You Think You Want Autonomy. You Don’t. | David Epstein

You think you want more freedom, but too much of it can work against you. In this episode, Ryan talks with David Epstein about why constraints can actually make us better. They discuss how deadlines sharpen focus, why too much autonomy can become a trap, and why “freedom within a framework” may be more useful than total freedom.

David Epstein is the author of the #1 New York Times best seller Range: Why Generalists Triumph in a Specialized World. His third book, Inside the Box: How Constraints Make Us Better, is out now!

📚 Grab signed copies of David Epstein Books at The Painted Porch:

Connect with David Epstein 👉 Instagram, YouTube, X, Substack

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Jaksot(2980)

Everything Is Connected. We Just Forgot.

It’s strange that we need a day to remind us we’re part of the planet we live on. In this Earth Day episode, Ryan explores the Stoic idea of sympatheia, the belief that we’re part of a larger whole an...

22 Huhti 33min

You Are On The Right Timeline | Don't Let Your Attention Slide

This isn’t the timeline I’m supposed to be on, you think. This isn’t how it was supposed to go. But what if it is?Reading Marcus Aurelius can change your life, but only if you know how to read his wor...

21 Huhti 8min

Time is Racing Toward Us | Pete Holmes on The Real Point of Philosophy

We think that it’s off in the distance. We think that it’s far away. But this is wrong. Fundamentally wrong.Reading Marcus Aurelius can change your life, but only if you know how to read his work 👉 H...

20 Huhti 11min

31 Life-Changing Lessons from Marcus Aurelius

For nearly 2,000 years, Meditations has guided presidents, generals, and leaders, from Theodore Roosevelt to Frederick the Great to Arnold Schwarzenegger. What makes it remarkable is that it was never...

19 Huhti 32min

How Does Stoicism Help You Overcome Guilt and Shame?

In today's episode, Ryan answers questions from a live audience in Sydney, Australia. Some of these questions include: How do we keep our ego in check when things are going well? How does a Stoic hand...

18 Huhti 19min

The Decades Disappear Like Sinking Ships | Impulse Control

This is happening and it’s happening in one direction. We have to pay attention.📚 The Daily Stoic Journal: 366 Days of Writing and Reflection on The Art of Living by Ryan Holiday🎙️ AD-FREE | Support...

17 Huhti 6min

The 5-Step Stoic Routine for Clear Thinking | Maria Semple

The difference between reacting and thinking clearly starts with how you begin your day. In this episode, Ryan sits down with bestselling author Maria Semple to break down the 5-step Stoic routine she...

16 Huhti 55min

You Don’t Have to Do It Alone

“Mastery of reading and writing requires a master,” Marcus Aurelius writes. He knew this from experience. Reading Marcus Aurelius can change your life, but only if you know how to read his work 👉 Hea...

16 Huhti 2min