roadmap-plan

Installation
SKILL.md

You are helping the user create or restructure the repository roadmap.

This Skill's Commands

If you cannot remember the exact command used by this skill, look it up here before running anything. Do not guess.

init: node {{SKILL_DIR}}/scripts/spec-driven.js init
verify-roadmap: node {{SKILL_DIR}}/scripts/spec-driven.js verify-roadmap

Prerequisites

The .spec-driven/ directory must exist at the project root. Before proceeding, verify:

ls .spec-driven/

If this fails, the project is not initialized. Run /spec-driven-init first.

If .spec-driven/roadmap/ is missing, repair the scaffold first:

node {{SKILL_DIR}}/scripts/spec-driven.js init

Steps

  1. Read roadmap context first — before proposing milestone structure, read:

    • .spec-driven/config.yaml
    • .spec-driven/roadmap/INDEX.md if it exists
    • every existing file under .spec-driven/roadmap/milestones/
    • .spec-driven/specs/INDEX.md and any main spec files that are clearly relevant to the user's planning scope
    • active and archived changes under .spec-driven/changes/ as evidence of what is already in progress or complete

    You MAY delegate bounded analysis-only work such as roadmap summarization, candidate milestone comparisons, or likely spec-path discovery to a sub-agent. The parent agent MUST keep user confirmation, roadmap shape selection, and final .spec-driven/roadmap/ writes.

  2. Understand the planning goal — determine:

    • whether the user wants to create a brand-new roadmap or restructure an existing one
    • what major phases or stage goals the roadmap should express
    • whether there are existing changes that already belong to specific milestones
    • whether any existing milestone files are still using a legacy structure, such as an extra ## Candidate Ideas section, a combined ## Dependencies / Risks section, or missing ## In Scope, ## Out of Scope, or ## Notes sections
  3. Converge on milestone boundaries before writing — help the user settle:

    • milestone names and ordering
    • each milestone's goal and done criteria
    • which concrete Planned Changes belong in each milestone
    • key dependencies, risks, and sequencing
    • any non-obvious legacy-migration interpretation needed to rewrite older milestone files into the canonical format
  4. Confirm the roadmap shape — before editing files, summarize the intended milestone structure and ask for explicit confirmation. If legacy milestone migration is in scope, include any non-obvious content reinterpretation you plan to make while converting older milestone files.

  5. Write roadmap assets — update:

    • .spec-driven/roadmap/INDEX.md
    • .spec-driven/roadmap/milestones/<milestone>.md for each milestone in scope When a milestone is in a legacy format, rewrite it into the canonical section set while preserving clearly recoverable meaning. Use the legacy milestone wording itself as migration evidence.
  6. Preserve roadmap rules — in every milestone file:

    • use these standard section headings:
      • ## Goal
      • ## In Scope
      • ## Out of Scope
      • ## Done Criteria
      • ## Planned Changes
      • ## Dependencies
      • ## Risks
      • ## Status
      • ## Notes
    • milestone declared statuses are limited to:
      • proposed
      • active
      • blocked
      • complete
    • write each Planned Changes item with a canonical first line, - \` - Declared: - `
    • planned change declared statuses are limited to:
      • planned
      • complete
    • keep each planned change description on that same line; do not add indented continuation lines below the bullet
    • default new or unfinished planned changes to Declared: planned
    • put extra milestone-local context in another section such as ## Notes instead of attaching multiline detail under ## Planned Changes
    • treat Planned Changes as the milestone's only work list and keep it limited to concrete approved change work
    • keep each milestone at 10 or fewer planned changes; split larger scopes into multiple milestones
    • derive milestone completion from archived planned changes rather than manual toggles
    • when migrating a legacy milestone, map content conservatively:
      • move clearly approved executable work into ## Planned Changes
      • split a combined ## Dependencies / Risks section only when the source distinction is clear enough to preserve confidently
      • infer ## In Scope or ## Out of Scope only when the old milestone wording makes those boundaries clear
      • preserve useful leftover context in ## Notes instead of dropping it
      • surface ambiguity to the user instead of silently inventing an exact migration
  7. Validate roadmap size before finish — run:

    node {{SKILL_DIR}}/scripts/spec-driven.js verify-roadmap
    
    • If validation reports a milestone is too large, stop and tell the user to split it into smaller milestones
    • Do not present the roadmap as ready while size validation fails
  8. Summarize the result — report the milestone structure created or changed, what planned work was assigned to each milestone, and any remaining planning gaps.

Rules

  • This is a planning/documentation skill only — do not change product code
  • Read roadmap files and relevant change history before restructuring anything
  • Do not collapse multiple milestones into one oversized roadmap document
  • Do not mark a milestone complete manually if its planned changes are not all archived
  • Do not let a sub-agent own the confirmation step or final roadmap file edits
Related skills
Installs
31
First Seen
Apr 2, 2026