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Strategy prompt

Regret minimization for a career or business fork

The framework Jeff Bezos used to leave Wall Street, applied to selling, expanding, or starting something new.

How it helps

It cuts through the spreadsheet and shows which choice you'd regret not making.

How to use it

  1. Copy the prompt below.
  2. Swap each [bracket] for your own details. The more specific you are, the better the answer.
  3. Paste it into Claude, ChatGPT, or Gemini and send it.

The prompt

I'm stuck on a major decision in my [alcohol beverage career or business]. Help me work through it using Jeff Bezos's Regret Minimization Framework. Put me at age 80 looking back at this exact moment. From there, help me think through:
- Which choice would I regret NOT taking?
- Which risks would feel trivial in hindsight?
- Which 'safe' option would haunt me for the rest of my life?

Do not let me hide behind logic or spreadsheets. This is about emotional clarity. Push me to be honest about what I actually want from this industry and this career. My decision: [DESCRIBE THE FORK IN THE ROAD YOU'RE FACING]

What you fill in

  • alcohol beverage career or business
  • DESCRIBE THE FORK IN THE ROAD YOU'RE FACING

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