The Daily Stoic

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Pete Holmes on Why Laughter Is the REAL Path to Enlightenment (PT. 2) Oct 11, 2025

Show notes

Comedian Pete Holmes is back for Part 2 and in full philosopher mode. He and Ryan dive into success, psychedelics, and why it’s not egotistical to say you’re “one of the greats.” They talk about how to find peace when life feels out of control, why laughter might be the highest form of enlightenment, and what it really means to “make it.”

Pete Holmes is an American actor, comedian, writer, producer, and podcaster. He first gained recognition in the early 2010s as a stand-up comic, and also released his first comedy special and worked as a television writer and actor. He is the host of the podcast You Made It Weird, author of Comedy Sex God, and the creator of the HBO show Crashing.

Follow Pete Holmes on Instagram, X, and YouTube

Watch Ryan's episode on You Made It Weirdwith Pete Holmes: https://www.youtube.com/watch?v=nn9B-15fV1I

Listen to Pete interview Robert Greene - one of Ryan's favorite podcast episodes!

🎙️ Listen to Pete’s podcast You Made It Weird on Apple Podcast, Spotify, and YouTube

📚 Grab signed copies of Comedy Sex God by Pete Holmes at The Painted Porch | https://www.thepaintedporch.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/

📖 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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You Can’t Afford To Be This | How 300 Spartans Saved Western Civilization Oct 10, 2025

Show notes

When we react emotionally, we rarely make things better. When we get angry? We always make things worse—for ourselves and others.

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

🪙 Carry The Daily Stoic Pause & Reflect Medallion as a reminder to pause. A pause creates space. A pause creates clarity. A pause can change everything. | Grab The Daily Stoic Pause & Reflect Medallion at dailystoic.com/pause

👉 Get $20 off when you purchase the Pause & Reflect Medallion and Taming Your Temper: The 11-Day Stoic Course for Controlling Anger

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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Older But Never Wiser | Ask Daily Stoic Oct 09, 2025

Show notes

There is no wisdom without experience. But experience does not necessarily translate into wisdom, does it?

📖 Preorder the final book in Ryan Holiday's The Stoic Virtues Series: "Wisdom Takes Work": 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/

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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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BONUS | If You’re Feeling Anxious Right Now, Listen To This Oct 09, 2025

Show notes

Feeling anxious lately? In this bonus episode, Ryan and author Chris Guillebeau break down what your anxiety is really trying to tell you, why fighting it makes it worse, and how to finally feel calm without forcing it.

🪙 We are the creators of our anxiety. Which means we can also be the ones to do something about it. Gain a powerful tool in your fight against anxiety and get the Daily Stoic Anxiety Coin today! https://store.dailystoic.com/

🎥 Watch Chris Guillebeau's full episode on The Daily Stoic Podcast: https://www.youtube.com/watch?v=SHyEgbTg-BA

📚 Check out Chris Gullebeau’s bookTime Anxiety: The Illusion of Urgency and a Better Way to Live at The Painted Porch: https://www.thepaintedporch.com

📖 Preorder the final book in Ryan Holiday's The Stoic Virtues Series: "Wisdom Takes Work": 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/

🎙️ 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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Don’t Be This Kind of Friend Oct 08, 2025

Show notes

We’ve all known these people. They say one thing and do another. They virtue signal but act without virtue.

👉 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/

📖 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.

Pete Holmes Doesn’t Buy Your Excuses (PT. 1) Oct 08, 2025

Show notes

In this hilarious and surprisingly deep episode, Ryan sits down with comedian, actor, and podcaster Pete Holmes to talk about why so many of us are trapped in the cult of productivity. They discuss Mark Wahlberg’s 4 a.m. hustle routine, the myth of “selfless work,” why we confuse being busy with being good, and more.

Follow Pete Holmes on Instagram, X, and YouTube

Watch Ryan's episode on You Made It Weirdwith Pete Holmes: https://www.youtube.com/watch?v=nn9B-15fV1I

Listen to Pete interview Robert Greene - one of Ryan's favorite podcast episodes!

🎙️ Listen to Pete’s podcast You Made It Weird on Apple Podcast, Spotify, and YouTube

📚 Grab signed copies of Comedy Sex God by Pete Holmes at The Painted Porch | https://www.thepaintedporch.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/

📖 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/

📱 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 Most Critical (And Rarest) Ability In Life | Practice Love Oct 07, 2025

Show notes

There is no technology that can do it for you. There is no app. No teacher who can simply download everything into your brain.

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

📓 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/

👉 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

🎥 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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You Don’t Have To Do This To Yourself | Looking Out For Each Other Oct 06, 2025

Show notes

There is so much to worry about. There is so much to be stressed about. Or so you think…

👉 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/

📘 Books Mentioned:

The Daily Laws by Robert Greene: https://www.thepaintedporch.com/

The Daily Stoic by Ryan Holiday: 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

🎙️ 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.

BONUS | Is Taylor Swift a Stoic? Oct 05, 2025

Show notes

In honor of Taylor Swift's new album The Life of a Showgirl, Ryan shares the surprising Stoic lessons hidden in her music and career.

👉 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/

📖 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/

📱 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 Isn't A Solo Journey | Does Character Still Matter? Oct 05, 2025

Show notes

In the past, character wasn’t just admired, it was expected. People demanded integrity, and even fought duels over questions of honor. But today, does character still matter?

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.

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

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

🎥 Watch General McChrystal's interview on The Daily Stoic Podcast: https://www.youtube.com/watch?v=-_pBw1clQ8s

👉 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/

Audio excerpted courtesy of Penguin Random House Audio from ON CHARCTER by General Stanley McChrystal, read by General Stanley McChrystal. © 2025 McChrystal Group LLC, ℗ 2025 Penguin Random House, LLC. All rights reserved.

🎙️ 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.

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