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


🎥 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


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Episoder(2832)

Why Creativity Demands Discipline  | “Good Bones” Poet Maggie Smith (PT. 2)

Why Creativity Demands Discipline | “Good Bones” Poet Maggie Smith (PT. 2)

Does telling your story mean revealing everything? Bestselling author and viral poet Maggie Smith returns for part two of her conversation with Ryan, discussing how writers decide what to share and what to keep sacred. They debunk the myth that memoirs must be exposés, talk about the role of empathy in both storytelling and activism, and explore the challenges of staying true to one's work while navigating success.In 2016, Maggie Smith’s poem Good Bones became a viral sensation. It was named the “Official Poem of 2016” by the Public Radio International. Maggie Smith is the New York Times bestselling author of You Could Make This Place Beautiful; My Thoughts Have Wings, a picture book illustrated by SCBWI Portfolio grand prize winner Leanne Hatch; the national bestsellers Goldenrod and Keep Moving: Notes on Loss, Creativity, and Change; as well as Good Bones, named one of the Best Five Poetry Books of 2017 by the Washington Post and winner of the 2018 Independent Publisher Book Awards Gold Medal in Poetry. 📚 Maggie’s latest book, Dear Writer: Pep Talks & Practical Advice for the Creative Life just released on April 1! You can grab signed copies of Dear Writer at The Painted Porch in addition to her books You Could Make This Place Beautiful and Keep Moving. Follow Maggie Smith on Instagram @ MaggieSmithPoet🎙️ 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.

5 Apr 202542min

Stop Wasting This. It’s Precious | You HAVE To Read These Books (Stoic-Inspired Picks)

Stop Wasting This. It’s Precious | You HAVE To Read These Books (Stoic-Inspired Picks)

Want to jump on a quick call to chat? Should we have coffee next week? You got a few seconds? These may seem small, but they add up. 📖 Click here for a full list of all the books Ryan mentions in this episode: 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.

4 Apr 202527min

Can You Not Do It Even When You Really Want To? | Ask Daily Stoic

Can You Not Do It Even When You Really Want To? | Ask Daily Stoic

A lot of times discipline is pushing yourself to do something you don’t want to do, but the other part of it—what we might call the temperance part—is not doing the stuff you do want to do.Ready to make real, lasting changes in your life? Our course Habits for Success, Habits for Happiness provides a proven framework to build and maintain positive habits that will transform your daily routines. Check it out here: https://store.dailystoic.com📕 Grab a signed copy of Discipline is Destiny by Ryan Holiday 🎙️ 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.

3 Apr 202513min

This Is The Revenge

This Is The Revenge

The best Stoics did not simply accept the awfulness of their times or participate in the corruption. So how did they fight it? How did they get revenge on the bad guys?🎙️ 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.

2 Apr 20252min

Why Creativity Demands Discipline | “Good Bones” Poet Maggie Smith (PT. 1)

Why Creativity Demands Discipline | “Good Bones” Poet Maggie Smith (PT. 1)

The best writing, like the best life, thrives not on the absence of rules but on the right ones. In today’s episode, Ryan sits down with viral poet and bestselling author Maggie Smith to explore the power of restraint, the fine line between hope and cynicism, and why caring deeply is a bold act of courage.In 2016, Maggie Smith’s poem Good Bones became a viral sensation. It was named the “Official Poem of 2016” by the Public Radio International. Maggie Smith is the New York Times bestselling author of You Could Make This Place Beautiful; My Thoughts Have Wings, a picture book illustrated by SCBWI Portfolio grand prize winner Leanne Hatch; the national bestsellers Goldenrod and Keep Moving: Notes on Loss, Creativity, and Change; as well as Good Bones, named one of the Best Five Poetry Books of 2017 by the Washington Post and winner of the 2018 Independent Publisher Book Awards Gold Medal in Poetry. Maggie’s latest book, Dear Writer: Pep Talks & Practical Advice for the Creative Life just released on April 1! You can grab signed copies of Dear Writer at The Painted Porch in addition to her books You Could Make This Place Beautiful and Keep Moving. Follow Maggie Smith on Instagram @MaggieSmithPoet🎙️ 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.

2 Apr 202544min

How To Work Through The Unimaginable | What Can Go Wrong...Might

How To Work Through The Unimaginable | What Can Go Wrong...Might

That is the task before all of us. Like Marcus, we can choose to steady ourselves in wisdom, to seek refuge in philosophy, to lean on those who guide us. 📓 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/🎙️ 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.

1 Apr 20257min

Today, You Have Two Choices | You're a Product of Your Training

Today, You Have Two Choices | You're a Product of Your Training

It’s a simple choice, but not easy.📕 You can grab copies of What You’re Made For signed by George Raveling and Ryan Holiday at The Painted Porch | https://www.thepaintedporch.com/📔 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.

31 Mar 20259min

Win The Day | Tim Ferriss, George Raveling, & Ryan Holiday

Win The Day | Tim Ferriss, George Raveling, & Ryan Holiday

Tim Ferriss sits down with George Raveling to uncover the incredible story of how he came to possess the original copy of Martin Luther King Jr.’s I Have a Dream speech and where it is now. Tim also talks with Ryan about the lessons he’s learned from the 88-year-old basketball icon, the best advice George has given him, and what working on What You’re Made For meant to him.📕 You can grab copies of What You’re Made For by George Raveling and Ryan Holiday at The Painted Porch: https://www.thepaintedporch.com/🎙️ Listen to George's interview on The Tim Ferriss Show here🎥 Watch George Raveling’s FULL interview on The Daily Stoic Podcast: https://www.youtube.com/watch?v=SJ-ZQ2p0WhY🎙️ 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.

30 Mar 202517min

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