These Are All The Ways Ryan Holiday Feels Poorer Than He Is
The Daily Stoic25 Mai 2025

These Are All The Ways Ryan Holiday Feels Poorer Than He Is

In today’s episode, Ryan opens up about how despite his career success and net worth, he still struggles with anxiety and stress, not so much about the state of the world but about the constant pressure for things to go right.


🎥 Watch Ryan's interviews with Sahil Bloom and Robert Rosenkranz on The Daily Stoic YouTube Channel

Sahil Bloom episode: https://www.youtube.com/watch?v=BKCA2ymdQtc

Robert Rosenkranz episode: https://www.youtube.com/watch?v=IvzsEopZ94Q


📚 Pick up signed copies of The 5 Types of Wealth: A Transformative Guide to Design Your Dream Life by Sahil Bloom at The Painted Porch


📕 Grab a copy of The Stoic Capitalist: Advice for the Exceptionally Ambitious by Robert Rosenkranz at The Painted Porch


💡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


🪙 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/


🎙️ 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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Episoder(2832)

Why Do It Alone? | Ask Daily Stoic

Why Do It Alone? | Ask Daily Stoic

The way to understand and comprehend anything important is by doing the work. By going to the source. By returning over and over again, bringing new experiences, new questions, new contexts. 🎉 Celebrate Marcus Aurelius' Birthday this month by reading Meditations with us and the Daily Stoic community. On April 26th, 1905 years after the day of his birth, Ryan Holiday will host an invite-only LIVE Q&A to talk about all things Marcus Aurelius and Meditations.Get 20% off with a Meditations BOOK & GUIDE bundle. Join the LIVE Meditations Q&A with Ryan Holiday by purchasing before April 26th!Get all our Meditations offering and learn more at our official Meditations Collection at dailystoic.com/meditations today. 🎙️ 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 FacebookSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

10 Apr 202516min

How To Get Through Life's Most Difficult Situations

How To Get Through Life's Most Difficult Situations

If it happened, then it was meant to happen.The great German philosopher Friedrich Nietzsche would describe his formula for human greatness as amor fati—a love of fate. “That one wants nothing to be different, not forward, not backwards, not in all eternity. Not merely bear what is necessary, still less conceal it….but love it.”🪙 Get your own Amor fati medallion, as a reminder to treat each and every moment—no matter how challenging—as something to be embraced, not avoided. So that like oxygen to a fire, obstacles and adversity become fuel for your potentialCheck it out at https://store.dailystoic.com/🎥 Watch Zach Braff’s FULL interview: https://www.youtube.com/watch?v=M7il1_q0-gU🎙️ 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 FacebookSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

10 Apr 202514min

Not Through Me. Not Through Me.

Not Through Me. Not Through Me.

We must stand firm, unyielding in our refusal to compromise on what we know is right.🎙️ 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 FacebookSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

9 Apr 20252min

How Regret Can Propel You Forward | Daniel Pink (PT. 1)

How Regret Can Propel You Forward | Daniel Pink (PT. 1)

We all experience regret, but what if we could turn it into an advantage? Best-selling author Daniel Pink joins Ryan to reveal how regret isn’t just a painful emotion—it’s a powerful tool for growth, better decision-making, and a more fulfilling life. They talk about the challenge of juggling work and family, the surprising most common regrets people have, and the eye-opening data on how regret shapes our future.Daniel Pink is an award-winning author of five New York Times bestsellers, including his latest, The Power of Regret: How Looking Backward Moves Us Forward. His other books include the New York Times bestsellers When and A Whole New Mind — as well as the #1 New York Times bestsellers Drive and To Sell is Human. 📕 Grab signed copies of The Power of Regret by Daniel Pink at The Painted Porch: https://www.thepaintedporch.com/Follow Daniel on Instagram and X @DanielPinkSign up for Daniel’s newsletter The Pink Report: https://www.danpink.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/📱 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 Apr 202542min

Let’s Talk About Amor Fati (Thanks, White Lotus)

Let’s Talk About Amor Fati (Thanks, White Lotus)

The White Lotus season finale aired Sunday, titled "Amor Fati"—and without giving away any spoilers, it served as a powerful reminder of a timeless philosophy: to love one’s fate.🪙 Get your own Amor fati medallion, as a reminder to treat each and every moment—no matter how challenging—as something to be embraced, not avoided. So that like oxygen to a fire, obstacles and adversity become fuel for your potential.Check it out at https://store.dailystoic.com/📕 Pick up a copy of the 10th Anniversary Edition of The Obstacle Is the Way by Ryan Holiday at dailystoic.com/obstacle🎙️ 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 FacebookSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

8 Apr 202511min

How Could It Possibly Help You? | Test Your Impressions

How Could It Possibly Help You? | Test Your Impressions

It’s a book that was never meant to be read. So why has Meditations by Marcus Aurelius endured and influenced across so many centuries? And what makes its ancient wisdom still relevant to the modern problems we face today?🎉 Celebrate Marcus Aurelius' Birthday this month by reading Meditations with us and the Daily Stoic community. On April 26th, 1905 years after the day of his birth, Ryan Holiday will host an invite-only LIVE Q&A to talk about all things Marcus Aurelius and Meditations.Get 20% off with a Meditations BOOK & GUIDE bundle. Join the LIVE Meditations Q&A with Ryan Holiday by purchasing before April 26th: dailystoic.com/meditations 🎙️ 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 FacebookSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

8 Apr 20259min

If You Want A Reason To Live | Expect To Change Your Opinions

If You Want A Reason To Live | Expect To Change Your Opinions

Good exists everywhere—we need only look for it. Beauty surrounds us, waiting to be noticed. 📔 Pick up your own leather bound signed edition of The Daily Stoic! Check it out at the Daily Stoic Store: https://store.dailystoic.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/📱 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 Apr 20259min

This is Something Ryan Holiday Is Forever Grateful For

This is Something Ryan Holiday Is Forever Grateful For

In a note to himself in the early days of the pandemic, Ryan Holiday wrote, “2020 is a test: will it make you a better person or a worse person?” That was the test that he reminded myself of over and over again: will this make you a better person or a worse person?Check out the blog post of this episode: https://ryanholiday.net/📕 Pick up a copy of Raising Hare by Chloe Dalton at The Painted Porch: https://www.thepaintedporch.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/📱 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 Apr 202516min

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