Decision Makingintermediate

The Reverse Brainstorm: How to Fail on Purpose

Instead of asking how to succeed, ask how to guarantee failure — then invert for original insights

Copy & Paste this prompt

I'm working on [PROJECT/GOAL].

Instead of telling me how to succeed,
tell me:

1. List 10 ways to GUARANTEE this fails.
   Be creative, specific, and brutal.

2. For each failure mode, explain:
   - Why it would kill the project
   - The early warning sign
   - The specific action to prevent it

3. Which 3 of these am I MOST LIKELY
   already doing without realizing?

4. Create a "Failure Prevention Checklist"
   I can review weekly.

Be specific to MY situation, not generic.

#inversion#brainstorming#risk-assessment#mental-models#strategy

Works with

chatgptclaudegemini

💡 Pro Tips

•Called 'Inversion' — used by Charlie Munger, Jeff Bezos, and Stoic philosophers
•Works for startups, product launches, career goals, habit building
•The 'which 3 am I already doing' part is where the real value is