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aif-roadmap

Generate and maintain a structured ROADMAP.md with milestones and completion dates.

Updated Mar 22, 2026
Search Tags:#planning#roadmap#strategy#milestones#project-management#codebase-analysis
One-click install
npx skills add https://github.com/afterwork/arra-aif --skill aif-roadmap-afterwork
Or copy as Structured Prompt for Agent▼
Please help me install this Agent Skill.
Skill: aif-roadmap
Source: https://github.com/afterwork/arra-aif/tree/main/.cursor/skills/aif-roadmap
Command: npx skills add https://github.com/afterwork/arra-aif --skill aif-roadmap-afterwork

SYSTEM DOCUMENTATION & REQUIREMENTS

What problem does it solve?

Automatically generate and maintain a high-level project roadmap to align teams and track strategic milestones.

Core Features & Use Cases

  • Create or update a structured ROADMAP.md under .ai-factory with milestones and a Completed table.
  • Analyze the project context and codebase to inform milestone selection and sequencing.
  • Track progress and completion dates, ensuring traceability and governance.

Quick Start

Ask me to create or update a roadmap for your current project using /aif-roadmap.

Frequently Asked Questions about aif-roadmap

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

FAQPage Schema
How do I create a project roadmap with milestones for my engineering team?▼

A project roadmap with milestones guides team priorities by generating a structured ROADMAP.md file. This template tracks strategic milestones and records completion dates, ensuring traceability and governance for engineering initiatives.

Can I generate a roadmap based on my existing codebase and project context?▼

Yes, generating a roadmap informed by your codebase is supported. The system analyzes your existing project context and codebase to inform milestone selection and sequencing, producing a structured ROADMAP.md template.

What is a ROADMAP.md file and when do I need one for project management?▼

A ROADMAP.md file is a structured template for tracking strategic milestones and recording completion dates. You need one for product, engineering, or research initiatives requiring a clear sequence of milestones and a record of completed work.

How do I track milestone progress and completion dates in a roadmap?▼

You track milestone progress and completion dates by maintaining a Completed table within the ROADMAP.md structure. This records completion dates for finished milestones, ensuring traceability and governance across project initiatives.

Does this roadmap planning approach work for research initiatives and product strategy?▼

Yes, this roadmap planning approach works for research initiatives and product strategy. It applies to any product, engineering, or research initiative that requires a clear sequence of milestones and a record of completed work.

How do I update an existing project roadmap with new milestones?▼

To update an existing project roadmap with new milestones, you modify the ROADMAP.md file under the .ai-factory directory. This maintains the milestone sequence while tracking new priorities and recording completion dates.

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