Episodes

  • Why Struggling Is the Point | David Epstein

    Why Struggling Is the Point | David Epstein
    Jun 7 2026
    The easier life gets, the less prepared we may be for what’s hard. In today’s episode, Ryan talks with David Epstein about “desirable difficulties,” the challenges that make learning slower and more frustrating in the moment but lead to greater growth over time. David Epstein is the author of the #1 New York Times best seller Range: Why Generalists Triumph in a Specialized World. His new book, Inside the Box: How Constraints Make Us Better, is out now!📚 Grab signed copies of David Epstein's books at The Painted Porch:Range: Why Generalists Triumph in a Specialized WorldInside the Box: How Constraints Make Us BetterConnect with David Epstein 👉 Instagram, YouTube, X, Substack🎟️ 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/🎥 VIDEO EPISODES| Watch the video episodes on The Daily Stoic YouTube channel: https://www.youtube.com/@DailyStoic/videos✉️ FREE STOIC WISDOM | Want Stoic wisdom delivered to your inbox daily? Sign up for the FREE Daily Stoic email at https://dailystoic.com/dailyemailSee 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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    15 mins
  • The Stoic Mind Behind D-Day

    The Stoic Mind Behind D-Day
    Jun 6 2026

    82 years ago, thousands of young men crossed the English Channel and stepped into one of the most consequential days in history. In today’s episode, Ryan shares the Stoic lessons behind D-Day and Dwight D. Eisenhower’s leadership. He explains how Eisenhower prepared for failure, took responsibility before the outcome was known, stayed steady under unimaginable pressure, and saw opportunity where others saw disaster.


    🎟️ 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/


    🎥 VIDEO EPISODES| Watch the video episodes on The Daily Stoic YouTube channel: https://www.youtube.com/@DailyStoic/videos


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

    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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    13 mins
  • We Could Use More People Like This | How Ryan Holiday Is Challenging Himself Creatively

    We Could Use More People Like This | How Ryan Holiday Is Challenging Himself Creatively
    Jun 5 2026
    We are in desperate need of good, courageous people. Can you fill that need?📚 Grab signed copies of Austin Kleon's books at The Painted Porch: Don’t Call it ArtSteal Like An Artist Show Your WorkKeep Going 🎟️ DAILY STOIC LIVE | Ryan Holiday is coming to a city near you! Grab tickets here | https://www.dailystoiclive.com/🇺🇸 USA dates:Portland, Oregon - June 8 San Francisco, California - June 11Minneapolis, Minnesota - August 18 Chicago, Illinois - August 19 Detroit, Michigan - August 20 🇳🇿 NEW ZEALAND:Auckland, New Zealand - October 13 🇦🇺 AUSTRALIA dates:Sydney, Australia - October 16 Melbourne, Australia - October 18 Brisbane, Australia - October 20Perth, Australia - October 21 🎙️ 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/dailyemailSee 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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    15 mins
  • It’s a Team Sport

    It’s a Team Sport
    Jun 4 2026
    It is harder to be courageous when all you see are examples of cowardice. Well, the Stoics can help us with this. 📚 Grab a copy of Courage is Calling by Ryan Holiday🎟️ DAILY STOIC LIVE | Ryan Holiday is coming to a city near you! Grab tickets here | https://www.dailystoiclive.com/🇺🇸 USA dates:Portland, Oregon - June 8 San Francisco, California - June 11Minneapolis, Minnesota - August 18 Chicago, Illinois - August 19 Detroit, Michigan - August 20 🇳🇿 NEW ZEALAND:Auckland, New Zealand - October 13 🇦🇺 AUSTRALIA dates:Sydney, Australia - October 16 Melbourne, Australia - October 18 Brisbane, Australia - October 20Perth, Australia - October 21 🎙️ 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/dailyemailSee 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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    3 mins
  • What To Do When the World Feels Like Too Much

    What To Do When the World Feels Like Too Much
    Jun 4 2026
    The world has always been uncertain, but we have never had this much access to everything that might go wrong. In today’s episode, Ryan talks with the hosts of The Imperfects about what Stoicism can teach us when the world feels like too much. They discuss doomscrolling, AI anxiety, the difference between worrying and actually taking action, and how to stay engaged with the world without letting it pull you away from the life and people right in front of you.👉 Check out the full episode on The Imperfects Podcast | Apple Podcasts, Spotify, or watch on YouTube🎟️ DAILY STOIC LIVE | Ryan Holiday is coming to a city near you! Grab tickets here | https://www.dailystoiclive.com/🇺🇸 USA dates:Portland, Oregon - June 8 San Francisco, California - June 11Minneapolis, Minnesota - August 18 Chicago, Illinois - August 19 Detroit, Michigan - August 20 🇳🇿 NEW ZEALAND:Auckland, New Zealand - October 13 🇦🇺 AUSTRALIA dates:Sydney, Australia - October 16 Melbourne, Australia - October 18 Brisbane, Australia - October 20Perth, Australia - October 21 🎙️ 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/dailyemailSee 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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    19 mins
  • They Will Shove This In Your Face

    They Will Shove This In Your Face
    Jun 3 2026
    Moral compromise is never a single act. It creates a precedent…and then another, and another.📚 Books Mentioned: Dying Every Day: Seneca at the Court of Nero Plato and the TyrantHow To DieHow To Give🎙️ Check out the full episode: James Romm on The Daily Stoic Podcast | Apple Podcasts, Spotify, 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/🎥 VIDEO EPISODES| Watch the video episodes on The Daily Stoic YouTube channel: https://www.youtube.com/@DailyStoic/videos✉️ FREE STOIC WISDOM | Want Stoic wisdom delivered to your inbox daily? Sign up for the FREE Daily Stoic email at https://dailystoic.com/dailyemailSee 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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    11 mins
  • You Made That Up | Robert Greene's Favorite Stoic Lessons

    You Made That Up | Robert Greene's Favorite Stoic Lessons
    Jun 2 2026

     Stop extrapolating. Stop adding in the lens of anxiety.


    🎟️ 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/


    🎥 VIDEO EPISODES| Watch the video episodes on The Daily Stoic YouTube channel: https://www.youtube.com/@DailyStoic/videos


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

    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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    16 mins
  • This Is How It's Meant To Be Done | It Is Well to Be Flexible

    This Is How It's Meant To Be Done | It Is Well to Be Flexible
    Jun 1 2026

    For most of its history, Stoicism was a spoken, conversational philosophy. It was meant to be heard, discussed, and worked through in the back and forth.


    🎙️ Listen to the episode with David Mamet on Apple Podcasts and Spotify


    📚 Pick up a copy of The Daily Stoic by Ryan Holiday


    🎟️ 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/


    🎥 VIDEO EPISODES| Watch the video episodes on The Daily Stoic YouTube channel: https://www.youtube.com/@DailyStoic/videos


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

    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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    8 mins