Major General Dan Caine on Becoming a Great Leader
The Daily Stoic9 Loka 2021

Major General Dan Caine on Becoming a Great Leader

On today’s podcast, Ryan talks to Major General Dan Caine about the importance of defining success before you set out to try to solve a problem, the responsibility of leaders to be as prepared as possible, the ineffectiveness of holding others to the standards you hold yourself to, becoming a lifelong student of leadership, and more.

Maj. Gen. J. Daniel Caine is the Director of Special Programs and the Department of Defense Special Access Program Central Office (DoD SAPCO), the Pentagon, Arlington, Virginia. He has commanded a joint special operations air directorate, a joint task force and a group. Maj. Gen. Caine is a Command Pilot with more than 2,800 hours in the F-16 and has served as a Joint Terminal Attack Controller in a special mission unit assigned to the U.S. Special Operations Command.

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We’ve Always Done This | Balance The Books Of Life Daily

We’ve Always Done This | Balance The Books Of Life Daily

This is what it is to be a human. Some of it good, some of it better to resist. 📓 Check out Ryan Holiday's favorite journals:The Daily Stoic Journal: 366 Days of Writing and Reflection on The Art of Living by Ryan Holiday: https://store.dailystoic.com/One Line a Day (A Five-Year Memory Book): 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/🎥 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.

25 Marras 20258min

We Are All Trying This | Train To Let Go Of What's Not Yours

We Are All Trying This | Train To Let Go Of What's Not Yours

Seneca wasn’t perfect. He struggled, as all humans do, with inconsistencies between his philosophy and his actions. So, why should we listen to him?👉 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/📘 Grab the hardcover edition of The Daily Stoic here: https://store.dailystoic.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.

24 Marras 20258min

The Philosopher Who Laughed in the Face of Kings

The Philosopher Who Laughed in the Face of Kings

Dive into the wild life of Diogenes, the philosopher who wasn’t afraid to challenge norms or even Alexander the Great. In today’s episode, discover how his bold actions and sharp wit left an enduring legacy and why historians still debate his famous sunbathing encounter with the young conqueror.Pick up a copy of Inger Kuin’s new book Diogenes: The Rebellious Life and Revolutionary Philosophy of the Original Cynic. Thanks to Basic Books for allowing us to run this audio excerpt. 🎟️ Come see Ryan Holiday LIVE: https://www.dailystoiclive.com/Seattle, WA - December 3, 2025 San Diego, CA - February 5, 2026 Phoenix, AZ - February 27, 2026 📚 If you’re interested in learning more about Diogenes and Cynicism, check out these books:The Cynic Philosophers: From Diogenes to JulianHow to Say No: An Ancient Guide to the Art of Cynicism👉 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.

23 Marras 20251h 2min

The REAL Difference Between Stoics and Cynics | Cynicism Expert Inger Kuin (PT. 2)

The REAL Difference Between Stoics and Cynics | Cynicism Expert Inger Kuin (PT. 2)

What can Diogenes teach us about the roots of Stoicism? In today’s episode, Ryan and classicist Inger Kuin break down the real gap between Stoicism and Cynicism, discussing why one trusted order and structure while the other thought most of society was nonsense. They get into Diogenes’ legendary stunts, the Stoics’ attempt to distance themselves from him, and why the world still needs people who question absolutely everything.Inger Kuin is a researcher, writer, and teacher focused on the intellectual history of ancient Greece and Rome. She is Associate Professor of Classics at the University of Virginia. Originally from The Netherlands, she publishes both in English and in Dutch.Check out Inger’s website: https://ingerkuin.com/Be sure to pick up a copy of Inger’s new book Diogenes: The Rebellious Life and Revolutionary Philosophy of the Original Cynic. 📚 Books that Ryan recommended to Inger:Tales of Soldiers and Civilians: and Other Stories by Ambrose BierceThoughts of a Philosophical Fighter Pilot by James Stockdale Moral Ambition by Rutger Bregman 🎟️ Come see Ryan Holiday LIVE: https://www.dailystoiclive.com/Seattle, WA - December 3, 2025 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.

22 Marras 202558min

Do This. It's Enough. | 7 Stoic Habits To Make You Wiser

Do This. It's Enough. | 7 Stoic Habits To Make You Wiser

Marcus Aurelius didn't just study philosophy when he was young. To him, philosophy was a lifelong study, a process that he committed to.🎟️ Come see Ryan Holiday LIVE: https://www.dailystoiclive.com/Seattle, WA - December 3, 2025 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.

21 Marras 202520min

It’s Mostly Froth And Bubble | Ask Daily Stoic

It’s Mostly Froth And Bubble | Ask Daily Stoic

Silly worries and petty rivalries. People arguing for no reason. People trying to accumulate more than they could ever need. This is what we do, isn’t it?🎟️ Come see Ryan Holiday LIVE: https://www.dailystoiclive.com/Seattle, WA - December 3, 2025 San Diego, CA - February 5, 2026 Phoenix, AZ - February 27, 2026 📖 Wisdom Takes Work by Ryan Holiday is out! Grab a copy here: 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/🎥 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.

20 Marras 202516min

Do You Have One Of These?

Do You Have One Of These?

Whether we’re beginning some creative work or we’re trying to solve some complex problem, we should never be starting from zero.📖 Wisdom Takes Work by Ryan Holiday is out! Grab a copy here: 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/🎥 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.

19 Marras 20254min

The Most Misunderstood Philosopher of All Time | Diogenes Expert Inger Kuin

The Most Misunderstood Philosopher of All Time | Diogenes Expert Inger Kuin

Diogenes wasn’t a Stoic… but without him, the Stoics don’t exist. His life was so bold, so uncompromising, and so brutally honest that it reshaped the entire philosophical world the Stoics inherited. In today’s episode, Ryan sits down with classicist Inger Kuin to unpack the wild and brilliant philosophy of Diogenes, the original cynic. Inger Kuin is a researcher, writer, and teacher focused on the intellectual history of ancient Greece and Rome. She is Associate Professor of Classics at the University of Virginia. Originally from The Netherlands, she publishes both in English and in Dutch. Be sure to pick up a copy of Inger’s new book Diogenes: The Rebellious Life and Revolutionary Philosophy of the Original Cynic. Check out Inger’s website: https://ingerkuin.com/📚 If you’re interested in learning more about Diogenes and Cynicism, check out these books:The Cynic Philosophers: From Diogenes to JulianHow to Say No: An Ancient Guide to the Art of Cynicism🎟️ Come see Ryan Holiday LIVE: https://www.dailystoiclive.com/Seattle, WA - December 3, 2025 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.

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