Agent skill · product strategy · aj-geddes
technical-roadmap-planning
Create comprehensive technical roadmaps aligned with business goals. Plan technology investments, architecture evolution, and infrastructure improvements over quarters and years.
Why this skill is useful
Codifies a structured approach to technical roadmap planning that the AI could infer but now doesn't have to guess.
What it needs
About 1k tokens when loaded. Last updated 2026-03-04. 307 stars on the source repository.
What this skill does
Technical Roadmap Planning Table of Contents Overview When to Use Quick Start Reference Guides Best Practices Overview A technical roadmap provides a strategic plan for technology evolution, guiding architectural decisions, infrastructure investments, and capability development aligned with business objectives. When to Use Multi-year technology planning Architecture modernization initiatives Platform scaling and reliability improvements Legacy system migration planning Infrastructure upgrade scheduling Technology stack standardization Innovation investment planning Quick Start Minimal working example: Reference Guides Detailed implementations in the references/ directory: Guide Contents --- --- Dependency Mapping Dependency Mapping Technology Evaluation Technology Evaluation Execution Planning Execution Planning Best Practices ✅ DO Align technical roadmap with business strategy Include time for technical debt reduction Plan for buffer/contingency in critical paths Review and update roadmap quarterly Communicate roadmap transparently Involve team in planning for buy-in Prioritize based on business impact Plan major changes during slower periods Document rationale for technology choices Build in learning & experimentation time ❌ DON'T Pursue every new technology trend Plan at 100% utilization (no buffer) Ignore team capability and training needs Make major changes during peak usage Lock roadmap without flexibility Underestimate legacy system complexity Skip security considerations Plan without resource availability Ignore risk assessment Chase technologies without business value
How to use it
Reference it in AdaL, Claude Code, Cursor or any coding agent — nothing to install:
@skills aj-geddes/technical-roadmap-planning