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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

At some point, you realize courage isn’t something you are born with, it’s something you build. In this episode, Ryan sits down with bestselling author Cheryl Strayed (Tiny Beautiful Things, Wild) to talk about what it really means to be brave. They discuss how fear and courage always show up together, why you can’t wait to “feel ready,” and the difference between saying you’ll change and actually doing it. Cheryl shares what hiking alone on the Pacific Crest Trail taught her about courage, loss, and starting over. 

Cheryl Strayed is the author of the #1 New York Times bestseller Wild: From Lost to Found on the Pacific Crest Trail, which was made into an Oscar-nominated film. Her bestselling collection of Dear Sugar columns, Tiny Beautiful Things, was adapted for a Hulu television show and as a play that continues to be staged in theaters nationwide. Strayed's other books are the critically acclaimed novel, Torch, and the bestselling collection Brave Enough, which brings together more than one hundred of her inspiring quotes. Her books have sold more than 5 million copies around the world and have been translated into forty languages

You can grab copies of Wild and Tiny Beautiful Things by Cheryl Strayed at The Painted Porch: https://www.thepaintedporch.com/

Follow Cheryl Strayed on Instagram @CherylStrayed and check out more of her work at her website CherylStrayed.com

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

Seattle, WA - December 3, 2025 San Diego, CA - February 5, 2026 Phoenix, AZ - February 27, 2026 

📖 Wisdom Takes Work by Ryan Holiday is out NOW! Grab a copy here: https://store.dailystoic.com/pages/wisdom-takes-work

🎥 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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See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Cheryl Strayed: “I Had to Lose EVERYTHING to Find Myself”

You don’t have to accept being treated this way. You should stand up. You should speak out. But you know what you shouldn’t do?

👉 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/

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

Seattle, WA - December 3, 2025 San Diego, CA - February 5, 2026 Phoenix, AZ - February 27, 2026 

📖 Wisdom Takes Work by Ryan Holiday is out NOW! Grab a copy here: https://store.dailystoic.com/pages/wisdom-takes-work

🎥 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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Don’t Let It Trouble Your Mind

Was Marcus Aurelius a bad father? How did he not manage to pass his Stoicism—to say nothing of his kindness and sense of responsibility—to his son?

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

Seattle, WA - December 3, 2025 San Diego, CA - February 5, 2026 Phoenix, AZ - February 27, 2026 

📖 Wisdom Takes Work by Ryan Holiday is out NOW! Grab a copy here: https://store.dailystoic.com/pages/wisdom-takes-work

👉 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/

📱 Follow us: Instagram, Twitter, YouTube, TikTok, and Facebook

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

None of Us Are Perfect | Judge Yourself, Not Others

Ulysses S. Grant knew what the Stoics knew—that outside circumstances don’t say anything about us, that it didn’t matter, as Epictetus said, what we bear, only how we bear it. 

👉 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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Failure Doesn’t Define You—Neither Does Success | Always The Same

What is the "Tortoise Method" and how can it help us build habits for happiness? Look no further than this excerpt from Chapter 9 of the audiobook of Aristotle’s Guide to Self-Persuasion: How Ancient Rhetoric, Taylor Swift, and Your Own Soul Can Help You Change Your Life by Jay Heinrichs (last week's guest on The Daily Stoic Podcast!). 

Jay Heinrichs is a New York Times bestselling author of Thank You For Arguing and is a persuasion and conflict consultant. Middlebury College has named him a Professor of the Practice in Rhetoric and Oratory. Jay has conducted influence strategy and training for clients as varied as Kaiser Permanente, Harvard, the European Speechwriters Association, Southwest Airlines, and NASA. He has overseen the remake and staff recruiting of more than a dozen magazines. 

Pick up a copy of Jay’s latest book Aristotle’s Guide to Self-Persuasion: How Ancient Rhetoric, Taylor Swift, and Your Own Soul Can Help You Change Your Life 

Follow Jay on Instagram @JayHeinrichs and check out more of his work at www.jayheinrichs.com

Thanks to Penguin Random House Audio for granting us permission to run this excerpt from Aristotle’s Guide to Self-Persuasion.

🏛 The 2025 LIVE session of Stoicism 101: Ancient Philosophy For Your Actual Life starts November 10th. Don’t miss your chance to join us! Read on for more about the unique opportunities you get from joining the LIVE course.

📖 Wisdom Takes Work by Ryan Holiday is out NOW! Grab a copy here: https://store.dailystoic.com/pages/wisdom-takes-work

👉 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/

📱 Follow us: Instagram, Twitter, YouTube, TikTok, and Facebook

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

The Surprising Habit Hack from Aristotle

It takes a trained mind to see wonder and awe in the middle of everyday struggles. In today’s PT. 2 episode, Ryan and persuasion expert Jay Heinrichs dive deeper into discipline, the power of our inner dialogue, and what it really means to have agency. Jay shares the story of having breakfast with the Dalai Lama and how the Stoics, Buddhists, Aristotle, and even Taylor Swift all point to the same truth about how we see and respond to life. 

Jay Heinrichs is a New York Times bestselling author of Thank You For Arguing and is a persuasion and conflict consultant. Middlebury College has named him a Professor of the Practice in Rhetoric and Oratory. Jay has conducted influence strategy and training for clients as varied as Kaiser Permanente, Harvard, the European Speechwriters Association, Southwest Airlines, and NASA. He has overseen the remake and staff recruiting of more than a dozen magazines. 

Pick up a copy of Jay’s latest book Aristotle’s Guide to Self-Persuasion: How Ancient Rhetoric, Taylor Swift, and Your Own Soul Can Help You Change Your Life 

Follow Jay on Instagram @JayHeinrichs and check out more of his work at www.jayheinrichs.com

🏛 The 2025 LIVE session of Stoicism 101: Ancient Philosophy For Your Actual Life starts November 10th. Don’t miss your chance to join us! Read on for more about the unique opportunities you get from joining the LIVE course.

📖 Wisdom Takes Work by Ryan Holiday is out NOW! Grab a copy here: https://store.dailystoic.com/pages/wisdom-takes-work

👉 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/

📱 Follow us: Instagram, Twitter, YouTube, TikTok, and Facebook

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Persuasion Expert: "You Can TRAIN Your Mind to See the Positive" | Jay Heinrichs (PT. 2)

What’s the point? What is philosophy for?

🏛 The 2025 LIVE session of Stoicism 101: Ancient Philosophy For Your Actual Life starts November 10th. Don’t miss your chance to join us! Read on for more about the unique opportunities you get from joining the LIVE course. | https://dailystoic.com/101

👉 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/

📖 Wisdom Takes Work by Ryan Holiday is out NOW! Grab a copy here: https://store.dailystoic.com/pages/wisdom-takes-work

🎥 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/

📱 Follow us: Instagram, Twitter, YouTube, TikTok, and Facebook

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

This Is The Point of Philosophy | You're Wasting Your Life

After their interview, Ryan and Nick Thompson, CEO of The Atlantic and author of The Running Ground, headed into The Painted Porch to talk about their favorite books and swap recommendations. 

🎥 You can watch this episode on Ryan Holiday's YouTube channel: https://www.youtube.com/watch?v=XHT1krHB6Wg

🎙️ Listen to Nick Thompson's episode on The Daily Stoic Podcast | Apple Podcasts, Spotify 

📚 Full list of books that Ryan gave to Nick: 

Tunnel 29: The True Story of an Extraordinary Escape Beneath the Berlin Wall by Helena Merriman

Dying Every Day: Seneca at the Court of Nero by James Romm

The Pursuit of Happiness: How Classical Writers on Virtue Inspired the Lives of the Founders and Defined America by Jeffrey Rosen

Notes to John by Joan Didion

Necessary Trouble by Drew Gilpin Faust

Meditations by Marcus Aurelius (Gregory Hays Translation)

Novelist as a Vocation by Haruki Murakami

Letter to the Father by Franz Kafka

What I Talk about When I Talk about Running: A Memoir by Haruki Murakami

Everything Is Tuberculosis by John Green 

Death Be Not Proud by John Gunther

Check out Nick’s new book The Running Ground: A Father, a Son, and the Simplest of Sports

Follow Nick on Instagram and X @NXThompson

📚 Sign up for Ryan’s free monthly reading list newsletter: https://ryanholiday.net/the-reading-list/

📖 Wisdom Takes Work by Ryan Holiday is out NOW! Grab a copy here: https://store.dailystoic.com/pages/wisdom-takes-work

👉 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/

📱 Follow us: Instagram, Twitter, YouTube, TikTok, and Facebook

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

BONUS | Ryan Holiday Curates a Reading List for Nick Thompson

This is what Stoicism has done throughout history. It’s made people the best they could be.

🏛 The 2025 LIVE session of Stoicism 101: Ancient Philosophy For Your Actual Life starts November 10th. Don’t miss your chance to join us! Read on for more about the unique opportunities you get from joining the LIVE course.

👉 Get Stoicism 101: Ancient Philosophy For Your Actual Life & all other Daily Stoic courses for FREE when you join Daily Stoic Life | dailystoic.com/life

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

Seattle, WA - December 3, 2025 San Diego, CA - February 5, 2026 Phoenix, AZ - February 27, 2026 

📖 Wisdom Takes Work by Ryan Holiday is out NOW! Grab a copy here: https://store.dailystoic.com/pages/wisdom-takes-work

👉 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/

📱 Follow us: Instagram, Twitter, YouTube, TikTok, and Facebook

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Take This Seriously | Ask Daily Stoic

You’re not lazy, you’re just losing the debate in your own head. In today’s episode, Ryan talks with Jay Heinrichs, bestselling author of Thank You for Arguing and one of the world’s leading experts on rhetoric and persuasion. Jay has spent decades studying how we influence others, but in this conversation, he flips that lens inward to show how we can use the same tools to influence ourselves.

Ryan and Jay talk about the fascinating overlap between Stoicism and rhetoric, how Marcus Aurelius used rhetoric to his advantage, and why self-persuasion might actually be more powerful than raw willpower. They discuss the rhetorical tricks Jay used on himself and what the best tools are for getting unstuck.

Jay Heinrichs is a New York Times bestselling author of Thank You For Arguing and is a persuasion and conflict consultant. Middlebury College has named him a Professor of the Practice in Rhetoric and Oratory. Jay has conducted influence strategy and training for clients as varied as Kaiser Permanente, Harvard, the European Speechwriters Association, Southwest Airlines, and NASA. He has overseen the remake and staff recruiting of more than a dozen magazines. 

Pick up a copy of Jay’s latest book Aristotle’s Guide to Self-Persuasion: How Ancient Rhetoric, Taylor Swift, and Your Own Soul Can Help You Change Your Life 

Follow Jay on Instagram @JayHeinrichs and check out more of his work at www.jayheinrichs.com

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

Seattle, WA - December 3, 2025 San Diego, CA - February 5, 2026 Phoenix, AZ - February 27, 2026 

🏛 The 2025 LIVE session of Stoicism 101: Ancient Philosophy For Your Actual Life starts November 10th. Don’t miss your chance to join us! Read on for more about the unique opportunities you get from joining the LIVE course.

📖 Wisdom Takes Work by Ryan Holiday is out NOW! Grab a copy here: https://store.dailystoic.com/pages/wisdom-takes-work

🎥 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/

📱 Follow us: Instagram, Twitter, YouTube, TikTok, and Facebook

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Persuasion Expert: "You Can Manipulate Yourself Into Doing Hard Things" | Jay Heinrichs (PT. 1)

Plenty of people with less have found contentment, while plenty with more have been miserable. You can lead a good life anywhere, the Stoics remind us.

💡 We designed The Daily Stoic Leadership Challenge: Ancient Wisdom For Modern Leaders to mirror the kind of education that produced historically great leaders like Marcus Aurelius. Check it out at store.dailystoic.com

Get The Daily Stoic Leadership Challenge: Ancient Wisdom For Modern Leaders & 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

🎥 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/

📱 Follow us: Instagram, Twitter, YouTube, TikTok, and Facebook

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

The Problem Is Within You—And So Is The Solution | Ask Daily Stoic

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