The Daily Stoic

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 good are you doing? What courage are you showing? 

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

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

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

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

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 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.

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

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 th

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.

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