Run a pre-mortem on a plan before you commit
Imagines the plan has failed, works out the most likely reasons why, and turns the credible ones into things to check or change now.
Forces a long wish list into three to five priorities, says plainly what is being dropped, and tests whether the result fits your actual capacity.
Works with Claude, ChatGPTUpdated 2026-09-27
Use this at quarterly planning, when the list of things everyone agrees are important is three times longer than the team can do. The hard part is not choosing what goes in; it is saying out loud what does not.
Work through five sections.
1. WHAT EACH ITEM IS FORTell us who you are and all 50 prompts open up, with a PDF of the whole library sent to your inbox.
This opens all 50 prompts, emails you the PDF, and lets us follow up once. No newsletter signup, and we do not share your details.
Imagines the plan has failed, works out the most likely reasons why, and turns the credible ones into things to check or change now.
Turns the month's numbers and notes into an update that opens with the headline, including the bad news, and ends with what you need from the board.
New prompts as they go up, plus founder essays on shipping AI systems. ~2 emails / month.
Prompts get you started. If you want this wired into how your team actually works, see what we do.