: 500 words)
- Content moderation prevents inappropriate responses
- Confidence scoring accurately reflects response quality
- Comprehensive test coverage for edge cases and failure modes
PHASE 4: Web Application Enhancement π
Issue #25: Chat Interface Implementation
Priority: Medium | Effort: Medium | Timeline: 1-2 weeks
Description: Create a user-friendly web interface for interacting with the RAG system.
Technical Requirements:
- Modern chat UI with message history
- Real-time response streaming (optional)
- Source citation display with links to original documents
- Mobile-responsive design
- Error handling and loading states
Files to Create/Modify:
templates/
βββ chat.html (new)
βββ base.html (new)
static/
βββ css/
β βββ chat.css (new)
βββ js/
β βββ chat.js (new)
Issue #26: Document Management Interface
Priority: Low | Effort: Small | Timeline: 1 week
Description: Add administrative interface for document management and system monitoring.
Technical Requirements:
- Document upload and processing interface
- System health and performance dashboard
- Search analytics and usage metrics
- Database management tools
PHASE 5: Evaluation and Quality Assurance π
Issue #27: Evaluation Framework Implementation
Priority: High | Effort: Medium | Timeline: 1-2 weeks
Description: Implement comprehensive evaluation metrics for RAG response quality.
Technical Requirements:
Evaluation Dataset
- Create 25-30 test questions covering all policy domains
- Develop "gold standard" answers for comparison
- Include edge cases and boundary conditions
- Add question difficulty levels and categories
Automated Metrics
- Groundedness: Verify responses are supported by retrieved context
- Citation Accuracy: Ensure citations point to relevant source material
- Relevance: Measure how well responses address the question
- Completeness: Assess whether responses fully answer questions
- Consistency: Verify similar questions get similar answers
Performance Metrics
- Latency Measurement: p50, p95, p99 response times
- Throughput: Requests per second capacity
- Resource Usage: Memory and CPU utilization
- Error Rates: Track and categorize failure modes
Implementation Structure:
evaluation/
βββ __init__.py
βββ evaluation_dataset.json
βββ metrics/
β βββ groundedness.py
β βββ citation_accuracy.py
β βββ relevance.py
β βββ performance.py
βββ evaluation_runner.py
βββ report_generator.py
Evaluation Questions Example:
{
"questions": [
{
"id": "q001",
"category": "remote_work",
"difficulty": "basic",
"question": "How many days per week can employees work remotely?",
"expected_answer": "Employees may work remotely up to 3 days per week with manager approval.",
"expected_sources": ["remote_work_policy.md"],
"evaluation_criteria": ["factual_accuracy", "citation_required"]
}
]
}
Acceptance Criteria:
- Evaluation dataset covers all major policy areas
- Automated metrics provide reliable quality scores
- Performance benchmarks establish baseline expectations
- Evaluation reports generate actionable insights
- Results demonstrate system meets quality requirements
- Continuous evaluation integration for ongoing monitoring
PHASE 6: Final Documentation and Deployment π
Issue #28: Production Deployment and Documentation
Priority: Medium | Effort: Medium | Timeline: 1 week
Description: Prepare the application for production deployment with comprehensive documentation.
Technical Requirements:
Production Configuration
- Environment variable management for LLM API keys
- Database backup and recovery procedures
- Monitoring and alerting setup
- Security hardening and access controls
Comprehensive Documentation
- Complete
design-and-evaluation.mdwith architecture decisions - Update
deployed.mdwith live application URLs and features - Finalize
README.mdwith setup and usage instructions - Create API documentation with OpenAPI/Swagger specs
- Complete
Demonstration Materials
- Record 5-10 minute demonstration video
- Create slide deck explaining architecture and evaluation results
- Prepare code walkthrough materials
- Document key design decisions and trade-offs
Documentation Structure:
docs/
βββ architecture/
β βββ system_overview.md
β βββ api_reference.md
β βββ deployment_guide.md
βββ evaluation/
β βββ evaluation_results.md
β βββ performance_benchmarks.md
βββ demonstration/
βββ demo_script.md
βββ video_outline.md
Implementation Strategy
Development Approach
- Test-Driven Development: Write tests before implementation for all new features
- Incremental Integration: Build and test each component individually before integration
- Continuous Deployment: Maintain working deployments throughout development
- Performance Monitoring: Establish metrics and monitoring from the beginning
Risk Management
- LLM API Dependencies: Implement multiple providers with graceful fallbacks
- Response Quality: Establish quality gates and comprehensive evaluation
- Performance Scaling: Design with scalability in mind from the start
- Data Privacy: Ensure no sensitive data is transmitted to external APIs
Timeline Summary
- Phase 3: 3-4 weeks (LLM integration + guardrails)
- Phase 4: 2-3 weeks (UI enhancement + management interface)
- Phase 5: 1-2 weeks (evaluation framework)
- Phase 6: 1 week (documentation + deployment)
Total Estimated Timeline: 7-10 weeks for complete implementation
Success Metrics
- Functionality: All core RAG features working as specified
- Quality: Evaluation metrics demonstrate high response quality
- Performance: System meets latency and throughput requirements
- Reliability: Comprehensive error handling and graceful degradation
- Usability: Intuitive interface with clear user feedback
- Maintainability: Well-documented, tested, and modular codebase
Getting Started with Phase 3
Immediate Next Steps
- Environment Setup: Configure LLM API keys (OpenRouter/Groq)
- Create Issue #23: Set up detailed GitHub issue for LLM integration
- Design Review: Finalize prompt templates and context strategies
- Test Planning: Design comprehensive test cases for RAG functionality
- Branch Strategy: Create
feat/rag-core-implementationdevelopment branch
Key Design Decisions to Make
- LLM Provider Selection: OpenRouter vs Groq vs others
- Context Window Strategy: How much context to provide to LLM
- Response Format: Structured vs natural language responses
- Conversation Management: Stateless vs conversation history
- Deployment Strategy: Single service vs microservices
This roadmap provides a clear path from our current semantic search system to a full-featured RAG application ready for production deployment and evaluation.