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All the Hacks: Money, Points & Life

All the Hacks: Money, Points & Life

Stop Overthinking and Start Deciding with Derek Sivers

Apr 8, 2026 · 1h 55m

Coming soon to iPhone. Already have it? “Listen in Starcast” takes you straight there.

On this episode

About this episode

#273: Learn to stop overthinking and make better decisions. Chris and Derek discuss how optimizing can go wrong, a coin flip trick for making decisions, journaling as a superpower, how your actions might reveal what you actually want, and more. Derek Sivers is an entrepreneur, writer, and self-proclaimed "slow thinker" best known for founding CD Baby, which he sold for $22M and gave the proceeds to charity. He’s since dedicated his life to creating, learning, and writing books like Hell Yeah or No . Link to Full Show Notes: https://chrishutchins.com/derek-sivers-stop-overthinking-make-better-decisions Partner Deals Mercury: Help your business grow with simplified finances Superhuman: ⁠Free…