Episode (200)
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Arthur Brooks’ Ultimate Philosophy Masterclass (PT. 1)
Mar 26, 2026What are you missing by only seeing the world through one philosophy? In this masterclass, Arthur Brooks and Ryan walk through the biggest schools of thought and reveal how they fit together in a way ...
It Takes Much Longer Than You Think (Or Want)
Mar 26, 2026Almost everything worthwhile—like wisdom, leadership, mastery, opportunity—takes far more time than we expect, than we want. 🎙️ AD-FREE | Support the podcast and go deeper into Stoicism by subscrib...
There Will Always Be People Who Don’t Get It | Hasan Minhaj Tests Ryan Holiday’s Stoic Knowledge
Mar 25, 2026People are misinformed. People have skewed priorities and conflicts of interest. They’re not always going to understand. 🎥 Watch Ryan’s episode on Hasan Minhaj Doesn’t Know here: https://www.youtube...
It’s Not Supposed To Go Down Easy | This 10 Minute Habit Will Change Your Life
Mar 24, 2026Amor Fati is a challenge. That’s the whole point. 🎥 VIDEO EPISODE | Watch this episode here: https://www.youtube.com/watch?v=9DCub4GIbZw 🎙️ AD-FREE | Support the podcast and go deeper into Stoicis...
This Is The Only Thing You Get to Choose | There Is Philosophy In Everything
Mar 23, 2026Fortune behaves as she pleases, the Stoics said. 📘 Grab a copy of The Daily Stoic here: https://store.dailystoic.com/ 🎙️ AD-FREE | Support the podcast and go deeper into Stoicism by subscribing ...
BONUS | Charles Duhigg's Reading List (From Ryan Holiday)
Mar 22, 2026From the archives, Ryan takes Supercommunicators author Charles Duhigg to The Painted Porch after the podcast and shares a stack of book recommendations that still hold up today. 🎙️ Listen to Char...
You’re Not as Powerful as You Think (Seneca)
Mar 22, 2026We like to think we’re free and other people aren’t. Seneca flips that idea completely. The people in control may be the most trapped of all. Today’s episode is an excerpt from The Tao Of Seneca prod...
The Stoic Secrets Great Leaders Use | Daniel Coyle
Mar 21, 2026The more you control, the worse you lead. In this conversation, Ryan talks with leadership expert Daniel Coyle about why the best teams aren’t run like machines, why connection matters more than contr...
You Can Choose Right Now | The Portable Retreat
Mar 20, 2026Someone has to take control. That someone is you. LAST CHANCE 👉 The Spring Forward Challenge starts TODAY! Go to dailystoic.com/spring and enter code DSPOD20 at checkout to get 20% off the Spring ...
Break Through While You Still Can | Ask Ryan Holiday
Mar 19, 2026Just as seedlings must break through soil, we must break through our comfortable patterns. Nature doesn’t stay dormant forever—and neither should we. 1 DAY LEFT 👉 Go to dailystoic.com/spring and ent...