The Daily Stoic

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It’s Always Going To Be One-Sided Feb 04, 2026

Show notes

It’s always been a dilemma: Why should I be honest when no one else seems to be? Why should I play by the rules when others are so visibly breaking them? Why should I be respectful or kind or fair when nobody else is?

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Chuck Klosterman: The NFL Explains More About America Than You Think Feb 04, 2026

Show notes

Few writers understand American culture like Chuck Klosterman, which is why he joins Ryan ahead of the Super Bowl to talk about how football reshaped American culture.

In this episode, Chuck and Ryan discuss what football really reveals about American culture, power, and the stories we tell ourselves about expertise and control. Chuck shares his observations, strange historical parallels, and personal stories that connect sports to technology, identity, and how monocultures form and eventually fade.

🏈 Pick up a copy of Football by Chuck Klosterman

📚 Chuck is the author of Sex, Drugs, and Cocoa Puffs, But What If We’re Wrong?, The Nineties, and now his latest book Football.

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Do You Have Double What It Takes? | The Source Of Your Anxiety Feb 03, 2026

Show notes

Obstacles, adversaries, pitfalls, and bad luck. It’s going to be there. It’s going to happen.

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BONUS | You Can't Let The Setbacks Win Feb 02, 2026

Show notes

When jarred by circumstances, Marcus Aurelius writes, we have to revert back to ourselves. We have to come back to the rhythm. We have to intervene. We can't let the challenges win.

Let’s not write the year off just yet. The Daily Stoic New Year New You challenge is opening back up for a limited time. Learn more and sign up today at dailystoic.com/challenge.

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Sometimes You Just Lose (But That’s No Excuse) | A Proper Frame Of Mind Feb 02, 2026

Show notes

We have to stay at it. We have to accept the losses that come…without accepting the status quo. We should not give up.

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This Is Why You Have To Care Feb 01, 2026

Show notes

Immigration is a complicated issue. Crime is complicated. But this is not complicated.

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Why Bert Kreischer Thinks He Needs a Stoic Coach Jan 31, 2026

Show notes

Bert Kreischer and Ryan continue their conversation about the tension between discipline and indulgence, why Bert sometimes feels better hungover than sober, and the pull of routines built around punishment and excess. Bert talks about quitting drinking, the daily “witching hour,” and why good news can be just as unsettling as bad.

Bert Kreischer is a stand up comedian, actor, and podcast host of 2 Bears, 1 Cave. You can watch both his movie The Machine and now his latest show, Free Bert, on Netflix!

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Bert’s new series Free Bert is officially out on Netflix! Watch Here: https://www.netflix.com/title/81696123

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The Age of Catos is Gone (or Is It?) | Ryan Holiday Owes Everything To This One Book Jan 30, 2026

Show notes

It always feels like the traditional values are slipping away…Maybe they are. Maybe they aren’t.

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📚 Book Mentioned: Moviegoer by Walker Percy

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This is the Day You Start | What Does Living A Virtuous Life Look Like? Jan 29, 2026

Show notes

Sometimes life happens, but here’s your second chance. Now is the best time to start being the person you want to be.

Let’s not write the year off just yet. The Daily Stoic New Year New You challenge is opening back up for a limited time. Learn more and sign up today at dailystoic.com/challenge.

👉 Get The Daily Stoic New Year New You & all other Daily Stoic courses for FREE when you join Daily Stoic Life | dailystoic.com/life

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🎙️ Support the podcast and go deeper into Stoicism by subscribing to The Daily Stoic Premium - unlock ad-free listening, early access, and bonus content: https://dailystoic.supercast.com/

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Do You Think They Liked It? Jan 28, 2026

Show notes

This is what philosophy is about, what discipline is as a virtue: Doing things you don’t want to do.

Let’s not write the year off just yet. The Daily Stoic New Year New You challenge is opening back up for a limited time. Learn more and sign up today at dailystoic.com/challenge.

👉 Get The Daily Stoic New Year New You & all other Daily Stoic courses for FREE when you join Daily Stoic Life | dailystoic.com/life

🎥 Watch the video episodes on The Daily Stoic YouTube channel: https://www.youtube.com/@DailyStoic/videos

🎙️ Follow The Daily Stoic Podcast on Instagram: https://www.instagram.com/dailystoicpodcast

✉️ Want Stoic wisdom delivered to your inbox daily? Sign up for the FREE Daily Stoic email at https://dailystoic.com/dailyemail

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