/cs:cto-review — CTO Forcing Questions
Command: /cs:cto-review <plan>
Pressure-tests architecture and engineering scaling decisions. Six questions to surface the next scaling cliff before you hit it.
When to Run
- 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
The Six CTO Questions
1. Scaling Cliff
Where does the current architecture break, in terms of users / requests / data volume?
- Be specific. "It breaks at 10× current load because the primary DB writes saturate."
- If you don't know, run a load test before deciding.
2. Tech Debt Inventory
What's the top tech debt item, what's it costing per week, and when does it become blocking?
bashpython ../../../c-level-advisor/skills/cto-advisor/scripts/tech_debt_analyzer.py
3. Team Scaling
For each open req, what's the ramp time and contribution model?
bashpython ../../../c-level-advisor/skills/cto-advisor/scripts/team_scaling_calculator.py
4. Build vs Buy
Why are we building this instead of buying it — and what's the 3-year TCO of each?
- If "we want control" or "it's not that hard" — push back.
- If the answer is "this is our core moat," build.
5. SLO / Reliability
What are the SLOs for this system and what's the current error budget burn?
- Without an SLO, you can't reason about reliability tradeoffs.
- See
engineering/slo-architectfor SLO design.
6. Security & Compliance Surface
What does this expose, and has cs-ciso-advisor signed off?
- Architecture decisions are compliance decisions.
- Loop in cs-ciso-advisor before commit.
Workflow
- Run the tech debt analyzer + team scaling calculator
- Define the scaling-cliff hypothesis explicitly
- Cross-check with cs-ciso-advisor for security implications
- Apply the verdict
Output Format
markdown# CTO Review: <plan> **Date:** YYYY-MM-DD ## Scaling Cliff - Current capacity: <metric> - Break point: <metric> - Headroom: X months at current growth ## Tech Debt - Top item: <description> - Cost per week: $X or N eng-hours - Blocking date estimate: <date> ## Team - Open reqs: N - Median ramp: X months - Contribution model: <pairing / squad / area> ## Build vs Buy - 3-year build TCO: $X - 3-year buy TCO: $X - Strategic fit: <core / context> - Decision: BUILD | BUY ## Reliability - SLO defined: yes / no - Error budget burn: X% (target < Y%) ## Security - cs-ciso sign-off: ✅ / ❌ ## Verdict 🟢 SHIP | 🟡 SHARPEN | 🔴 BLOCK ## Next Steps [3 concrete actions]
Routing
/cs:ciso-review— mandatory if data surface changes/cs:cfo-review— for build-vs-buy > $100K/cs:execute— quarterly plan/cs:boardroom— for architecture pivots
Related
- Agent:
cs-cto-advisor - Skill:
cto-advisor - SLO:
../../../engineering/slo-architect/
Version: 1.0.0


