How-to · Product Management · By Dean Peters (PM)

How to use Strategic Roadmap Planning in your AI agent

Install and use the Strategic Roadmap Planning skill in Claude Code, Cursor, Codex, Gemini CLI, OpenCode, and Windsurf — with sample prompts.

What you'll get

This skill guides you through building a product roadmap that connects customer problems to business outcomes. It walks you through gathering inputs (customer feedback, business goals, team requests), defining initiatives with clear success metrics, prioritizing what matters most, sequencing work logically, and presenting your plan to stakeholders. The result is a strategic roadmap that shows not just what you're building, but why it matters and how it drives results.

Step 1 — Get the skill source URL

The Strategic Roadmap Planning skill lives at:

Step 2 — Add it to your AI agent

Copy one of these prompts and paste it into your AI tool. The agent will fetch and install the skill for you.

Claude Code

Add the agent skill from https://github.com/deanpeters/Product-Manager-Skills/tree/main/skills/roadmap-planning to my project.

Cursor

Install this agent skill: https://github.com/deanpeters/Product-Manager-Skills/tree/main/skills/roadmap-planning

Codex

Add this skill to .codex/skills/: https://github.com/deanpeters/Product-Manager-Skills/tree/main/skills/roadmap-planning

Gemini CLI

Add the skill at https://github.com/deanpeters/Product-Manager-Skills/tree/main/skills/roadmap-planning to my .gemini/skills/ directory.

OpenCode

Install this agent skill from https://github.com/deanpeters/Product-Manager-Skills/tree/main/skills/roadmap-planning

Windsurf

Add this skill: https://github.com/deanpeters/Product-Manager-Skills/tree/main/skills/roadmap-planning

Step 3 — Try these prompts

Once the skill is installed, ask your AI things like:

  • Planning your quarterly or annual product roadmap
  • You have competing initiatives and need to decide what to build next
  • Stakeholders are asking for a roadmap that shows strategic direction
  • Moving from reactive feature requests to outcome-driven planning

What this skill does

  • Organizes scattered feature requests and ideas into a cohesive strategic plan
  • Helps you prioritize initiatives based on customer impact, business goals, and effort
  • Defines clear success metrics and hypotheses for each initiative
  • Sequences work across quarters with logical dependencies
  • Creates a stakeholder-ready roadmap presentation with strategic narrative
Made byDean Peters (PM)
CategoryProduct Management