**Transform Claude into your expert CTO advisor** with 4 professional skills covering architecture decisions, engineering metrics, technology roadmaps, and risk management.
git clone https://github.com/rinaldofesta/cto-os-skills.gitCTO OS is a collection of 4 expert Claude Skills designed for CTOs and engineering leaders. The skills embed proven methodologies across architecture decisions, DORA metrics implementation, strategic technology roadmaps, and risk management. Each skill provides frameworks, templates, and guidance for critical leadership decisions—from evaluating tech stacks and creating Architecture Decision Records to setting up engineering KPIs, aligning technology with business strategy, and conducting security audits. Engineering leaders use these skills to systematically document decisions, measure team performance, plan strategic initiatives, and manage organizational risk.
Install the 4 skill folders in Claude Desktop via Settings > Skills > Add Skill. Select each folder (cto-architecture-decision-skill, cto-engineering-metrics-skill, cto-technology-roadmap-skill, cto-risk-resilience-skill) and verify installation by asking Claude if the skills are loaded. Then use sample prompts to test each skill's capabilities.
Create Architecture Decision Records for database and framework selections
Set up DORA metrics and KPIs for engineering performance tracking
Build multi-quarter technology roadmaps aligned with business goals
Conduct security audits and compliance planning for SOC 2 certification
No install command available. Check the GitHub repository for manual installation instructions.
git clone https://github.com/rinaldofesta/cto-os-skillsCopy the install command above and run it in your terminal.
Launch Claude Code, Cursor, or your preferred AI coding agent.
Use the prompt template or examples below to test the skill.
Adapt the skill to your specific use case and workflow.
Act as my CTO advisor with the following skills: 1) Architecture Decision Making, 2) Engineering Metrics Analysis, 3) Technology Roadmap Development, and 4) Risk Management. I'm [COMPANY], a [INDUSTRY] company. Based on [DATA], help me [SPECIFIC TASK].
# CTO Advisory Report ## Architecture Decision Making - **Recommendation**: Adopt microservices architecture for [COMPANY]'s new product line. - **Rationale**: Enables independent scaling and faster deployment cycles. - **Trade-offs**: Increased operational complexity and resource requirements. ## Engineering Metrics Analysis - **Current Metrics**: Deployment frequency: 2/week, Lead time for changes: 3 days, Change failure rate: 5%. - **Recommendation**: Implement CI/CD pipelines to improve deployment frequency and reduce lead time. ## Technology Roadmap Development - **Q1 2024**: Pilot microservices architecture with a single team. - **Q2 2024**: Gradually roll out to other teams based on pilot results. - **Q3 2024**: Full implementation and optimization. ## Risk Management - **Identified Risks**: Potential skill gaps in microservices, increased security surface area. - **Mitigation Strategies**: Conduct training sessions, implement robust security measures.
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