Regret Minimization
Choose the option you'll regret least at key horizons.
Explanation
When Jeff Bezos was considering leaving his Wall Street job to start an internet company, he used this mental exercise. He imagined himself at 80 years old, looking back on his life. Would he regret not taking the risk? This perspective helped him realize that failure would be temporary disappointment, but not trying would be permanent regret.
Real-World Example
Bezos at 80: Won't regret leaving Wall Street bonus. Will regret not trying internet opportunity. You at 80: Won't regret failed startup (you tried). Will regret never trying (what if?). Won't regret leaving toxic job. Will regret staying and wasting years.
How to Apply
Imagine deathbed. What would you regret not doing? Not saying? Not trying? Usually, we regret inaction more than action. Regret of commission fades, regret of omission grows. When uncertain, choose the path that minimizes future regret. Fear is temporary, regret is forever.