4 free questions from a 20-question segment. Get the full 100 →


Q5. How do you decide when NOT to use AI, even if it's technically possible?

Q11. A PM proposes adding AI summarization to our email product. What questions do you ask before saying yes?

Q14. You have 3 use cases where AI could help — a chatbot, a recommender, and a summarizer. Which do you build first?

Q17. Your CEO wants to add AI to the product. How do you push back or scope it?


🔓 16 more questions in this segment alone — including agentic workflow design, sunsetting AI features, and 10x vs 10% opportunity framing. Get the full 100 on Gumroad →