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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.

The Daily Stoic

We can’t let our accomplishments fool us into thinking that we are immortal, that we can outthink, outrun, outwork death. 

📚 The ebook edition of Ryan Holiday's Ego Is the Enemy is just $1.99 for a limited time only!

📖 Preorder the final book in Ryan Holiday's The Stoic Virtues Series: "Wisdom Takes Work": https://store.dailystoic.com/pages/wisdom-takes-work

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Is This Really Worth The Cost?

We control who we are. We control what we do. We control the standards we hold ourselves to. Ryan sits down with retired four-star General Stanley McChrystal to talk about the thing that makes or breaks every person: character. They explain what character actually is, why discipline matters more than raw talent, and how great leaders can lose their way.

General McChrystal is a retired United States Army general best known for his command of Joint Special Operations Command in the mid-2000s. He established a consultancy firm, McChrystal Group, in 2011 and advises senior executives at multinational corporations on navigating complex change and building stronger teams.

📚 You can grab signed copies of On Character: Choices That Define A Life by General McChrystal at The Painted Porch | https://www.thepaintedporch.com/

🎙️ Listen to General Stanley McChrystal’s first interview on The Daily Stoic Podcast | Apple Podcasts, Spotify, & YouTube

📖 Preorder the final book in Ryan Holiday's The Stoic Virtues Series: "Wisdom Takes Work": https://store.dailystoic.com/pages/wisdom-takes-work

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The Hard Truth About Character | General Stanley McChrystal (PT. 1)

A pause creates space. A pause creates clarity. A pause can change everything.

🪙 Carry The Daily Stoic Pause & Reflect Medallion as a reminder to stop and take a breathe. | Grab The Daily Stoic Pause & Reflect Medallion at dailystoic.com/pause

📓 Pick up a signed edition of The Daily Stoic Journal: 366 Days of Writing and Reflection on The Art of Living: https://store.dailystoic.com/

📖 Preorder the final book in Ryan Holiday's The Stoic Virtues Series: "Wisdom Takes Work": https://store.dailystoic.com/pages/wisdom-takes-work

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Why Are You Going Through Life This Way? | Just Say No To Future Misery

We’re doing better than it sometimes feels. Let us marvel at the cooperation that is possible—considering the flawed and petty humans it depends on.

 📚 Books Mentioned: 

Zero to One by Peter Thiel

Lives of the Stoics by Ryan Holiday

Blue Ocean Strategy by W. Chan Kim

The Daily Stoic by Ryan Holiday

🎥 Watch Dr. Laurie Santos' episode on The Daily Stoic YouTube Channel: https://www.youtube.com/watch?v=p8OARstQGfM

📖 Preorder the final book in Ryan Holiday's The Stoic Virtues Series: "Wisdom Takes Work": https://store.dailystoic.com/pages/wisdom-takes-work

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

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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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Can You Believe We Can Do This? | Only Fools Rush In

The Stoics remind us that time, especially the time we’re healthy and able to actually enjoy life, is our most valuable resource. But knowing that isn’t enough.

🎥 Watch Robert and Ryan's conversation here: https://www.youtube.com/watch?v=IvzsEopZ94Q

📕 Grab a copy of The Stoic Capitalist: Advice for the Exceptionally Ambitious by Robert Rosenkranz | https://www.thepaintedporch.com/

💡The Wealthy Stoic: A Daily Stoic Guide to Being Rich, Happy, and Free explores how stoic ideas can be applied to personal finance, wealth-building, financial mindset, and how it can help you overcome common financial obstacles and challenges

Get The Wealthy Stoic: A Daily Stoic Guide to Being Rich, Happy, and Free & all other Daily Stoic courses for FREE when you join Daily Stoic Life | dailystoic.com/life

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

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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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Maybe You CAN Make More Time

History has a way of looking calmer than it really was. In this PT. 2 episode, Ryan sits down with historian and author James Romm to talk about the messy, dangerous, and often absurd reality of life in ancient Greece and Rome, especially for the philosophers who tried to “advise” the powerful. From Plato’s naïve trips to Syracuse, to Seneca’s complicated dance with Nero, to Marcus Aurelius resisting the pull of corruption, they discuss the timeless tension between access and integrity. 

James Romm is an author, reviewer, and a Professor of Classics at Bard College in Annandale, NY. He specializes in ancient Greek and Roman culture and civilization. His reviews and essays have appeared in the New Yorker, the Wall Street Journal, the London Review of Books, the Daily Beast, and other venues. He has held the Guggenheim Fellowship (1999-2000), the Birkelund Fellowship at the Dorothy and Lewis B. Cullman Center for Writers and Scholars at the New York Public Library (2010-11), and a Biography Fellowship at the Leon Levy Center of the City University of New York (2014-15).

Follow James on Instagram @James.Romm and check out more of his work at his website, www.jamesromm.com

 📚 Get signed copies of James' latest book Plato and the Tyrant, and his other books Dying Every Day, How To Die, and How To Give, at The Painted Porch | https://www.thepaintedporch.com/

📚 View the full list of books mentioned in this episode here: https://www.thepaintedporch.com/collections/james-romm

🎥 Head to Ryan Holiday’s YouTube Channel to watch him give James Romm book recommendations at The Painted Porch: https://www.youtube.com/watch?v=iUuxMfJRc2c

🎙️ Listen to James Romm’s first episode on The Daily Stoic Podcast: https://dailystoic.com/romm/

📖 Preorder the final book in Ryan Holiday's The Stoic Virtues Series: "Wisdom Takes Work": https://store.dailystoic.com/pages/wisdom-takes-work

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

🎥 Watch top moments from The Daily Stoic Podcast on YouTube: https://www.youtube.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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When Good People Lose Themselves to Tyrants | James Romm (PT. 2)

When it comes to doing what’s right, the timing is rarely perfect.

🎥 Watch the video of Ryan running the ORIGINAL Marathon on The Daily Stoic YouTube Channel: https://www.youtube.com/watch?v=UAdB5ax0r-0

📖 Preorder the final book in Ryan Holiday's The Stoic Virtues Series: "Wisdom Takes Work": https://store.dailystoic.com/pages/wisdom-takes-work

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

🎥 Watch top moments from The Daily Stoic Podcast on YouTube: https://www.youtube.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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See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

The Choice Is Clear (But That Doesn’t Mean It’s Easy) | Ryan Holiday Ran The ORIGINAL Marathon

We want the stamp of approval—from the critics, from the crowd, from the market. This makes sense...except it doesn’t.

📖 Preorder the final book in Ryan Holiday's The Stoic Virtues Series: "Wisdom Takes Work": https://store.dailystoic.com/pages/wisdom-takes-work

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

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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 The Only Place To Look For Approval | Ask Daily Stoic

The point is: It’s always been rough. The point is: It always will be rough. 

📖 Preorder the final book in Ryan Holiday's The Stoic Virtues Series: "Wisdom Takes Work": https://store.dailystoic.com/pages/wisdom-takes-work

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

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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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It’s Always Been Like This (But Worse)

What makes smart, principled people work for the worst leaders? In this conversation, historian and author James Romm and Ryan dig into the timeless trap that’s snared some of history’s greatest minds, from Plato and Seneca to modern politics. They talk about the seduction of access, the slow erosion of integrity, and why walking away from a tyrant’s court is so much harder than it looks.

James Romm is an author, reviewer, and a Professor of Classics at Bard College in Annandale, NY. He specializes in ancient Greek and Roman culture and civilization. His reviews and essays have appeared in the New Yorker, the Wall Street Journal, the London Review of Books, the Daily Beast, and other venues. He has held the Guggenheim Fellowship (1999-2000), the Birkelund Fellowship at the Dorothy and Lewis B. Cullman Center for Writers and Scholars at the New York Public Library (2010-11), and a Biography Fellowship at the Leon Levy Center of the City University of New York (2014-15).

Follow James on Instagram @James.Romm and check out more of his work at his website, www.jamesromm.com

 📚 Get signed copies of James' latest book Plato and the Tyrant, and his other books Dying Every Day, How To Die, and How To Give, at The Painted Porch | https://www.thepaintedporch.com/

🎙️ Listen to James Romm’s first episode on The Daily Stoic Podcast: https://dailystoic.com/romm/

📖 Preorder the final book in Ryan Holiday's The Stoic Virtues Series: "Wisdom Takes Work": https://store.dailystoic.com/pages/wisdom-takes-work

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

🎥 Watch top moments from The Daily Stoic Podcast on YouTube: https://www.youtube.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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When Good People Lose Themselves to Tyrants | James Romm (PT. 1)

Stoicism is no different than working out or journaling—it is a daily practice that we lean on to overcome the obstacles we face every day. As a cognitive-behavioral psychotherapist and trainer, Donald Robertson has given readers a unique perspective on the benefits of applying ancient philosophy to our everyday lives in his work, including his recent book How To Think Like Socrates. Today, Donald and Ryan continue their conversation about cognitive flexibility, what Socrates and the Stoics teach us about handling uncertainty, and how Stoicism is making waves in modern day psychotherapy practices. 

Donald is a writer, cognitive-behavioral psychotherapist and trainer. He is a Fellow of the Royal Society for Public Health (RSPH). Donald specializes in teaching evidence-based psychological skills, and is known as an expert on the relationship between modern psychotherapy (CBT) and classical Greek and Roman philosophy.

📚 Donald’s book, How to Think Like Socrates: Ancient Philosophy as a Way of Life in the Modern World, is out now! Pick up a signed copy at The Painted Porch.

Get a signed copy of Marcus Aurelius: The Stoic Emperor and How To Think Like A Roman Emperor: The Stoic Philosophy of Marcus Aurelius from The Painted Porch. 

🎙️Listen to Part 1 on Apple Podcasts and Spotify

🎥 Watch Donald Robertson’s first interview with Ryan on YouTube

Substack

X: @donjrobertson

IG: @donaldjrobertson

✉️ 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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Donald Robertson on What Ancient Philosophy Teaches Us About Facing Uncertainty

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