CTO Forcing Questions

Pressure-tests architecture and engineering scaling decisions by asking six forcing questions: scaling cliff, tech debt, team scaling, build vs buy, SLO/reliability, and security/compliance. It produces a structured CTO review report with a verdict and next steps.

✨ What it does

  • Identifies the scaling cliff with specific break points
  • Analyzes top tech debt item and its cost per week
  • Calculates team ramp time and contribution model
  • Evaluates build vs buy with 3-year TCO
  • Checks SLO definition and error budget burn
  • Ensures security/compliance sign-off from cs-ciso-advisor

🎯 When to use it

  • Before approving a major architecture change
  • Before doubling the engineering team
  • Before a build-vs-buy decision > $100K/year
  • When a system is showing reliability stress (SLOs missed)
  • Before committing to a new platform / language / DB

🚀 How to use

Trigger: /cs:cto-review

Trigger with the slash command /cs:cto-review <plan> where is the architecture or scaling plan to review. The skill expects a description of the plan and optionally runs scripts for tech debt and team scaling analysis. Example prompts:

/cs:cto-review "Migrate to microservices"
/cs:cto-review "Scale to 10x users"

📄 Output: A structured CTO review report in markdown with sections for scaling cliff, tech debt, team, build vs buy, reliability, security, verdict, and next steps.

📦 Add this skill to Claude Code

# 1. Get the skills repo
git clone --depth 1 https://github.com/alirezarezvani/claude-skills /tmp/claude-skills

# 2. Copy this skill into your project (or ~/.claude/skills for all projects)
mkdir -p .claude/skills
cp -r /tmp/claude-skills/c-level-agents/skills/cto-review .claude/skills/cto-review

Skill source: c-level-agents/skills/cto-review/SKILL.md

⚠️ Good to know

Requires access to the referenced scripts and coordination with other agents (cs-ciso-advisor, cs-cfo-advisor) for full analysis.

❓ FAQ

What are the six forcing questions?

The six questions are: scaling cliff, tech debt inventory, team scaling, build vs buy, SLO/reliability, and security & compliance surface.

When should I run this skill?

Run it before approving a major architecture change, before doubling the engineering team, before a build-vs-buy decision over $100K/year, when SLOs are missed, or before committing to a new platform/language/DB.

What output does it produce?

It produces a markdown report with sections for scaling cliff, tech debt, team, build vs buy, reliability, security, verdict, and next steps.

🤖 Overview, features, install steps and FAQ were generated from the project's SKILL.md on Sep 4, 2026. Always check the original source before running commands.