roadmap

Decompose multi-feature project requirements into phased roadmaps with milestones and risks.

Updated Mar 29, 2026
One-click install
npx skills add https://github.com/sizukutamago/claude-code-harness --skill roadmap-sizukutamago
Or copy as Structured Prompt for Agent
Please help me install this Agent Skill.
Skill: roadmap
Source: https://github.com/sizukutamago/claude-code-harness/tree/main/.claude/skills/roadmap
Command: npx skills add https://github.com/sizukutamago/claude-code-harness --skill roadmap-sizukutamago

SYSTEM DOCUMENTATION & REQUIREMENTS

What problem does it solve?

Large, multi-feature projects often fail when attempted as a single delivery because dependencies, risks, and scope are not clearly sequenced. This Skill breaks a project into manageable phases, defines milestones and completion criteria, identifies dependencies and risks, and produces a single authoritative roadmap document for approval and downstream planning.

Core Features & Use Cases

  • Phase decomposition: Convert approved requirements.md and design.md into a phase-by-phase plan that isolates independent work and orders dependent work.
  • Milestones, dependencies & risk analysis: Define goals, completion conditions, dependencies, risks, and the critical path for each phase.
  • Review and handoff: Produce docs/plans/{slug}-roadmap.md, run automated plan review, iterate with reviewers, and delegate each approved phase to the planning skill for task breakdown and TDD-driven implementation.
  • Use case: Splitting a multi-feature release spanning multiple sprints into ordered phases so teams can deliver high-value increments while mitigating technical and schedule risks.

Quick Start

Provide the REQ path together with the approved requirements.md and design.md and run the roadmap skill to generate docs/plans/{slug}-roadmap.md and request plan-reviewer validation.

Frequently Asked Questions about roadmap

High-intent search queries and answers about installing and using this skill.

FAQPage Schema
How do I break a multi-feature project into phased delivery milestones?

To generate a phase-based roadmap, provide the path to your approved requirements.md and design.md files, then run the roadmap generation to produce a structured markdown document listing phases, goals, dependencies, and risks.

When do I need to split a project into ordered phases with risk analysis?

The roadmap output defines goals, completion conditions, dependencies, risks, and the critical path for each phase, producing a single authoritative markdown document for approval and downstream planning.

How do I generate a roadmap with critical path and risk analysis from requirements?

The output is saved as a markdown file ready for automated plan review, iteration with reviewers, and delegation to the planning skill for task breakdown and TDD-driven implementation.

Can I use phase-based roadmap generation for multi-sprint projects with external dependencies?

It isolates independent work and orders dependent work, ensuring that external dependencies and regulatory constraints are managed through defined milestones and completion criteria.

What are the limitations of using phase decomposition for project planning?

Additionally, the generated roadmap is a planning document requiring automated plan review and reviewer iteration before delegation, rather than a direct implementation or task tracking tool.

Does roadmap generation work with requirements.md and design.md files?

It processes these files to decompose multi-feature projects into sequenced phases, defining milestones, dependencies, risks, and the critical path for review and delegation.