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SideKick AI

Hierarchical Multi-Agent Productivity Assistant

Amazon Bedrock Python 3.11+ License: MIT

πŸ† AWS AI Agent Global Hackathon 2025


🎯 The Problem We Face

Every morning starts the same way - jumping between tools to answer basic questions:

  • Open calendar β†’ check today's meetings
  • Open email β†’ scan for urgent items
  • Open JIRA β†’ review assigned tasks and blockers
  • Open AWS console β†’ check infrastructure and costs
  • Search Confluence β†’ find that runbook again

The friction: Each tool requires separate login, different interface, manual correlation of information.

πŸ’‘ The Solution

SideKick AI orchestrates 7 specialized AI agents to aggregate information from all your tools in one conversation.

Ask once, get everything:

You: "Help me plan my day"

SideKick:
πŸ“… Meetings: Team standup (9 AM), Client demo (2 PM)
πŸ“§ Urgent: CEO needs Q3 report by EOD
🎫 JIRA: 3 tasks assigned, PROJ-123 blocked
🚨 Incidents: Database timeout (Critical, assigned to you)
☁️  AWS: Estimated cost $847 (12% over budget)

Priority: Fix database incident, then deliver Q3 report.

Why This Matters:

  • ⏱️ Eliminates repetitive morning routines - one question replaces 7 tool checks
  • πŸ“Š Automated report generation - query natural language, get formatted output
  • 🎯 Single conversation replaces constant context switching
  • πŸ”’ Production-safe - read-only AWS operations by design

πŸ—οΈ Architecture

Hierarchical Multi-Agent System powered by Amazon Bedrock AgentCore:

β”Œβ”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”
β”‚   User (Chainlit)    β”‚
β””β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”¬β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”˜
           β”‚
β”Œβ”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β–Όβ”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”€β”
β”‚   Orchestrator       β”‚ ◄── Amazon Nova Pro (complex reasoning)
β”‚   (Semantic Router)  β”‚
β””β”€β”€β”¬β”€β”€β”¬β”€β”€β”¬β”€β”€β”¬β”€β”€β”¬β”€β”€β”¬β”€β”€β”€β”˜
   β”‚  β”‚  β”‚  β”‚  β”‚  β”‚  β”‚
   β”‚  β”‚  β”‚  β”‚  β”‚  β”‚  └─► Report Worker    β†’ DynamoDB + Knowledge Base
   β”‚  β”‚  β”‚  β”‚  β”‚  └────► KB Worker         β†’ Bedrock Knowledge Bases (RAG)
   β”‚  β”‚  β”‚  β”‚  └───────► AWS Worker        β†’ EC2, S3, Lambda (read-only)
   β”‚  β”‚  β”‚  └──────────► Incident Worker   β†’ Incident management system
   β”‚  β”‚  └─────────────► JIRA Worker       β†’ Atlassian APIs (OAuth)
   β”‚  └────────────────► Email Worker      β†’ Email intelligence + actions
   └───────────────────► Calendar Worker   β†’ Calendar + meetings
                         β”‚
                 All use Nova Lite (cost-optimized)

Key Design Patterns:

Pattern Implementation Benefit
Agents-as-Tools Each worker is a callable tool for orchestrator Clean composition, parallel execution
Semantic Routing Orchestrator intelligently routes to appropriate workers No hardcoded rules, handles complex queries
Hybrid Models Nova Pro (orchestrator) + Nova Lite (workers) 13x cost savings on worker tasks
Read-Only Safety AWS worker enforces whitelist of safe operations Production-ready security
Natural Language Parsing "Q3 2025" β†’ precise DynamoDB date ranges Users don't need to know query syntax
Guardrails Protection Bedrock Guardrails filter harmful/unrelated content Blocks prompt injection, PII leakage, off-topic queries

πŸ“– Detailed Architecture: See AWS_SERVICES.md for complete AWS service integration, cost breakdown, and creative service combinations.


⚑ What You Can Ask

Query Agents Used What Happens
"Help me plan my day" Calendar, Email, JIRA, Incident, AWS Aggregates meetings, urgent emails, tasks, incidents, infrastructure alerts β†’ prioritized action plan
"Generate Q3 2025 sales report" KB Worker, Report Worker Retrieves template from Knowledge Base β†’ queries DynamoDB with natural language date parsing β†’ generates professional report
"Show my JIRA tasks" JIRA Worker Lists assigned tasks with priorities and status via OAuth API
"What's our AWS cost this month?" AWS Worker Estimates spending across EC2, S3, Lambda, DynamoDB (read-only)
"Critical incidents?" Incident Worker Shows high-severity open incidents with impact and assigned teams
"Find AWS cost optimization guide" KB Worker Semantic search across 8 documents with RAG (returns relevant sections with citations)
"Extract action items from email #12345" Email Worker AI-powered extraction of explicit/implicit tasks with deadlines and priorities
"Troubleshoot database timeouts" KB Worker, Incident Worker Retrieves troubleshooting runbook β†’ correlates with recent incidents β†’ provides step-by-step resolution

Multi-Agent Orchestration Example:

You: "Prepare me for the client demo meeting at 2 PM"

Orchestrator routes to:
β”œβ”€β–Ί Calendar Worker: Get meeting details (attendees, agenda)
β”œβ”€β–Ί JIRA Worker: Find related project issues and status
β”œβ”€β–Ί KB Worker: Retrieve presentation guidelines
β”œβ”€β–Ί AWS Worker: Check demo environment health
└─► Email Worker: Find recent client communications

Response (synthesized):
πŸ“… Meeting: Client Demo - 2:00 PM (1 hour, 6 attendees)
🎯 Agenda: Demo new features, discuss Q4 roadmap
🎫 Project Status: 8/10 features complete, 2 in testing
πŸ“‹ Guidelines: Start with business value, show live demo, prepare backup
☁️  Demo Environment: All systems operational (eu-west-1)
πŸ“§ Recent Context: Client requested focus on performance improvements

πŸš€ Agent Capabilities

Agent Key Capabilities
πŸ“… Calendar Schedule viewing with conflict detection β€’ Meeting details (attendees, Zoom links) β€’ Agenda management
πŸ“§ Email + Actions Urgent detection by keywords/sender β€’ AI action extraction (explicit/implicit tasks) β€’ Natural language deadlines ("EOD", "next week")
🎫 JIRA/Confluence Read: All issues, search, filter β€’ Write: Update, comment, workflow transitions β€’ Confluence: Pages, CQL search β€’ OAuth 2.0 with auto-refresh
🚨 Incident Severity indicators (πŸ”΄πŸŸ πŸŸ‘πŸŸ’) β€’ Open/critical alerts β€’ Timeline & root cause β€’ Email correlation
☁️ AWS (Read-Only) EC2/S3/Lambda/DynamoDB monitoring β€’ Cost estimation β€’ Strict whitelist (no write/delete)
πŸ“š Knowledge Base Semantic search across 8 docs (runbooks, templates, best practices) β€’ Source citations with relevance scores β€’ RAG with Bedrock KB
πŸ“Š Report Natural language time parsing ("Q3 2025" β†’ dates) β€’ Multi-source (KB templates + DynamoDB) β€’ Auto schema discovery

πŸ› οΈ AWS Services Architecture

11 AWS services orchestrated for production-grade deployment:

Service Purpose Innovation
Bedrock AgentCore Containerized agent runtime First hackathon project to deploy full multi-agent system to AgentCore
Bedrock (Nova Pro/Lite) LLM inference Hybrid model strategy: Pro for orchestration, Lite for workers (13x cost savings)
Bedrock Knowledge Bases RAG document retrieval Combines KB with DynamoDB for multi-source report generation
Bedrock Guardrails Content safety PII redaction, harmful content blocking, prompt injection prevention
ECS Fargate Chainlit UI hosting Serverless containers with auto-scaling (2-10 tasks)
ECR Container registry Lifecycle policies, vulnerability scanning
Application Load Balancer HTTPS termination Security headers, HTTP→HTTPS redirect
ACM SSL/TLS certificates Free certificates with auto-renewal
DynamoDB Sales data storage Intelligent query construction with natural language time parsing
S3 Document storage Knowledge Base data source
Secrets Manager OAuth token storage Automatic rotation, KMS encryption
CloudWatch Logging & monitoring Centralized observability across all services
IAM Security Least-privilege roles, resource-specific ARNs

Monthly Cost Estimate: ~$100 (AgentCore $10, Bedrock $20, ECS $30, ALB $16, storage/misc $24)

Creative Service Combinations

  1. AgentCore + Knowledge Bases = RAG-Powered Orchestration

    • Orchestrator retrieves context from KB before routing queries
    • Example: "Troubleshoot database timeouts" β†’ retrieves runbook β†’ routes to Incident Worker with context
  2. DynamoDB + Natural Language Parsing = Intelligent Queries

    • Query Builder translates "Q3 2025" β†’ 2025-07-01T00:00:00Z to 2025-09-30T23:59:59Z
    • Constructs optimized DynamoDB queries with correct type descriptors
  3. OAuth + AgentCore Identity = Secure Token Management

    • Stores tokens in AgentCore Identity (not Secrets Manager directly)
    • Automatic refresh, graceful fallback to demo data

πŸ’ͺ Technical Challenges Solved

Challenge Problem Solution Result
Natural Language Time Parsing Users say "Q3 2025", DynamoDB needs ISO timestamps Dedicated Query Builder agent with regex patterns for variations 95%+ accuracy on diverse formats
DynamoDB Type Descriptors Requires {"S": "value"} for strings, {"N": "123"} for numbers Auto schema discovery via describe_table Zero manual type management
Read-Only AWS Enforcement Allow analysis without destructive operations Whitelist of 20+ safe operations with validation Production-safe by design
Multi-Agent Orchestration Route queries without circular dependencies Agents-as-Tools pattern with semantic routing Clean functional composition
OAuth Token Management Tokens expire, need refresh without disruption Automatic refresh via Secrets Manager with fallback Seamless authentication

πŸŽ‰ Key Accomplishments

1. Production-Ready Bedrock AgentCore Deployment

βœ… First hackathon project to deploy full multi-agent system to AgentCore
βœ… Automated CDK infrastructure (3 stacks)
βœ… ECR with lifecycle management
βœ… IAM least-privilege permissions
βœ… Full deployment in under 10 minutes

2. 7 Specialized Agents Working in Harmony

βœ… 25 total tools across 7 agents
βœ… Parallel execution with semantic routing
βœ… Clean separation of concerns
βœ… Reliable multi-agent orchestration

3. Intelligent DynamoDB Query Construction

βœ… Natural language time parsing (quarters, month ranges, relative dates)
βœ… Automatic schema discovery
βœ… 95%+ accuracy on diverse time expression formats

4. 100% Read-Only AWS Operations

βœ… Whitelisted 20+ safe read operations
βœ… Production-safe infrastructure analysis
βœ… Clear error messages for blocked operations
βœ… Zero risk of accidental modifications

5. End-to-End OAuth Integration

βœ… Atlassian OAuth 2.0 with automatic token refresh
βœ… Secure storage via AWS Secrets Manager
βœ… Graceful fallback to demo data for testing
βœ… Configuration validation scripts

6. RAG-Powered Knowledge Retrieval

βœ… 8 documents indexed (runbooks, templates, best practices)
βœ… Semantic search with source citations
βœ… Multi-source synthesis (Knowledge Base + DynamoDB)


Usage Examples

Plan Your Day

User: "Help me plan my day"

Agent:
πŸ“… Today's Calendar:
- 9:00 AM: Team Standup (30min)
- 2:00 PM: Client Demo (1hr)
- 3:30 PM: Code Review (1hr)

πŸ“‹ Active Jira Tasks:
- PROJ-123: Implement feature X (In Progress)
- PROJ-124: Fix bug Y (To Do)
- PROJ-125: Update documentation (In Progress)

Which task would you like help with?

Get Task Breakdown

User: "Help me with PROJ-123"

Agent:
🎯 Task: Implement feature X

Based on the issue details and knowledge base, here's your plan:

Step 1: Review the feature requirements document (15min)
Step 2: Design the API contract and data models (30min)
Step 3: Implement core business logic (2hr)
Step 4: Write unit tests (1hr)
Step 5: Update API documentation (30min)
Step 6: Create pull request and request review (15min)

Would you like me to help with any specific step?

Features

βœ… Implemented

  • Chainlit conversational UI with streaming
  • Orchestrator agent with Agents-as-Tools pattern
  • Calendar Worker (static data for demo)
  • Jira/MCP Worker (automatic API detection with OAuth)
  • Knowledge Base Worker (Bedrock KB Retrieve API)
  • Tool adapters for external services
  • AWS CDK infrastructure (3 stacks)
  • Bedrock AgentCore runtime (replaces ECS/Fargate)
  • ECR repository with lifecycle management
  • Automated deployment scripts
  • Automatic data source detection (real APIs when credentials configured)
  • Health check endpoints
  • Unit tests for core logic
  • Complete documentation (ARCH, DEPLOY, RUNBOOK)
  • Docker containerization
  • Configuration management (env vars, secrets)

πŸš€ Future Enhancements

  • Google Calendar OAuth integration
  • OpenSearch Serverless for production KB
  • Redis session store
  • Full streaming from StrandsAgents
  • CloudWatch dashboards
  • Multi-tenancy support
  • CI/CD pipeline

Tech Stack

Component Technology Version
Language Python 3.11+
Agent Framework StrandsAgents 1.10.0+
Frontend Chainlit 2.8.1+
Model Amazon Bedrock Nova Pro v1:0
RAG Bedrock Knowledge Bases Latest
Integration MCP Latest
Infrastructure AWS CDK 2.214.0+
Container Runtime Bedrock AgentCore Latest

License

MIT License - see LICENSE file for details


Built with ❀️ using StrandsAgents, Chainlit, and AWS Bedrock

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