The Daily Stoic

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It Started Small (Who Would Imagine It Would Make This Far?) | Matt Choi’s Daily Stoic Practice Oct 20, 2026

Show notes

You read a page in the morning. You think about it. You take it into your day. Maybe it helps you catch yourself before you lose your temper. Maybe it reminds you to stop worrying about something you can’t control. Maybe it gives you the push to do something you’ve been avoiding. Then you return to the next page the next morning.

The new 10th Anniversary Edition of The Daily Stoic is out NOW! 👉 Grab your copy here: https://store.dailystoic.com/pages/the-daily-stoic-10

Matt Choi is a Korean American Entrepreneur, Content Creator, and Ultra-Endurance Athlete. Watch the full episode with Matt Choi here: https://www.youtube.com/watch?v=cw0EN6A-dsY

Follow Matt Choi: Instagram, TikTok, and YouTube

🎟️ DAILY STOIC LIVE | Ryan Holiday is coming to a city near you! Grab tickets here | https://www.dailystoiclive.com/

🎙️ AD-FREE | 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/

✉️ FREE STOIC WISDOM | 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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This is How You Die Before Your Time Oct 19, 2026

Show notes

It might help you stay in the game. It might make you successful. It might even keep you alive. It worked for Seneca, right?

📚 Books Mentioned:

Dying Every Day: Seneca at the Court of Nero by James Romm

🎙️ Check out the full episode:

James Romm on The Daily Stoic Podcast | Apple Podcasts, Spotify, YouTube

The new 10th Anniversary Edition of The Daily Stoic is out NOW! 👉 Grab your copy here: https://store.dailystoic.com/pages/the-daily-stoic-10

🎟️ DAILY STOIC LIVE | Ryan Holiday is coming to a city near you! Grab tickets here | https://www.dailystoiclive.com/

✉️ FREE STOIC WISDOM | Want Stoic wisdom delivered to your inbox daily? Sign up for the FREE Daily Stoic email at https://dailystoic.com/dailyemail

Stop online threats before they become real-world attacks. Visit ironwall.com/DAILYSTOIC and request a free Risk Assessment to see exactly how exposed your executives are.

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The Top 10 Most Popular Passages From The Daily Stoic Oct 18, 2026

Show notes

The whole point of Stoicism is that you’re supposed to keep progressing, keep examining yourself, keep practicing, keep getting a little better, “keep learning,” as Seneca wrote, “to the end of your life.”

The new 10th Anniversary Edition of The Daily Stoic is out NOW! 👉 Grab your copy here: https://store.dailystoic.com/pages/the-daily-stoic-10

🎟️ DAILY STOIC LIVE | Ryan Holiday is coming to a city near you! Grab tickets here | https://www.dailystoiclive.com/

✉️ FREE STOIC WISDOM | Want Stoic wisdom delivered to your inbox daily? Sign up for the FREE Daily Stoic email at https://dailystoic.com/dailyemail

Stop online threats before they become real-world attacks. Visit ironwall.com/DAILYSTOIC and request a free Risk Assessment to see exactly how exposed your executives are.

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Why Grit Isn’t Enough | Angela Duckworth Oct 17, 2026

Show notes

You’d expect the psychologist behind the bestselling book Grit to tell you to try harder, but Angela Duckworth knows why that isn’t always the answer. In today’s episode, the University of Pennsylvania professor and MacArthur Fellow joins Ryan to discuss her new book, Situated, why certain people and places bring out our best, what she misunderstood about her own marriage, how we give away control of our attention, why our worst moments don’t tell the whole story, and more.

Angela Duckworth is a professor at the University of Pennsylvania and co-director of the Penn-Wharton Behavior Change for Good Initiative. A former public school teacher and 2013 MacArthur Fellow, she studies what helps people achieve their goals. Her TED talk is among the most viewed of all time.

Pick up signed copies of Angela’s new book, Situated: Find the People and Places That Bring Out Your Best, and her bestselling book Grit: The Power of Passion and Perserverance at The Painted Porch | https://www.thepaintedporch.com/

Learn more about Angela Duckworth's new book here: https://www.angeladuckworth.com/situated

Angela Duckworth’s Website: https://www.angeladuckworth.com/

Follow Angela on Instagram: https://www.instagram.com/angelalduckworth/

The new 10th Anniversary Edition of The Daily Stoic is out NOW! 👉 Grab your copy here: https://store.dailystoic.com/pages/the-daily-stoic-10

🎟️ DAILY STOIC LIVE | Ryan Holiday is coming to a city near you! Grab tickets here | https://www.dailystoiclive.com/

✉️ FREE STOIC WISDOM | Want Stoic wisdom delivered to your inbox daily? Sign up for the FREE Daily Stoic email at https://dailystoic.com/dailyemail

Stop online threats before they become real-world attacks. Visit ironwall.com/DAILYSTOIC and request a free Risk Assessment to see exactly how exposed your executives are.

Hosted on Acast. See acast.com/privacy for more information.

Inside Ryan Holiday’s $250K Reading List Oct 16, 2026

Show notes

You could spend a lot of time and money earning an MBA, or you could start with these books that will change how you think about business, leadership, and success.

Watch this episode on Ryan Holiday's YouTube channel: https://www.youtube.com/watch?v=ZfVwQ1aKiDY

Turn the words into works 👉 Read to Lead: A Daily Stoic Reading Challenge | https://challenge.dailystoic.com/readtolead

📚 Books Mentioned:

Trillion Dollar Coach by Eric Schmidt: https://www.thepaintedporch.com/products/trillion-dollar-coach-the-leadership-playbook-of-silicon-valleys-bill-campbell?_pos=1&_sid=11237a736&_ss=r

What I Learned Losing A Million Dollars by Jim Paul: https://www.thepaintedporch.com/products/business21?_pos=1&_sid=b4255505c&_ss=r

Billion Dollar Lessons by Paul Carroll: https://www.thepaintedporch.com/products/business3?_pos=1&_sid=d2e26d9c3&_ss=r

How I Built This by Guy Raz: https://www.thepaintedporch.com/products/how-i-built-this-the-unexpected-paths-to-success-from-the-worlds-most-inspiring-entrepreneurs?_pos=1&_sid=02d0960d7&_ss=r

Good to Great by Jim Collins: https://www.thepaintedporch.com/products/business9?_pos=1&_sid=44860c5d9&_ss=r

Unreasonable Hospitality by Will Guidara: https://www.thepaintedporch.com/products/unreasonable-hospitality-the-remarkable-power-of-giving-people-more-than-they-expect?_pos=1&_sid=3c24601da&_ss=r

Setting The Table by Danny Meyer: https://www.thepaintedporch.com/products/food11?_pos=1&_sid=9e7ea16ad&_ss=r

Conspiracy by Ryan Holiday: https://www.thepaintedporch.com/products/ryan10?_pos=1&_sid=144e67fc9&_ss=r

Zero To One by Peter Thiel: https://www.thepaintedporch.com/products/zero-to-one-notes-on-startups-or-how-to-build-the-future?_pos=1&_sid=996ff7a4f&_ss=r

The Personal MBA by Josh Kaufman: https://www.thepaintedporch.com/products/the-personal-mba-10th-anniversary-edition?_pos=1&_sid=29a294c29&_ss=r

The 22 Immutable Laws Of Marketing by Al Ries and Jack Trout: https://www.thepaintedporch.com/products/22-immutable-laws-of-marketing-exposed-and-explained-by-the-worlds-two?_pos=1&_sid=643131534&_ss=r

Blue Ocean Strategy by W. Chan Kim: https://www.thepaintedporch.com/products/business5?_pos=1&_sid=01f8feaf1&_ss=r

The $100 Startup by Chris Guillebeau: https://www.thepaintedporch.com/products/rhmoo15?_pos=1&_sid=fc8fc570b&_ss=r

The Lean Startup by Eric Ries: https://www.thepaintedporch.com/products/lean-startup-how-todays-entrepreneurs-use-continuous-innovation-to-create-radically-successful-businesses?_pos=1&_sid=6654e5edd&_ss=r

Thinking in Bets by Annie Duke: https://www.thepaintedporch.com/products/business19?_pos=1&_sid=d28793e26&_ss=r

The Hard Thing About Hard Things by Ben Horowitz: https://www.thepaintedporch.com/products/hard-thing-about-hard-things-building-a-business-when-there-are-no-easy-answers?_pos=1&_sid=0b4ef0043&_ss=r

Essentialism by Greg McKeown: https://www.thepaintedporch.com/products/rhmoo38?_pos=1&_sid=a012783cc&_ss=r

33 Strategies of War by Robert Greene: https://www.thepaintedporch.com/products/33-strategies-of-war-signed-by-robert-greene?_pos=1&_sid=76476b86e&_ss=r

The 48 Laws of Power by Robert Greene: https://www.thepaintedporch.com/products/48-laws-of-power-signed?_pos=1&_sid=eb6bc3ea2&_ss=r

Art of Seduction by Robert Greene: https://www.thepaintedporch.com/products/art-of-seduction?_pos=10&_sid=360eeb439&_ss=r

🎟️ DAILY STOIC LIVE | Ryan Holiday is coming to a city near you! Grab tickets here | https://www.dailystoiclive.com/

✉️ FREE STOIC WISDOM | Want Stoic wisdom delivered to your inbox daily? Sign up for the FREE Daily Stoic email at https://dailystoic.com/dailyemail

Stop online threats before they become real-world attacks. Visit ironwall.com/DAILYSTOIC and request a free Risk Assessment to see exactly how exposed your executives are.

Hosted on Acast. See acast.com/privacy for more information.

The Leaves Are On The Ground Oct 16, 2026

Show notes

You can see it happening to the trees. You can feel it in the air. It’s fall.

🎟️ DAILY STOIC LIVE | Ryan Holiday is coming to a city near you! Grab tickets here | https://www.dailystoiclive.com/

✉️ FREE STOIC WISDOM | Want Stoic wisdom delivered to your inbox daily? Sign up for the FREE Daily Stoic email at https://dailystoic.com/dailyemail

Stop online threats before they become real-world attacks. Visit ironwall.com/DAILYSTOIC and request a free Risk Assessment to see exactly how exposed your executives are.

Hosted on Acast. See acast.com/privacy for more information.

This Is a Very Important Conversation You’re A Part Of | Jaimie Alexander’s Daily Stoic Practice Oct 15, 2026

Show notes

That’s how this conversation survives. Someone reads something. Thinks about it. Shares it. Helps another person see something they might have missed.

The new 10th Anniversary Edition of The Daily Stoic is out NOW! 👉 Grab your copy here: https://store.dailystoic.com/pages/the-daily-stoic-10

Watch Jaimie Alexander and Ryan's conversation here: https://www.youtube.com/watch?v=IHGiOoHuQbc

🎟️ DAILY STOIC LIVE | Ryan Holiday is coming to a city near you! Grab tickets here | https://www.dailystoiclive.com/

✉️ FREE STOIC WISDOM | Want Stoic wisdom delivered to your inbox daily? Sign up for the FREE Daily Stoic email at https://dailystoic.com/dailyemail

Stop online threats before they become real-world attacks. Visit ironwall.com/DAILYSTOIC and request a free Risk Assessment to see exactly how exposed your executives are.

Hosted on Acast. See acast.com/privacy for more information.

BONUS: Toxic Masculinity, Cancel Culture & Politics Oct 15, 2026

Show notes

In this bonus episode, Ryan answers questions about handling other people’s opinions, toxic masculinity, keeping your ego in check, politics, and cancel culture. Have a question for Ryan? Bring it to one of his upcoming live shows!

🎟️ DAILY STOIC LIVE | Ryan Holiday is coming to a city near you! Grab tickets here | https://www.dailystoiclive.com/

✉️ FREE STOIC WISDOM | Want Stoic wisdom delivered to your inbox daily? Sign up for the FREE Daily Stoic email at https://dailystoic.com/dailyemail

Stop online threats before they become real-world attacks. Visit ironwall.com/DAILYSTOIC and request a free Risk Assessment to see exactly how exposed your executives are.

Hosted on Acast. See acast.com/privacy for more information.

Stoicism Requires You to Stay a Student | Codie Sanchez Oct 14, 2026

Show notes

You might have a great idea, some success, or the confidence to risk everything. But you still have something to learn.

🎥 Watch the full episode with Codie Sanchez here: https://www.youtube.com/watch?v=gTRmrzSCbaI

👉 Follow Codie Sanchez on Instagram @codiesanchez, on TikTok @Codie_Sanchez, and on YouTube @CodieSanchezCT

📚 Books Mentioned:

Grab signed copies of Main Street Millionaire by Codie Sanchez at The Painted Porch | https://www.thepaintedporch.com/

Check out Codie's NEW book: Own Or Be Owned: Build a Business So Good It Doesn’t Need You

🎟️ DAILY STOIC LIVE | Ryan Holiday is coming to a city near you! Grab tickets here | https://www.dailystoiclive.com/

✉️ FREE STOIC WISDOM | Want Stoic wisdom delivered to your inbox daily? Sign up for the FREE Daily Stoic email at https://dailystoic.com/dailyemail

Hosted on Acast. See acast.com/privacy for more information.

You Don’t Get To Do One Last Thing Oct 14, 2026

Show notes

It might be important to you. It might be long-planned. Maybe it’s unfinished business. Maybe lives even depend on it. But you know what? Life doesn’t care.

🪙 Designed with the intention of carrying them in your pocket, our Memento Mori Medallion is a literal and inescapable reminder that “you could leave life right now.”

Check it out at https://store.dailystoic.com/

🎟️ DAILY STOIC LIVE | Ryan Holiday is coming to a city near you! Grab tickets here | https://www.dailystoiclive.com/

✉️ FREE STOIC WISDOM | Want Stoic wisdom delivered to your inbox daily? Sign up for the FREE Daily Stoic email at https://dailystoic.com/dailyemail

Stop online threats before they become real-world attacks. Visit ironwall.com/DAILYSTOIC and request a free Risk Assessment to see exactly how exposed your executives are.

Hosted on Acast. See acast.com/privacy for more information.

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