Cheryl Strayed: “I Had to Lose EVERYTHING to Find Myself”
The Daily Stoic12 Marras

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



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


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BONUS | Camila Cabello: “Stoicism Changed Everything for Me”

BONUS | Camila Cabello: “Stoicism Changed Everything for Me”

How does Camila Cabello stay centered in the chaos of fame? Today’s bonus episode brings back an evergreen lesson from her Daily Stoic episode that’s worth hearing again.🎥 Watch the full conversation between Camila Cabello and Ryan Holiday here: https://www.youtube.com/watch?v=1jqOlJuvIdU📚 Books mentioned: Stillness Is The Key by Ryan HolidayEgo is the Enemy by Ryan HolidayThe Obstacle Is the Way by Ryan Holiday👉 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.

11 Joulu 8min

Tie Yourself to the Mast | Ask Daily Stoic

Tie Yourself to the Mast | Ask Daily Stoic

It’d be wonderful if we always did what we know we want or need to do. But that’s not how the world is. It is filled with temptations, distractions, and forces tugging us toward the rocks.Make 2026 the year where you finally bring yourself closer to living your best life. No more waiting. Demand the best for yourself. The Daily Stoic New Year New You challenge begins January 1, 2026. 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🎟️ Come see Ryan Holiday LIVE: https://www.dailystoiclive.com/San Diego, CA - February 5, 2026 Phoenix, AZ - February 27, 2026 🎙️ 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🏛 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.

11 Joulu 14min

These Add Up to Greatness

These Add Up to Greatness

“Well-being is realized by small steps,” Zeno would say looking back on his life, “but is truly no small thing.”🗓️ The Daily Stoic Page-A-Day Calendar | Wisdom isn’t something you get via epiphany or even a couple years of intense study. No, it’s something you accumulate day by day—action by action, as Marcus Aurelius put it—over the course of a lifetime. 👉 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.

10 Joulu 3min

The Fine Line Between Genius and Delusion | Journalist Helen Lewis

The Fine Line Between Genius and Delusion | Journalist Helen Lewis

Being the smartest person in the room is usually where the trouble starts. In today’s episode, Ryan sits down with journalist and author Helen Lewis to talk about genius, ego, and why so many “brilliant” people eventually spin out. They discuss the myth of the lone genius, why smart people overthink themselves into bad ideas, and how ego quietly wrecks careers, reputations, and entire movements. ​​Helen Lewis is a staff writer at The Atlantic who writes about politics and culture. Her first book, Difficult Women: A History of Feminism in 11 Fights, was a Guardian, Telegraph and Financial Times book of the year. She has written for The New York Times, the Guardian, The New Statesman, and Vogue. She is the host of the BBC podcast series The New Gurus and Helen Lewis Has Left the Chat, and co-host of Radio 4’s Kafka vs Orwell and Strong Message Here. She won the 2024 Kukula Award for excellence in nonfiction book reviewing.Check out Helen Lewis’ book The Genius Myth: A Curious History of a Dangerous IdeaFollow Helen on Instagram @HelenLewisPosts Read Helen Lewis’ article: How Joe Rogan Remade Austin🎟️ Come see Ryan Holiday LIVE: https://www.dailystoiclive.com/San Diego, CA - February 5, 2026 Phoenix, AZ - February 27, 2026 👉 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.

10 Joulu 1h 23min

You Know It’s Time to Change | Keep The Rhythm

You Know It’s Time to Change | Keep The Rhythm

We’re set in our habits. We’re quick-tempered, we eat poorly, we’re easily distracted. We skip exercise, we put stuff off, we make excuses. How did that work out for you in 2025?Make 2026 the year where you finally bring yourself closer to living your best life. No more waiting. Demand the best for yourself. The Daily Stoic New Year New You challenge begins January 1, 2026. Learn more and sign up today at dailystoic.com/challenge.👉 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.

9 Joulu 10min

Have You Considered This? | Don't Hide From Your Feelings

Have You Considered This? | Don't Hide From Your Feelings

The sooner you realize that you are not the center of the universe or the intended recipient of everything, the more understanding you can be, the less judgment you’ll feel required to have. 🎥 Watch Kate Bowler's episode on The Daily Stoic Podcast: https://www.youtube.com/watch?v=uCGloOAQOS8📘 Grab the hardcover edition of The Daily Stoic 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/🎙️ 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.

8 Joulu 7min

Why EVERY Generation Rediscovers Stoicism | Mark Manson & Ryan Holiday

Why EVERY Generation Rediscovers Stoicism | Mark Manson & Ryan Holiday

Every crisis creates the same instinct in people: go back to the wisdom that has outlasted everything else. In today’s episode, Ryan and Mark Manson dive into why Stoicism keeps coming back during moments of crisis, why world leaders and big thinkers have leaned on it for centuries, and what its modern resurgence gets right and wrong.Check out Ryan’s FULL episode on Solved with Mark Manson on Apple Podcasts, Spotify, and YouTube Grab Mark’s books: The Subtle Art of Not Giving a F**k, The Subtle Art of Not Giving a F**k Journal, and Everything Is F***ked: A Book About Hope, at The Painted PorchFollow Mark on YouTube, and check out more of his work at https://markmanson.net/👉 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.

7 Joulu 35min

The Question That Haunts the World’s Most Successful People | Andrew Ross Sorkin (PT. 2)

The Question That Haunts the World’s Most Successful People | Andrew Ross Sorkin (PT. 2)

Even the giants of history couldn’t outrun insecurity, comparison, or the feeling of not having enough. In today’s episode, Ryan continues his conversation with Andrew Ross Sorkin to talk about why success rarely feels satisfying in the way you expect, why the goalposts always seem to move, and how Andrew has seen this pattern play out in some of the wealthiest and most accomplished people in the world.Andrew Ross Sorkin is a financial columnist for The New York Times and a co-anchor of CNBC's Squawk Box. He is also the founder and editor of DealBook, a financial news service published by The New York Times. He wrote the bestselling book Too Big to Fail and co-produced a movie adaptation of the book for HBO Films. He is also a co-creator of the Showtime series Billions. His new book is 1929: Inside the Greatest Crash in Wall Street History--and How It Shattered a Nation. You can grab signed copies of 1929 by Andrew Ross Sorkin at The Painted Porch: https://www.thepaintedporch.com/Follow Andrew Ross Sorkin on Instagram @SorkinSays and on X @AndrewRSorkin 👉 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.

6 Joulu 44min

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