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Daily Stoic | Backyard Ventures

For centuries, all sorts of people—generals and politicians, athletes and coaches, writers and leaders—have looked to the teachings of Stoicism to help guide their lives. Each day, author and speaker Ryan Holiday brings you a new lesson about life, inspired by the thoughts and writings of great Stoic thinkers like Marcus Aurelius and Seneca the Younger. Daily Stoic Podcast also features Q+As with listeners and interviews with notable figures from sports, academia, politics, and more. Learn more at DailyStoic.com.

Support the podcast and go deeper with Stoicism by subscribing to The Daily Stoic Premium - unlock ad-free listening, early access, and bonus content (coming soon): dailystoic.com/premium

The Daily Stoic

From corruption to tyranny, the Stoics refused to sit on the sidelines. They tried to change things.

👉 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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This is The One Thing You Don’t Accept

If your New Year motivation didn’t make it to February, this episode is for you. Ryan and his business partner and longtime friend, Brent Underwood, talk about how waiting for permission, perfect conditions, or external validation quietly turns into procrastination, even for high performers. They discuss why open-ended ambitions are harder than deadlines, how success can actually make starting new things scarier, and the trap of telling yourself, “I’ll get to it later.”

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

Brent Underwood is the owner of Cerro Gordo, an original boomtown silver mine, established in 1865. Check out Brent's book Ghost Town Living: Mining for Purpose and Chasing Dreams at the Edge of Death Valley at The Painted Porch. 

Youtube: @GhostTownLiving

IG: @BrentWUnderwood

🎙️ 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/

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

✉️ 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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BONUS | No One Is Coming to Give You Permission

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?

📕 Grab a signed copy of Right Thing, Right Now by Ryan Holiday | https://store.dailystoic.com/

👉 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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It’s Always Going To Be One-Sided

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. 

📱Follow Chuck on X @CKlosterman 

🎟️ Come see Ryan Holiday LIVE: https://www.dailystoiclive.com/

San Diego, CA - February 5, 2026 Phoenix, AZ - February 27, 2026 

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Chuck Klosterman: The NFL Explains More About America Than You Think

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

📔 Pick up your own leather bound signed edition of The Daily Stoic! Check it out at the Daily Stoic Store: https://store.dailystoic.com/

👉 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 Have Double What It Takes? | The Source Of Your Anxiety

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.

👉 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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BONUS | You Can't Let The Setbacks Win

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

📘 Grab the hardcover edition of The Daily Stoic here: https://store.dailystoic.com/

👉 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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Sometimes You Just Lose (But That’s No Excuse) | A Proper Frame Of Mind

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

👉 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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✉️ 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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This Is Why You Have To Care

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! 

Follow Bert on Instagram, TikTok, X, and YouTube 

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

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

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✉️ 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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Why Bert Kreischer Thinks He Needs a Stoic Coach

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

📕 Pick up your own Premium Leather Edition of Meditations - Marcus Aurelius (Gregory Hays Translation) at the Daily Stoic Store: https://store.dailystoic.com/

📚 Book Mentioned: Moviegoer by Walker Percy

👉 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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✉️ 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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The Age of Catos is Gone (or Is It?) | Ryan Holiday Owes Everything To This One Book

Marcus Aurelius read Epictetus…a lot. We know this because Meditations is proof of it. Almost every page has some direct quote or allusion to Epictetus. We also find, upon deeper inspection, references to the works of Panaetius, Chrysippus, the plays of Euripides, Zeno and countless other philosophers.

How does someone develop recall like that? How did he become so wise, not just on the page but in life? Through repetition and practice. Marcus Aurelius never refers to Seneca, but it’s clear that he internalized a piece of advice from that Stoic, too. “You must linger among a limited number of master-thinkers, and digest their works,” Seneca wrote, “if you would derive ideas which shall win firm hold in your mind.”

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If You Want It To Take Hold In Your Mind…

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