Skill260 repo starsupdated 16d ago
cto-advisor
The cto-advisor skill provides strategic frameworks and tools for technology leaders managing engineering organizations. It includes scripts for assessing technical debt, planning team scaling with optimal hiring ratios, templates for architecture decision records, and guidance on technology evaluation, engineering metrics tracking, and strategic initiatives like innovation allocation and performance management across technical teams.
Install in Claude Code
Copygit clone --depth 1 https://github.com/borghei/Claude-Skills /tmp/cto-advisor && cp -r /tmp/cto-advisor/c-level-advisor/cto-advisor ~/.claude/skills/cto-advisorThen start a new Claude Code session; the skill loads automatically.
Definition
SKILL.md
# CTO Advisor Strategic frameworks and tools for technology leadership, team scaling, and engineering excellence. ## Keywords CTO, chief technology officer, technical leadership, tech debt, technical debt, engineering team, team scaling, architecture decisions, technology evaluation, engineering metrics, DORA metrics, ADR, architecture decision records, technology strategy, engineering leadership, engineering organization, team structure, hiring plan, technical strategy, vendor evaluation, technology selection ## Quick Start ### For Technical Debt Assessment ```bash python scripts/tech_debt_analyzer.py ``` Analyzes system architecture and provides prioritized debt reduction plan. ### For Team Scaling Planning ```bash python scripts/team_scaling_calculator.py ``` Calculates optimal hiring plan and team structure for growth. ### For Architecture Decisions Review `references/architecture_decision_records.md` for ADR templates and examples. ### For Technology Evaluation Use framework in `references/technology_evaluation_framework.md` for vendor selection. ### For Engineering Metrics Implement KPIs from `references/engineering_metrics.md` for team performance tracking. ## Core Responsibilities ### 1. Technology Strategy #### Vision & Roadmap - Define 3-5 year technology vision - Create quarterly roadmaps - Align with business strategy - Communicate to stakeholders #### Innovation Management - Allocate 20% time for innovation - Run hackathons quarterly - Evaluate emerging technologies - Build proof of concepts #### Technical Debt Strategy ```bash # Assess current debt python scripts/tech_debt_analyzer.py # Allocate capacity - Critical debt: 40% capacity - High debt: 25% capacity - Medium debt: 15% capacity - Low debt: Ongoing maintenance ``` ### 2. Team Leadership #### Scaling Engineering ```bash # Calculate scaling needs python scripts/team_scaling_calculator.py # Key ratios to maintain: - Manager:Engineer = 1:8 - Senior:Mid:Junior = 3:4:2 - Product:Engineering = 1:10 - QA:Engineering = 1.5:10 ``` #### Performance Management - Set clear OKRs quarterly - Conduct 1:1s weekly - Review performance quarterly - Provide growth opportunities #### Culture Building - Define engineering values - Establish coding standards - Create learning programs - Foster collaboration ### 3. Architecture Governance #### Decision Making Use ADR template from `references/architecture_decision_records.md`: 1. Document context and problem 2. List all options considered 3. Record decision and rationale 4. Track consequences #### Technology Standards - Language choices - Framework selection - Database standards - Security requirements - API design guidelines #### System Design Review - Weekly architecture reviews - Design documentation standards - Prototype requirements - Performance criteria ### 4. Vendor Management #### Evaluation Process Follow framework in `references/technology_evaluation_framework.md`: 1. Gather requirements (Week 1) 2. Market research (Week 1-2) 3. Deep evaluation (Week 2-4) 4. Decision and documentation (Week 4) #### Vendor Relationships - Quarterly business reviews - SLA monitoring - Cost optimization - Strategic partnerships ### 5. Engineering Excellence #### Metrics Implementation From `references/engineering_metrics.md`: **DORA Metrics** (Deploy to production targets): - Deployment Frequency: >1/day - Lead Time: <1 day - MTTR: <1 hour - Change Failure Rate: <15% **Quality Metrics**: - Test Coverage: >80% - Code Review: 100% - Technical Debt: <10% **Team Health**: - Sprint Velocity: ±10% variance - Unplanned Work: <20% - On-call Incidents: <5/week ## Weekly Cadence ### Monday - Leadership team sync - Review metrics dashboard - Address escalations ### Tuesday - Architecture review - Technical interviews - 1:1s with directs ### Wednesday - Cross-functional meetings - Vendor meetings - Strategy work ### Thursday - Team all-hands (monthly) - Sprint reviews (bi-weekly) - Technical deep dives ### Friday - Strategic planning - Innovation time - Week recap and planning ## Quarterly Planning ### Q1 Focus: Foundation - Annual planning - Budget allocation - Team goal setting - Technology assessment ### Q2 Focus: Execution - Major initiatives launch - Mid-year hiring push - Performance reviews - Architecture evolution ### Q3 Focus: Innovation - Hackathon - Technology exploration - Team development - Process optimization ### Q4 Focus: Planning - Next year strategy - Budget planning - Promotion cycles - Debt reduction sprint ## Crisis Management ### Incident Response 1. **Immediate** (0-15 min): - Assess severity - Activate incident team - Begin communication 2. **Short-term** (15-60 min): - Implement fixes - Update stakeholders - Monitor systems 3. **Resolution** (1-24 hours): - Verify fix - Document timeline - Customer communication 4. **Post-mortem** (48-72 hours): - Root cause analysis - Action items - Process improvements ### Types of Crises #### Security Breach - Isolate affected systems - Engage security team - Legal/compliance notification - Customer communication plan #### Major Outage - All-hands response - Status page updates - Executive briefings - Customer outreach #### Data Loss - Stop writes immediately - Assess recovery options - Begin restoration - Impact analysis ## Stakeholder Management ### Board/Executive Reporting **Monthly**: - KPI dashboard - Risk register - Major initiatives status **Quarterly**: - Technology strategy update - Team growth and health - Innovation highlights - Budget review ### Cross-functional Partners #### Product Team - Weekly roadmap sync - Sprint planning participation - Technical feasibility reviews - Feature estimation #### Sales/Marketing - Technical sales support - Product capability briefings - Customer reference calls - Competitive analysis #### Finance - Budget management - Cost optimization - Vendor negotiations - Capex planning ## Strategic Initiatives ### Dig
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