The Daily Stoic

What can a comedian teach you about ego, shame, and philosophy? In today's episode, Ryan sits down with Chad from Going Deep with Chad and JT to talk about the hilarious way they met, why playing a character without shame is liberating, what stand-up teaches us about ego, self-consciousness as a performer, and much more. Listen to Ryan's episodes on the podcast Going Deep With Chad and JT:Listen to Ep.99 Listen to Ep.206See Chad and JT live in a city near you! Find tour dates on their website: https://www.chadandjt.com/Follow Chad on Instagram @ ChadGoesDeep, on TikTok @ChadAndJT, and on YouTube @ChadAndJTGoDeepSubscribe to Going Deep with Chad and JT: https://www.youtube.com/channel/UCp6COGFcWCnEx9JbPIoYJLwSubscribe to Academy of Chad on YouTube: https://www.youtube.com/@academyofchadWatch Chad and JT Go Deep on Netflix: https://www.netflix.com/title/81087423

Once you let anger into your life, once you let it motivate or animate you, it's very hard to get rid of. It's hard to find a substitute that measures up. It's hard to let it go.

What good are you doing? What courage are you showing?

It's been eight years since The Daily Stoic Podcast launched. In today's bonus episode, Ryan looks back on the journey to 2,600+ episodes and shares what's next.

What made Lincoln great wasn't power or genius, it was his moral fiber. Historian and bestselling author Doris Kearns Goodwin joins Ryan to explore why Lincoln stands above the rest, how ambition can be twisted toward selfishness or greatness, and how moments of pain and principle shape true leaders. Ryan and Doris discuss the pressures of writing about legendary figures, Doris's years working for LBJ, and what it takes to bring history to life for future generations.Doris Kearns Goodwin is a Pulitzer Prize–winning presidential historian and bestselling author. Her latest #1 New York Times bestseller, An Unfinished Love Story: A Personal History of the 1960s, is being adapted into a feature film, while her earlier works, Team of Rivals, The Bully Pulpit, and No Ordinary Time, have won some of the nation's highest literary honors and inspired leaders worldwide. She has served as a White House Fellow to President Lyndon Johnson, produced acclaimed docuseries for the HISTORY Channel, and earned countless awards for her contributions to history and leadership.She has a new book out called The Leadership Journey: How Four Kids Became Presidents in which she shares the different childhood experiences of Abraham Lincoln. Theodore Roosevelt. Franklin Delano Roosevelt. Lyndon B. Johnson, and how they each found their way to the presidency. Grab copies of Doris' books Team of Rivals and Leadership at The Painted Porch | https://www.thepaintedporch.comFollow Doris on Instagram @DorisKGoodwin and check out more of her work on her website doriskearnsgoodwin.com

Extrapolation, we have to understand, is the enemy.Support the podcast and go deeper into Stoicism by subscribing to The Daily Stoic Premium - unlock ad-free listening, early access, and bonus content coming soon: dailystoic.com/premium

Life lessons aren't handed to us, they're earned the hard way. In this bonus episode, Ryan shares the eight truths he had to learn through failure, patience, and timeSupport the podcast and go deeper into Stoicism by subscribing to The Daily Stoic Premium - unlock ad-free listening, early access, and bonus content coming soon: dailystoic.com/premium

People will inspire you one moment and utterly disappoint you the next. You can't let this confuse you.

How much worse getting mad is than the things that caused it, Seneca said.

Seneca writes that we think life is short, when in reality we just waste it. The present moment—it is the most valuable thing you own. It is the only thing you have. Don't waste it. Seize it. Live it. In today's episode, you will learn some of the time techniques Seneca used to make the most of his time.Read this article on The Daily Stoic website: https://dailystoic.com/time-management-6-techniques-from-the-stoic-philosopher-seneca/Support the podcast and go deeper into Stoicism by subscribing to The Daily Stoic Premium - unlock ad-free listening, early access, and bonus content coming soon: dailystoic.com/premium

The test of character is simple: what do you do when you have nothing to lose… or everything? Ryan and General Stanley McChrystal continue their conversation about what true leadership demands, why “later” never comes, how parenting tests your values, and the lessons McChrystal carried into life after the military.General McChrystal is a retired United States Army general best known for his command of Joint Special Operations Command in the mid-2000s. He established a consultancy firm, McChrystal Group, in 2011 and advises senior executives at multinational corporations on navigating complex change and building stronger teams.

Sooner or later, it catches up with you. When you compromise with bad people, their consequences become yours.

Without wisdom, the other virtues cannot truly flourish—it is wisdom that guides our courage, moderates our discipline, and directs our sense of justice. Come see Ryan Holiday LIVE in Austin, Texas on September 17! | https://www.dailystoiclive.com/

We can't let our accomplishments fool us into thinking that we are immortal, that we can outthink, outrun, outwork death.

We control who we are. We control what we do. We control the standards we hold ourselves to. Ryan sits down with retired four-star General Stanley McChrystal to talk about the thing that makes or breaks every person: character. They explain what character actually is, why discipline matters more than raw talent, and how great leaders can lose their way.General McChrystal is a retired United States Army general best known for his command of Joint Special Operations Command in the mid-2000s. He established a consultancy firm, McChrystal Group, in 2011 and advises senior executives at multinational corporations on navigating complex change and building stronger teams.

A pause creates space. A pause creates clarity. A pause can change everything.

We're doing better than it sometimes feels. Let us marvel at the cooperation that is possible—considering the flawed and petty humans it depends on.

The Stoics remind us that time, especially the time we're healthy and able to actually enjoy life, is our most valuable resource. But knowing that isn't enough.

History has a way of looking calmer than it really was. In this PT. 2 episode, Ryan sits down with historian and author James Romm to talk about the messy, dangerous, and often absurd reality of life in ancient Greece and Rome, especially for the philosophers who tried to “advise” the powerful. From Plato's naïve trips to Syracuse, to Seneca's complicated dance with Nero, to Marcus Aurelius resisting the pull of corruption, they discuss the timeless tension between access and integrity. James Romm is an author, reviewer, and a Professor of Classics at Bard College in Annandale, NY. He specializes in ancient Greek and Roman culture and civilization. His reviews and essays have appeared in the New Yorker, the Wall Street Journal, the London Review of Books, the Daily Beast, and other venues. He has held the Guggenheim Fellowship (1999-2000), the Birkelund Fellowship at the Dorothy and Lewis B. Cullman Center for Writers and Scholars at the New York Public Library (2010-11), and a Biography Fellowship at the Leon Levy Center of the City University of New York (2014-15).Follow James on Instagram @James.Romm and check out more of his work at his website, www.jamesromm.com

When it comes to doing what's right, the timing is rarely perfect.

We want the stamp of approval—from the critics, from the crowd, from the market. This makes sense...except it doesn't.

The point is: It's always been rough. The point is: It always will be rough.

What makes smart, principled people work for the worst leaders? In this conversation, historian and author James Romm and Ryan dig into the timeless trap that's snared some of history's greatest minds, from Plato and Seneca to modern politics. They talk about the seduction of access, the slow erosion of integrity, and why walking away from a tyrant's court is so much harder than it looks.James Romm is an author, reviewer, and a Professor of Classics at Bard College in Annandale, NY. He specializes in ancient Greek and Roman culture and civilization. His reviews and essays have appeared in the New Yorker, the Wall Street Journal, the London Review of Books, the Daily Beast, and other venues. He has held the Guggenheim Fellowship (1999-2000), the Birkelund Fellowship at the Dorothy and Lewis B. Cullman Center for Writers and Scholars at the New York Public Library (2010-11), and a Biography Fellowship at the Leon Levy Center of the City University of New York (2014-15).Follow James on Instagram @James.Romm and check out more of his work at his website, www.jamesromm.com

It's only fools who fly off the handle, it's the immature who say the first thought that pops into their head, it's the irresponsible who act without thinking.

Ask yourself today: Where can you be less possessive? Where can you share the load, elevate someone else, or choose principle over pride?

Everything went wrong. But Ryan stayed calm. A real-time Stoic stress test, and a reminder that philosophy is for days just like this.

What happens when politics becomes performance and politicians become influencers? In today's Part 2 episode, former Marine and NYT bestselling author Elliot Ackerman joins Ryan to talk about the idea that “everything's a racket,” the collapse of institutional trust, and why restraint used to define real leadership. They talk about how cancel culture morphed into shamelessness as a superpower, why we might be living in a post-shame society, Ambrose Bierce's wild literary exit, and why modern media feels more like professional wrestling than journalism.Elliot Ackerman is the New York Times bestselling author of the novels 2054, 2034, Halcyon, Red Dress in Black and White, Waiting for Eden, Dark at the Crossing, and Green on Blue, as well as the memoirs The Fifth Act: America's End in Afghanistan and Places and Names: On War, Revolution, and Returning. Elliot's books have been nominated for the National Book Award, the Andrew Carnegie Medal in both fiction and nonfiction, and the Dayton Literary Peace Prize, among others. He is a contributing writer at The Atlantic, a Senior Fellow at Yale's Jackson School of Global Affairs, and a veteran of the Marine Corps and CIA special operations, having served five tours of duty in Iraq and Afghanistan, where he received the Silver Star, the Bronze Star for Valor, and the Purple Heart. Be sure to check out Elliot's latest book, SHEEPDOGS. Apple Studios has actually bought the rights to develop the book as a series with Tom Hanks production company. Grab signed copies of Elliot's books 2054 and 2034 at The Painted Porch | https://www.thepaintedporch.com/Follow Elliot Ackerman on Instagram and X @elliot.ackerman

The right time to do the hard thing, the courageous thing, the right thing? It's right now.

Guilt is about the past and the past is the one thing we cannot change. All we can do is do better now.

Our lives are unpredictable. We are at the mercy of so many forces.

Former Marine turned novelist Elliot Ackerman sits down with Ryan to talk about what discipline really looks like in everyday life. From 100-degree runs to cold plunges and daily writing routines, they discuss what helps them stay steady, focused, and consistent even when it's hard.Elliot Ackerman is the New York Times bestselling author of the novels 2054, 2034, Halcyon, Red Dress in Black and White, Waiting for Eden, Dark at the Crossing, and Green on Blue, as well as the memoirs The Fifth Act: America's End in Afghanistan and Places and Names: On War, Revolution, and Returning. Elliot's books have been nominated for the National Book Award, the Andrew Carnegie Medal in both fiction and nonfiction, and the Dayton Literary Peace Prize, among others. He is a contributing writer at The Atlantic, a Senior Fellow at Yale's Jackson School of Global Affairs, and a veteran of the Marine Corps and CIA special operations, having served five tours of duty in Iraq and Afghanistan, where he received the Silver Star, the Bronze Star for Valor, and the Purple Heart. Be sure to check out Elliot's latest book, SHEEPDOGS. Apple Studios has actually bought the rights to develop the book as a series with Tom Hanks production company. Grab signed copies of Elliot's books 2054 and 2034 at The Painted Porch | https://www.thepaintedporch.com/Follow Elliot Ackerman on Instagram and X @elliot.ackerman

Education takes time. It takes work. It takes patience.

Before, you were scared. Before, you were soft. Before, you were dependent. Before, you were so many things.

True curiosity demands action. It challenges your assumptions, expands your worldview, and pushes you to do something with what you learn.

If there's one thing Candace Parker does best, it's winning. In today's episode, Ryan sits down with basketball legend Candace Parker to talk about championships, pressure, and what it takes to be one of the greats. Candace talks about how being elite changes the way you see the world (and yourself), why winning never really feels like enough, and what happens when your whole identity is built around being the best. She opens up about legacy, ambition, parenting, and why she doesn't go a year without reading The Alchemist. Candace Parker is one of the most influential athletes of all time. After being selected as the No. 1 overall pick in the 2008 WNBA Draft by the Los Angeles Sparks, following a champion career at Tennessee, Parker went on to become the first player to earn WNBA MVP and Rookie of the Year honors in the same season, win three WNBA championship titles, and take home two Olympic gold medals. Be sure to grab a copy of Candace's book: The Can-Do Mindset: How to Cultivate Resilience, Follow Your Heart, and Fight for Your Passions Follow Candace on Instagram and X @CandaceParker

When people show us who they are, we need to believe them.

Despair is so easy, even reasonable in moments like this. The Stoics knew that feeling well.

When Marcus Aurelius wrote 'the obstacle is the way,' he was talking about difficult people. Tune in to hear Matthew McConaughey's advice on how to handle the challenging individuals we all face every day.

What good is courage if not in pursuit of justice? And how can we know what is just and right without wisdom? And without temperance and self-discipline, how will we have the strength both to acquire wisdom and to apply courage?

Self-regulation is the single most important skill for life. In today's episode, developmental psychologist and parenting expert Dr. Aliza Pressman joins Ryan to talk about how to start reframing everyday frustrations, why she is worried for this generation of parents, and the difference between expressing emotion and acting on it. Dr. Aliza Pressman is a developmental psychologist, parenting expert, the author of the New York Times bestselling book THE 5 PRINCIPLES OF PARENTING: Your Essential Guide to Raising Good Humans which you can grab signed copies of at The Painted Porch | https://www.thepaintedporch.comCheck out her award-winning podcast Raising Good Humans and follow Dr. Aliza on Instagram and X @RaisingGoodHumansPodcast

You have to interrogate the thoughts, views, and understanding of the facts. You do this not to prove you're right, but to ensure you're not wrong—to make sure you're not embarrassingly, shamefully, confidently wrong.

“Why do you wait?” Seneca asks us. “Wisdom comes haphazard to no man.”

Marcus Aurelius didn't read a book once and think that he got it. He read it over and over and over again. In today's video, Ryan shares 100 lessons that he has gotten from reading Meditations hundreds of times over the last decade.

In today's Part 2 episode, Ryan visits the birthplace of Stoicism in Athens and sits down for lunch with writer and cognitive-behavioral psychotherapist Donald Robertson. They explore the rich history of Stoicism in Greece, share their must-see ancient philosophy spots, and catch up on what they've been reading and writing.Donald is a writer, cognitive-behavioral psychotherapist and trainer. He is a Fellow of the Royal Society for Public Health (RSPH). Donald specializes in teaching evidence-based psychological skills, and is known as an expert on the relationship between modern psychotherapy (CBT) and classical Greek and Roman philosophy.

After their conversation for The Daily Stoic Podcast, Ryan gives communication expert and The Next Conversation author Jefferson Fisher book recommendations at The Painted Porch.

How can we make a great fortune out of misfortune? Reverse our circumstances, as Epictetus did?

The Stoics were human. Most great men and women were. If they were made of stone, what would there be to admire?

If enslavement—the horrible torture that Epictetus experienced, the lifelong disability that followed it—didn't touch his power over himself, what excuse do the rest of us have?

Follow along as Ryan visits the birthplace of Stoicism in Athens—where Zeno once taught beneath the legendary Stoa Poikile. Joined by writer and cognitive-behavioral psychotherapist Donald Robertson, the two tour the ancient ruins, explore the deep roots of Stoic philosophy, talk about the surreal experience of standing where it all began, and share updates on their latest writing projects.Donald is a writer, cognitive-behavioral psychotherapist and trainer. He is a Fellow of the Royal Society for Public Health (RSPH). Donald specializes in teaching evidence-based psychological skills, and is known as an expert on the relationship between modern psychotherapy (CBT) and classical Greek and Roman philosophy.

We study philosophy to learn how to protect this real estate between our ears—and you could argue there's no better teacher than Epictetus.

Let's call out the cowards and the corrupt—but let's also hold up the mirror.