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Fractional CTO

The 40 questions your board will ask about your technology

Boards and investors ask the same kinds of questions about technology. Use this checklist to find the gaps before they do. The first five questions are below; enter your name and email to see all 40 and save them as a PDF.

Architecture & scalability

  1. What would break first if usage grew 10× in the next year, and what would it take to fix?
  2. Which parts of the system are hardest to change, and why?
  3. How much of the platform depends on a single framework, vendor or person?
  4. How do you know the system is healthy right now?
  5. What is the plan for technical debt, and how much capacity goes to it?

Get all 40 questions

Seven more sections: security, team, roadmap, data and AI, vendors, reliability and risk. Enter your name and email to see them and save the checklist as a PDF.