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

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

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



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Do You Have That Dog In You? | Ask Daily Stoic

Do You Have That Dog In You? | Ask Daily Stoic

In a world of hypocrites, status worship, and fools masquerading as wise men, we need the clarity and courage the Stoics embodied. 🏛 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.🎟️ 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 FacebookSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

30 Okt 13min

The Habit That Changes EVERYTHING | Nick Thompson

The Habit That Changes EVERYTHING | Nick Thompson

Nick Thompson couldn’t change his father’s story, but he found a habit that helped him make sense of his own. In today’s episode, Ryan sits down with Nick, CEO of The Atlantic and author of The Running Ground. Ryan and Nick talk about why running is the ultimate teacher of focus and resilience, how to build discipline, and how running helped Nick process his complicated relationship with his father.Nick Thompson is the CEO of The Atlantic, an American magazine founded in 1857, which earned the top honor for magazines, General Excellence, at the National Magazine Awards in both 2022 and 2023. In his time as CEO, the company has seen record subscriber growth. Before joining The Atlantic, he was the editor-in-chief of Wired magazine. He is also a former contributor for CBS News and has previously served as editor. He has long been a competitive runner; in 2021, he set the American record for men 45+ in the 50K race.Check out Nick’s new book The Running Ground: A Father, a Son, and the Simplest of SportsFollow Nick on Instagram and X @NXThompson📖 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 FacebookSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

29 Okt 57min

It’s A Thinking Person’s Game

It’s A Thinking Person’s Game

Life is hard. Life is complicated. Will you make the most of this time you have here?📖 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 FacebookSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

29 Okt 4min

It Can Make You Great | Accepting What Is

It Can Make You Great | Accepting What Is

What made Marcus Aurelius different? What were his secrets to success, resiliency, and productivity? How did he master his emotions and maintain such self-control?🏛 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📖 Wisdom Takes Work by Ryan Holiday is out NOW! Grab a copy here: https://store.dailystoic.com/pages/wisdom-takes-work📚 Check out The Daily Stoic Boxed Set here which includes The Daily Stoic and The Daily Stoic Journal: 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/📱 Follow us: Instagram, Twitter, YouTube, TikTok, and FacebookSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

28 Okt 10min

You Get To Choose This (So Don’t) | We Reap What We Sow

You Get To Choose This (So Don’t) | We Reap What We Sow

Things will go wrong. Fortune will turn on you. You will make mistakes. Plans will be disrupted. Dreams will be dashed. This is life.🎥 Watch Dr. Laurie Santos' episode on The Daily Stoic Podcast: https://www.youtube.com/watch?v=p8OARstQGfM🪙 We have a collection of items in the Daily Stoic store to help you in your own memento mori practice, check them out here: https://store.dailystoic.com/📖 Wisdom Takes Work by Ryan Holiday is out NOW! Grab a copy here: https://store.dailystoic.com/pages/wisdom-takes-work📘 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/🎥 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 FacebookSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

27 Okt 7min

BONUS: The Man Behind The Daily Stoic (Not Ryan Holiday)

BONUS: The Man Behind The Daily Stoic (Not Ryan Holiday)

It’s been six years since Ryan and his longtime editor and collaborator, Stephen Hanselman, first dreamed up the Stoic Virtues Series. In this bonus episode, they reflect on where the idea started, how each book built on the last, and why the four virtues are so deeply connected. Stephen Hanselman has worked for over three decades in publishing as a bookseller, publisher and literary agent. He is a graduate of Harvard Divinity School, where he received a Master’s degree while also studying extensively at Harvard’s philosophy department.📖 Wisdom Takes Work by Ryan Holiday is out NOW! Grab a copy here: https://store.dailystoic.com/pages/wisdom-takes-work📚 Get a signed copy of each of the books in the Stoic Virtues Series: Courage is Calling, Discipline is Destiny, Right Thing Right Now, and 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 FacebookSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

26 Okt 58min

7 Stoic Lessons on How To Keep Going

7 Stoic Lessons on How To Keep Going

How do we persevere well? How do we persevere happily? Thankfully, we can look to the Stoics. The Stoics not only wrote about how to persevere, they used Stoicism to persevere in the face of plagues, exiles, imprisonment, and wars. You can read this article here: https://dailystoic.com/perseverance/📚 Grab a copy of Keep Going by Austin Kleon at The Painted Porch: https://www.thepaintedporch.com/📖 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 FacebookSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

26 Okt 12min

Not Seeking Wisdom DESTROYS Great Minds | Ryan Holiday & Billy Oppenheimer

Not Seeking Wisdom DESTROYS Great Minds | Ryan Holiday & Billy Oppenheimer

What happens when brilliance goes unchecked? In today's episode, Ryan and his research assistant Billy Oppenheimer dig into the cautionary side of genius, from Elon Musk’s unraveling to why so many smart people end up making dumb decisions. They talk about how success can warp reality, why intelligence without wisdom becomes dangerous, and how even the brightest minds can lose their way when they stop listening, stop learning, and stop taking care of themselves.Billy Oppenheimer is Ryan Holiday’s research assistant and the writer behind the newsletter, Six at 6 on Sunday. To read more of his work, check out his website billyoppenheimer.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 FacebookSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

25 Okt 48min

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