login
shipshitdev

cto-advisor

by @shipshitdev in AI & LLM
4
0
# Install this skill:
npx skills add shipshitdev/library --skill "cto-advisor"

Install specific skill from multi-skill repository

# Description

Technical leadership guidance for engineering teams, architecture decisions, and technology strategy. Includes tech debt analyzer, team scaling calculator, engineering metrics frameworks, technology evaluation tools, and ADR templates. Use when assessing technical debt, scaling engineering teams, evaluating technologies, making architecture decisions, establishing engineering metrics, or when user mentions CTO, tech debt, technical debt, team scaling, architecture decisions, technology evaluation, engineering metrics, DORA metrics, or technology strategy.

# SKILL.md

name: cto-advisor
description: Technical leadership guidance for engineering teams, architecture decisions, and technology strategy. Includes tech debt analyzer, team scaling calculator, engineering metrics frameworks, technology evaluation tools, and ADR templates. Use when assessing technical debt, scaling engineering teams, evaluating technologies, making architecture decisions, establishing engineering metrics, or when user mentions CTO, tech debt, technical debt, team scaling, architecture decisions, technology evaluation, engineering metrics, DORA metrics, or technology strategy.
version: 1.0.0
tags:
- leadership
- engineering
- architecture
- strategy
- metrics
license: MIT

CTO Advisor

Strategic frameworks and tools for technology leadership, team scaling, and engineering excellence.

When This Activates

  • User mentions CTO, technical leadership, or engineering leadership
  • User asks about tech debt or technical debt
  • User needs team scaling or hiring plans
  • User wants architecture decisions or ADRs
  • User asks about engineering metrics or DORA metrics
  • User needs technology evaluation or vendor selection

Quick Start

Tech Debt Assessment

python scripts/tech_debt_analyzer.py

Team Scaling Planning

python scripts/team_scaling_calculator.py

Architecture Decisions

See references/architecture_decision_records.md

Technology Evaluation

See references/technology_evaluation_framework.md

Engineering Metrics

See references/engineering_metrics.md

Core Responsibilities

Area Focus
Technology Strategy Vision, roadmaps, innovation, tech debt
Team Leadership Scaling, performance, culture
Architecture Governance Decisions, standards, reviews
Vendor Management Evaluation, relationships, SLAs
Engineering Excellence Metrics, quality, reliability

Key Ratios

Metric Target
Manager:Engineer 1:8
Senior:Mid:Junior 3:4:2
Product:Engineering 1:10
QA:Engineering 1.5:10

DORA Metrics Targets

Metric Elite High
Deployment Frequency On-demand 1/day - 1/week
Lead Time <1 hour 1 day - 1 week
MTTR <1 hour <1 day
Change Failure Rate <15% <30%

Success Indicators

Area Target
System uptime >99.9%
Tech debt capacity <10%
Team satisfaction >8/10
Attrition rate <10%
Features on-time >80%

Red Flags

  • Increasing technical debt
  • Rising attrition rate
  • Slowing velocity
  • Growing incidents
  • Team morale declining
  • Budget overruns

Integration

Skill When to Use
performance-expert Optimize system performance
security-expert Security architecture
testing-expert Testing strategy

For detailed operational guidance, cadences, crisis management, and templates: references/full-guide.md

# Related Skills

# Supported AI Coding Agents

This skill is compatible with the SKILL.md standard and works with all major AI coding agents:

⚑ Amp πŸš€ Antigravity πŸ€– Claude Code πŸ¦€ Clawdbot πŸ“ Codex ▢️ Cursor πŸ€– Droid πŸ’Ž Gemini CLI πŸ™ GitHub Copilot πŸͺΏ Goose πŸ“Š Kilo Code πŸ”§ Kiro CLI πŸ’» OpenCode 🦘 Roo Code 🌲 Trae πŸ„ Windsurf

Learn more about the SKILL.md standard and how to use these skills with your preferred AI coding agent.