# How to Actually Live the Life You're Optimizing For with Sahil Bloom

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Text version: https://stenobird.com/podcast/all-the-hacks-money-points-life-2136491/how-to-actually-live-the-life-you-re-optimizing-for-with-sahil-bloom.md
Podcast: [All the Hacks: Money, Points & Life](https://stenobird.com/podcast/all-the-hacks-money-points-life-2136491)
Published: 2026-03-25T09:00:00+00:00
Episode link: https://www.chrishutchins.com/sahil-bloom-stop-over-optimizing-life/
Audio file: https://www.podtrac.com/pts/redirect.mp3/pscrb.fm/rss/p/pdrl.fm/d10f22/clrtpod.com/m/traffic.megaphone.fm/ATHLLC8277983622.mp3?updated=1774370477
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Duration seconds: 3401

## Resource

#271: Learn why over-optimizing your life can quietly destroy the things you actually care about. Chris and Sahil explore the doorman fallacy, why big life decisions should happen fast, how to use AI as a thinking partner, and why systems beat motivation every time. Sahil Bloom is a writer, entrepreneur, and investor. He wrote The 5 Types of Wealth, publishes the newsletter The Curiosity Chronicle to nearly a million readers, and is the Founder of the men's skincare line Wild Roman. Link to Full Show Notes: https://chrishutchins.com/sahil-bloom-stop-over-optimizing-life Partner Deals Quince: Affordable luxury essentials with free shipping + 365 day returns Mercury: ⁠Manage, move, and grow your money LMNT: ⁠Free sample pack of my favorite electrolyte drink mix Fabric: ⁠Affordable term life insurance for you and your family MasterClass: ⁠Learn from the world's best with 15% off For all the deals, discounts and promo codes from our partners, go to: ⁠chrishutchins.com/deals Resources Mentioned Sahil: Website | Newsletter | X Wild Roman: 10% off with code CHUTCHINS10 Books & Articles The 5 Types of Wealth by Sahil Bloom A Reflection On The Little Things The Doorman Fallacy The Real AI Risk Nobody Told You About The 2028 Global Intelligence Crisis Rule for Life: Don't Complain AI Tools Deep Personality Lemon Wispr Flow Phone Lock Box: Mindsight Timed Lock Box Full Show Notes (00:00) Introduction (00:58) Why Sahil Moved His Entire Family from New York to Boston (03:09) Why Big Life Changes Should Happen Fast (04:47) The Real ROI of Small Moments (06:27) The Doorman Fallacy: What You Lose When You Optimize the Surface (10:32) Designing Your Life vs Letting It Happen (15:15) The Tradeoffs of Living Near Opportunity (22:17) Why Now Is the Best Time in History to Be Curious (30:0…

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