The Daily Drive

152. Regret Minimization


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In this episode of The Daily Drive, we dive into the story of how Jeff Bezos used the Regret Minimization Framework to make one of the boldest decisions of his life: leaving a stable job to start Amazon. Bezos imagined himself at 80, looking back on his life, and asked one pivotal question: “What will I regret more—failing at this or never trying at all?”


Through this lens, we explore how you can apply this mental model to your own life, whether you’re facing career changes, personal challenges, or high-stakes decisions. Learn how thinking long-term and prioritizing meaningful risks can lead to extraordinary outcomes.


Tune in to discover the power of framing decisions around regret—and why it might just change the way you approach your next big move.

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The Daily DriveBy Austin Merrill