Episodes

  • The UNTOLD Emotional Struggles of History’s Most Powerful Men | Ron Chernow (PT. 2)

    The UNTOLD Emotional Struggles of History’s Most Powerful Men | Ron Chernow (PT. 2)
    Jun 21 2025
    Mark Twain didn’t just write American classics, he lived one of the most powerful personal transformations in history. In Part 2 of this conversation, Pulitzer Prize-winning biographer Ron Chernow returns to join Ryan for a deep dive into Twain’s remarkable moral evolution. They discuss how Twain’s journey mirrors those of Ulysses S. Grant and John D. Rockefeller, reflect on the tragic cost of chasing fortune over purpose, and explore what makes a biography timeless and a life unforgettable.Plus, a special moment: Ryan’s 8-year-old son jumps in to ask Ron about Hamilton, his favorite musical.Ron Chernow is the prizewinning author of seven previous books and the recipient of the 2015 National Humanities Medal. His first book, The House of Morgan, won the National Book Award, Washington: A Life won the Pulitzer Prize for Biography, and Alexander Hamilton—the inspiration for the Broadway musical—won the George Washington Book Prize. He has twice been a finalist for the National Book Critics Circle Award and is one of only three living biographers to have won the Gold Medal for Biography of the American Academy of Arts and Letters. Ron’s latest book is on the fascinating and complex life of American writer Mark Twain. Follow Ron Chernow on Instagram: @RonChernow📚 Grab signed copies of Ron Chernow’s books about Mark Twain, Alexander Hamilton, George Washington, Ulysses S. Grant, and John D. Rockefeller, 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.
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    46 mins
  • You Must Avoid These Stains Too | How To Make The Right Decision (Even When It Will Cost You)

    You Must Avoid These Stains Too | How To Make The Right Decision (Even When It Will Cost You)
    Jun 20 2025

    There are forces out there, just as tempting as power, that can cut us off from our values, from truth, from other people, from what matters. It takes work to resist them, to counteract them, and to rise above them.


    📖 Preorder the final book in Ryan Holiday's The Stoic Virtues Series: "Wisdom Takes Work": https://store.dailystoic.com/pages/wisdom-takes-work


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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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    39 mins
  • You Can’t Be Afraid To Lose It | Ask Daily Stoic

    You Can’t Be Afraid To Lose It | Ask Daily Stoic
    Jun 19 2025
    The Stoics remind you that the point of financial security is to feel secure. The point of plenty is to realize that you have enough. You can’t fear losing what you had–there was a time you didn’t have it and you survived.💡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📚 Book Mentioned | Dying Every Day: Seneca at the Court of Nero by James Romm at The Painted Porch | https://www.thepaintedporch.com/📖 Preorder the final book in Ryan Holiday's The Stoic Virtues Series: "Wisdom Takes Work": https://store.dailystoic.com/pages/wisdom-takes-work🎙️ 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.
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    10 mins
  • This Cannot Be Taken (Only Given)

    This Cannot Be Taken (Only Given)
    Jun 18 2025

    Powerful people can take from you. Yet the Stoics remind us: our character is our own.


    📖 Preorder the final book in Ryan Holiday's The Stoic Virtues Series: "Wisdom Takes Work": https://store.dailystoic.com/pages/wisdom-takes-work


    🎙️ 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 Facebook

    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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    3 mins
  • The UNTOLD Emotional Struggles of History’s Most Powerful Men | Ron Chernow (PT. 1)

    The UNTOLD Emotional Struggles of History’s Most Powerful Men | Ron Chernow (PT. 1)
    Jun 18 2025
    Brilliance without emotional control is often a recipe for destruction. In this episode, Ryan sits down with Pulitzer Prize-winning biographer Ron Chernow, whose acclaimed biographies on Alexander Hamilton, George Washington, Ulysses S. Grant, John D. Rockefeller, and most recently, Mark Twain have reshaped our understanding of American greatness. Ron and Ryan talk about how these men’s deepest personal struggles and their ability to manage emotion became the defining factor in their lives and legacies.Ron Chernow is the prizewinning author of seven previous books and the recipient of the 2015 National Humanities Medal. His first book, The House of Morgan, won the National Book Award, Washington: A Life won the Pulitzer Prize for Biography, and Alexander Hamilton—the inspiration for the Broadway musical—won the George Washington Book Prize. He has twice been a finalist for the National Book Critics Circle Award and is one of only three living biographers to have won the Gold Medal for Biography of the American Academy of Arts and Letters. Ron’s latest book is on the fascinating and complex life of American writer Mark Twain. Follow Ron on Instagram: @RonChernow📚 Grab signed copies of Ron Chernow’s books about Mark Twain, Alexander Hamilton, George Washington, Ulysses S. Grant, and John D. Rockefeller, 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.
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    51 mins
  • Forgiveness, Can You Imagine? | Take A Walk

    Forgiveness, Can You Imagine? | Take A Walk
    Jun 17 2025

    We will be wronged—by friends, by colleagues, by life itself. When that happens, we have a choice: to be consumed by bitterness or to rise above it. Marcus showed us the way. The question is, will we follow?


    📕 Pick up a copy of the 10th Anniversary Edition of The Obstacle Is the Way by Ryan Holiday at dailystoic.com/obstacle


    📓 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/


    📖 Preorder the final book in Ryan Holiday's The Stoic Virtues Series: "Wisdom Takes Work": https://store.dailystoic.com/pages/wisdom-takes-work


    🎙️ 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 Facebook

    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
  • How Astonished Would They Be? | No Shame In Needing Help

    How Astonished Would They Be? | No Shame In Needing Help
    Jun 16 2025

    It is astonishing, this world we live in. And it is a gift, this philosophical tradition we carry forward.


    📔 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 Facebook

    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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    9 mins
  • You're Wasting The One Thing You Can’t Get Back

    You're Wasting The One Thing You Can’t Get Back
    Jun 15 2025
    What if the most valuable thing you’ll ever own is already slipping through your fingers?🎥 Watch Robert and Ryan's conversation here: https://www.youtube.com/watch?v=IvzsEopZ94Q📕 Grab a copy of The Stoic Capitalist: Advice for the Exceptionally Ambitious by Robert Rosenkranz | https://www.thepaintedporch.com/💡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 challengesGet 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🎙️ 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.
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    12 mins