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technical-roadmap-planning

technical-roadmap-planning

github.com/aj-geddesDevelopment373579 installsUpdated 34w ago
Repository

About technical-roadmap-planning

A planning guide for technology and engineering leaders creating technical roadmaps aligned with business objectives. It covers dependency mapping, technology evaluation, and execution planning.

Key features

  1. 01Align roadmaps with business strategy
  2. 02Plan technical debt and contingency
  3. 03Evaluate and document technology choices
  4. 04Map dependencies
  5. 05Plan execution

Use cases

  1. 01Plan multi-year technology evolution
  2. 02Schedule architecture modernization
  3. 03Plan legacy system migrations
  4. 04Schedule infrastructure upgrades

Install

Copy the command and run it in a terminal.

$npx skills add https://github.com/aj-geddes/useful-ai-prompts --skill technical-roadmap-planning

After installing, type/technical-roadmap-planningin Claude Code to confirm it loaded.

Bundled files

References and scripts installed along with SKILL.md.

references/
dependency-mapping.md
execution-planning.md
technology-evaluation.md
scripts/
validate-config.sh
templates/
config-starter.yaml

Details

From the project README

Technical Roadmap Planning

Table of Contents

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:

Technical Roadmap Template:

Organization: [Company]
Planning Period: 2025-2027
Last Updated: January 2025
Owner: CTO / VP Engineering

---

Vision Statement: |
  Transform our technology platform to enable global scale, improve
  developer productivity, and deliver world-class customer experiences
  through modern, cloud-native architecture.

Strategic Goals:
  1. Reduce infrastructure costs by 40% through cloud optimization
  2. Improve deployment frequency from monthly to daily
  3. Achieve 99.99% availability (4 nines)
  4. Enable data-driven decision making across organization

---

## Q1 2025: Foundation & Planning

Theme: Infrastructure Foundation
// ... (see reference guides for full implementation)

Reference Guides

Detailed implementations in the references/ directory:

GuideContents
Dependency MappingDependency Mapping
Technology EvaluationTechnology Evaluation
Execution PlanningExecution 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

Comments

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