Regret Minimisation: Project Your 80-Year-Old Self

You're facing a choice big enough that the usual analysis feels too small. This applies Bezos's regret minimisation framework: picture yourself at 80 looking back, and ask which option you'd regret not taking. It separates regrets of inaction from regrets of action and works out which ones cut deepest, so the decision answers to your future self.

I am weighing a significant life choice: {DECISION}. Apply Jeff Bezos's regret minimisation framework to help me think it through. Walk me through these steps: (1) Ask me to describe each option clearly. (2) For each option, have me imagine I am 80 years old and reflect on whether I would regret NOT having taken it. (3) Separate regrets that stem from inaction versus action. (4) Identify which regrets feel more visceral and lasting. (5) Summarise which path minimises long-term regret and explain the reasoning. Use a conversational, non-judgmental tone throughout.