Episode (200)
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Burn this Letter | The Enemy of Happiness
Feb 17, 2026It’s not that you should never speak up. It’s not that you should never speak truth to power. It’s just that you should never do it while you’re angry. Do it after you’ve calmed down. Do it after you’...
This Was Washington’s Philosophy | Power Fades. Character Leads.
Feb 16, 2026All that we see must be illuminated by the calm light of mild philosophy. So we can see what it really is. So we don’t do anything we regret. 📚 Pick up a copy of Lincoln's Virtues: An Ethical Biogr...
If You Only Read a Few Books This Year, Read These
Feb 15, 2026Most people don’t read that many books, maybe a few a year at most. So if you’re only going to read a couple books this year, the decision of which ones you choose becomes really important. In today’s...
11 Stoic Rules For Love
Feb 14, 2026Love isn’t just an emotion. It’s not just a feeling that hits you out of nowhere. It’s an action, something you can practice and something you can get better at. And while philosophy might not seem li...
This Kindles the Soul | Why You Can't Ignore What's Happening
Feb 13, 2026Marcus Aurelius said that if you ever found anything better in life than courage, discipline, justice, and wisdom—the four virtues—it must be an extraordinary thing indeed. Which raises the question: ...
Do Not Delay | Dan Harris & Ryan Holiday on The Pursuit of Wisdom
Feb 12, 2026Life has a way of stripping all our reasons bare, of humbling our plans and assumptions. We must live, as Marcus Aurelius said, as if death hangs over us. Because it does. 👉 Listen to the full conve...
There’s a Rhythm. There’s a Rhythm.
Feb 11, 2026It can feel like everything is falling to pieces. It can feel like you’re lost. It can feel like there’s no hope, no way forward, nothing to do. But that’s just because you’ve gotten rattled. 👉 Supp...
Stephen Greenblatt: Why “This Time Is Different” Is Always Wrong
Feb 11, 2026Why do the same patterns keep showing up in completely different centuries? In this episode, Pulitzer Prize–winning historian Stephen Greenblatt joins Ryan to discuss how power, fear, ego, and insecur...
You Have to Fight for It | Is There A Dark Side To Stoicism?
Feb 10, 2026It would be wonderful if the world was naturally just, if people were automatically good, always doing the right thing. But of course, they don’t. 📕 Read more stories that will inspire you to live ...
You Are Responsible For How They Make You Feel | Watch Over Your Perceptions
Feb 09, 2026At the core of Stoicism is the idea that our emotions are our responsibility. No one can make us frustrated. No one can offend us either, Epictetus said, not without us being complicit in the taking o...