Planning And Roadmapping

Planning and Roadmapping

When to Use

Use this skill when:

• New tasks, issues, or prompts arise
• You need to translate them into a clear, prioritized roadmap
• Updating progress after completing work
• Consolidating discovered issues from any phase

Workflow

1. Collect All Inputs

Gather from:

• User prompts and requirements
• Existing issues, TODOs, and backlog items
• Outputs from planning and implementation red-team skills
• Discovered issues during any work phase
• docs/00-index.md for project context

2. Normalize Into Tasks

For each item, define:

### Task: {Title}

**Description:** {What needs to be done}

**Rationale:** {Why this matters / user value}

**Dependencies:** {What must be done first}

**Acceptance Criteria:**
- [ ] {Observable outcome 1}
- [ ] {Observable outcome 2}

**Affected Areas:** {Files, modules, systems}

**Estimated Complexity:** Low / Medium / High

**Status:** Not Started / In Progress / Blocked / Complete

3. Prioritize

Use a clear scheme:

Document reasoning for priorities.

4. Update the Canonical Roadmap

Update the master roadmap file:

• docs/00-roadmap/20260112-master-roadmap-1.00W.md

Optionally update the entrypoint:

• docs/00-roadmap/20260202-project-roadmap-entrypoint-1.00W.md

Structure for roadmap entries:

# Project Roadmap

Last Updated: {YYYY-MM-DD}

## In Progress
- [ ] {Task} - {Owner/Branch} - {Status}

## Planned (Next)
- [ ] {Task} - {Priority} - {Dependencies}

## Backlog
- [ ] {Task} - {Origin: planning/implementation/QA}

## Completed
- [x] {Task} - {Date} - {Commit/PR}

## Parking Lot (Ideas/Future)
- {Idea} - {Source} - {Notes}

Link tasks to plan files and branches where relevant.

5. Cross-Reference

Ensure consistency with:

• docs/00-roadmap/ for implementation plans and planning artifacts
• Issue tracker (if applicable)
• docs/00-index.md for documentation tasks

6. Publish Summary

Output a concise roadmap snapshot:

## Roadmap Update Summary

### Current Focus
{1-2 sentence description of primary work}

### Completed Since Last Update
- {item 1}
- {item 2}

### Now (Active)
1. {highest priority item}
2. {next priority item}

### Next (Queued)
- {item with dependencies resolved}

### Newly Added
- {item}: {source - planning/implementation/QA/user request}

### Blocked
- {item}: {blocker description}

Issue Tracking Integration

Every issue discovered anywhere must appear in the roadmap:

Roadmap File Location

Primary: docs/00-roadmap/20260112-master-roadmap-1.00W.md

Entry point (optional): docs/00-roadmap/20260202-project-roadmap-entrypoint-1.00W.md

Required Outputs

1. Updated master roadmap file in docs/00-roadmap/
2. Short text summary of current priorities and next actions
3. Confirmation that all discovered issues are represented

Integration with Other Skills

This skill is invoked by:

• master-orchestration - At turn completion
• multi-agent-red-team-planning - After planning phase
• multi-agent-red-team-implementation - After implementation phase
• qa-and-verification - After QA phase

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