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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

After recording their episode, Ryan and Bert Kreischer stopped by The Painted Porch, where Ryan shared some must-read books with Bert.

Watch this episode on Ryan Holiday's YouTube Channel: https://www.youtube.com/watch?v=6VH7tzlzRwY

📚 Books mentioned: 

The Crack-Up 

The Annotated Great Gatsby: 100th Anniversary Deluxe Edition

Confederacy of Dunces

In a Sunburned Country

Pappyland

The Cost of These Dreams

Daily Dad Five Year Reflection Journal

👉 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

🎙️ 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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Bert Kreischer's Reading List (From Ryan Holiday)

The most fearless philosopher in the ancient world didn’t rule an empire or write books. He lived on the street and begged for food. And yet, he was bold enough to challenge Alexander the Great to his face. In today’s episode, we’re talking about Diogenes, the philosopher who rejected status, comfort, and approval and may have understood freedom better than anyone who came after him.

🎥 Watch this episode on The Daily Stoic YouTube Channel: https://www.youtube.com/watch?v=m1JF8heGB2s

👉 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/

🎙️ 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

🏛 Get Stoic inspired books, medallions, and prints to remember these lessons at the Daily Stoic Store: https://store.dailystoic.com/

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The Philosopher Who Didn’t Care What Anyone Thought

You’re tough. You’re firm. You don’t get bothered by things. You keep yourself under control. Good. But you’re missing something else just as important and perhaps more impressive.

📚 Books Mentioned: 

You Have to Be Prepared to Die Before You Can Begin to Live: Ten Weeks in Birmingham That Changed America • by Paul Kix 
The Obstacle Is the Way by Ryan HolidayMeditations by Marcus AureliusIt’s Better To Be Feared by Seth WickershamAmerican Kings: A Biography of the Quarterback by Seth Wickersham 

👉 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

🎙️ 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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This Is A Good Surprise | The Stoic Edge Behind Peak Performance

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/

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

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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/

🎥 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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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 

🎥 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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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/

🎥 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

🏛 Get Stoic inspired books, medallions, and prints to remember these lessons at the Daily Stoic Store: https://store.dailystoic.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

They were different. Some of them were downright weird. Cleanthes made quite a spectacle of himself in Athens, a philosopher who did manual labor for a living. Cato walked around bareheaded and barefooted, violating most of the social and class norms of his time. Marcus Aurelius was seen reading books at the Coliseum, indifferent to the popular past times that got everyone else excited.

Agrippinus, one middle Stoic who lived in the time of Nero, cared nothing for the niceties and obeisance expected of the citizens of Nero’s tyrannical regime. As we explain in Lives of the Stoics, Agrippinus claimed that he wanted to be the red thread in the sweater of life—the little bit of color that stood out and made the garment beautiful.

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Ryan Holiday speaks to the United States Military about some of the key Stoic ideas behind being a great leader in the modern world.

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Follow Your Arrow | 7 Stoic Keys To Being A Great Leader (Ryan Holiday Speaks To The U.S. Military)

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