Episode (200)
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BONUS | Why Your New Year’s Resolutions Always Fail (with Dr. Rangan Chatterjee)
Dec 23, 2025In today's bonus episode, Ryan and Dr. Rangan Chatterjee talk about why New Year’s resolutions usually fall apart and what actually works instead. They discuss why changing behavior is so hard, the ke...
Everything Is Changing. Are You? | Stake Your Own Claim
Dec 22, 2025Things falling apart. Traditions crumbling. New technologies. New threats. New trends. Welcome to ancient Rome. Welcome to the past…the present…and the future. Make 2026 the year where you finally br...
Sit Down With Walter Isaacson and Ryan Holiday
Dec 21, 2025In today's episode, Ryan Holiday sits down with legendary biographer Walter Isaacson for a wide-ranging, deeply thoughtful conversation recorded live at the Texas Tribune Festival. They talk about Wal...
These 3 Rules Will Make or Break Your 2026 | Jesse Itzler
Dec 20, 2025Most people will enter 2026 hoping life just gets better. Jesse Itzler knows that’s not how real change happens. In today’s episode, Jesse breaks down the three simple rules he follows every year to g...
It Can’t All Be Wedding Cake | The Best Books You Can Read
Dec 19, 2025Fortune doesn’t care about our plans and preferences. No, Seneca reminds us, she behaves as she pleases. 📚 Books mentioned: Plutarch’s Lives by PlutarchMastery by Robert GreeneMeditations by Marcus...
Nobody is Coming to Save You (And That’s Good News) | Ask Daily Stoic
Dec 18, 2025These are disorienting times. Cruel times. Dysfunctional times. And it’s natural to want someone, anyone, to step in and fix it. But they’re not going to. That’s not how this works. Make 2026 the yea...
You Don’t Have To Be Lucky, You Just Have To Be Good
Dec 17, 2025How are you helping? What are you doing? How are you acting like a Stoic as opposed to just ‘being stoic? 📚 Get a signed copy of each of the books in the Stoic Virtues Series: Courage is Calling, D...
You’ve Got to Demand Everything of Yourself | Paralympian Ezra Frech
Dec 17, 2025The pressure of being great changes when you’re carrying more than your own ambition. In today’s episode, Ryan sits down with Paralympian Ezra Frech to talk about the discipline required to compete at...
Love What Your Nature Demands of You | Stake Your Claim
Dec 16, 2025The world needed Marcus Aurelius to become the person we admire and study today. This required conscious and consistent effort on his part. You’re no different. And you know it. Make 2026 the year wh...
In a World Gone Shallow, In a World Gone Lean | A Simple Way To Measure Our Days
Dec 15, 2025Shallowness and cruelty and stupidity may be rampant, but we must resist it—resist it without bitterness or despair—by being bright lights in a dark time. 📕 Pick up your own Premium Leather Edition ...