roadmap-generator
Generate phased implementation roadmaps with Epic/Story/Task breakdown, effort estimates, and validation checkpoints. Use when cto-architect needs to create actionable technical roadmaps from architecture designs.
git clone --depth 1 https://github.com/alirezarezvani/claude-cto-team /tmp/roadmap-generator && cp -r /tmp/roadmap-generator/skills/roadmap-generator ~/.claude/skills/roadmap-generatorSKILL.md
# Roadmap Generator Creates structured implementation roadmaps that transform architecture designs into actionable plans with clear phases, milestones, and validation gates. ## When to Use - After architecture design is complete - When translating strategic goals into execution plans - Creating project timelines with realistic effort estimates - Breaking down large initiatives into manageable phases ## Roadmap Structure ### Three-Phase Framework Every roadmap follows MVP → Scale → Advanced phases: ``` Phase 1: MVP (Foundation) ├── Goal: Prove core value proposition ├── Duration: Typically 6-12 weeks ├── Success Criteria: Core functionality working └── Exit Gate: User validation / metrics threshold Phase 2: Scale (Growth) ├── Goal: Handle production load, improve reliability ├── Duration: Typically 8-16 weeks ├── Success Criteria: Performance SLAs met └── Exit Gate: Load testing passed / uptime targets Phase 3: Advanced (Optimization) ├── Goal: Competitive features, optimization ├── Duration: Ongoing ├── Success Criteria: Feature parity / differentiation └── Exit Gate: Business metrics achieved ``` ## Epic/Story/Task Hierarchy ### Epic High-level capability that delivers business value. - **Duration**: 2-6 weeks - **Format**: "Enable [user] to [capability]" - **Example**: "Enable customers to receive real-time order notifications" ### Story User-facing functionality within an epic. - **Duration**: 2-5 days - **Format**: "As a [user], I want to [action] so that [benefit]" - **Example**: "As a customer, I want push notifications so I know when my order ships" ### Task Technical work to complete a story. - **Duration**: 2-8 hours - **Format**: "[Verb] [object] [context]" - **Example**: "Implement WebSocket connection handler for notification service" --- ## Effort Estimation Framework ### T-Shirt Sizing | Size | Story Points | Typical Duration | Characteristics | |------|-------------|------------------|-----------------| | XS | 1 | 2-4 hours | Trivial change, no unknowns | | S | 2 | 0.5-1 day | Simple, well-understood | | M | 3 | 1-2 days | Some complexity, minor unknowns | | L | 5 | 3-5 days | Complex, some research needed | | XL | 8 | 1-2 weeks | Very complex, significant unknowns | | XXL | 13+ | > 2 weeks | Should be broken down | ### Estimation Guidelines 1. **Include buffer**: Add 20-30% for unknowns 2. **Account for context switching**: Multiply by 1.3 for teams juggling priorities 3. **New technology penalty**: Add 50% for unfamiliar tech 4. **Integration tax**: Add 20% for each external system integration ### Team Velocity Calculation ``` Effective Capacity = Team Size × Working Days × Focus Factor × Skill Factor Focus Factor: - Dedicated team: 0.8 - 50% allocated: 0.4 - Ad-hoc: 0.2 Skill Factor: - Expert team: 1.0 - Experienced: 0.8 - Learning curve: 0.5 ``` --- ## Validation Checkpoints ### Phase Gate Reviews Each phase ends with a validation gate: ```markdown ## Phase 1 Exit Gate ### Go Criteria - [ ] Core features functional in staging - [ ] Unit test coverage > 70% - [ ] Integration tests passing - [ ] Performance baseline established - [ ] Security review completed ### No-Go Signals - Critical bugs unresolved - Core functionality missing - Team capacity insufficient for Phase 2 - Business requirements changed significantly ### Decision [ ] GO - Proceed to Phase 2 [ ] CONDITIONAL GO - Proceed with identified risks [ ] NO-GO - Address blockers first ``` ### Mid-Phase Checkpoints - **Week 2**: Architecture validation - **Week 4**: Integration milestone - **Week 6**: Feature complete checkpoint - **Weekly**: Sprint review and course correction --- ## Dependency Management ### Dependency Types | Type | Description | Mitigation | |------|-------------|------------| | **Technical** | Service A needs Service B | Start B early, use mocks | | **Team** | Need DevOps for deployment | Reserve capacity early | | **External** | Third-party API integration | Validate early, have fallback | | **Data** | Need production data for testing | Create synthetic data | ### Critical Path Identification 1. List all dependencies 2. Identify longest chain 3. Mark critical path items 4. Add buffer to critical path (25%) 5. Parallelize non-critical work --- ## Output Format ### Roadmap Document Structure ```markdown # Implementation Roadmap: [Project Name] **Created**: [Date] **Owner**: [Team/Person] **Architecture Reference**: [Link to architecture doc] ## Executive Summary [2-3 sentences on approach and timeline] ## Timeline Overview [Visual timeline or Gantt representation] ## Phase 1: MVP (Weeks 1-8) ### Phase Goals - [Goal 1] - [Goal 2] ### Epics #### Epic 1.1: [Name] **Duration**: [X weeks] **Dependencies**: [List] | Story | Points | Owner | Dependencies | |-------|--------|-------|--------------| | [Story 1] | M | [Team] | None | | [Story 2] | L | [Team] | Story 1 | **Tasks for Story 1**: - [ ] [Task 1] (S) - [ ] [Task 2] (M) ### Phase 1 Exit Criteria - [ ] [Criterion 1] - [ ] [Criterion 2] ### Phase 1 Risks | Risk | Probability | Impact | Mitigation | |------|-------------|--------|------------| | [Risk] | High/Med/Low | High/Med/Low | [Action] | --- ## Phase 2: Scale (Weeks 9-16) [Same structure as Phase 1] --- ## Phase 3: Advanced (Weeks 17+) [Same structure as Phase 1] --- ## Resource Requirements ### Team Composition | Role | Phase 1 | Phase 2 | Phase 3 | |------|---------|---------|---------| | Backend | 2 FTE | 3 FTE | 2 FTE | | Frontend | 1 FTE | 2 FTE | 1 FTE | | DevOps | 0.5 FTE | 1 FTE | 0.5 FTE | ### Infrastructure Costs | Phase | Monthly Cost | Notes | |-------|-------------|-------| | Phase 1 | $X | Development environment | | Phase 2 | $Y | Staging + production | | Phase 3 | $Z | Full scale | --- ## Success Metrics | Metric | Phase 1 Target | Phase 2 Target | Phase 3 Target | |--------|---------------|----------------|----------------| | [Metric 1] | [Value] | [Value] | [Value] | | [Metric 2] | [Value] | [Value] | [Value
Use this agent when you need comprehensive technical architecture guidance, strategic technology decisions, or system design for complex web/mobile applications with ML/AI integration. Specifically invoke this agent when
Use this agent when you need strategic technical leadership, complex task orchestration across multiple domains, or help translating business requirements into technical execution. This agent excels at breaking down ambiguous requests, routing work to specialized agents, and maintaining strategic context throughout complex projects.
Use this agent when you need strategic technical advice, architectural reviews, roadmap planning, or honest feedback on technical decisions. This includes evaluating project strategies, challenging assumptions, reviewing system designs, planning execution approaches, or getting brutally honest assessment of ideas and proposals.
Get CTO-level strategic and technical guidance
Get strategic guidance on build vs buy and technology decisions
Design system architecture with roadmap and technology recommendations
Validate plans, roadmaps, or proposals with ruthless honesty
Detect common technical and organizational anti-patterns in proposals, architectures, and plans. Use when strategic-cto-mentor needs to identify red flags before they become problems.