Pod Insights The Daily Stoic | Wondery+ It’s Always The Right Time To Do The Right Thing | Epictetus' Guide To A Better Life About this episode The right time to do the hard thing, the courageous thing, the right thing? It’s right now.
📖 Preorder the final book in Ryan Holiday's The Stoic Virtues Series: "Wisdom Takes Work":https://store.dailystoic.com/pages/wisdom-takes-work
📚 The Four Stoic Virtues: Justice, Temperance, Wisdom, Courage, are timeless keys to living your best life. The Daily Stoic is releasing a limited collector’s edition https://store.dailystoic.com/pages/stoic-virtues set of all four books signed and numbered, with a title page identifying these books as part of the only printing of this series. PLUS we're including one of the notecards https://ryanholiday.net/the-notecard-system-the-key-for-remembering-organizing-and-using-everything-you-read/ Ryan used while writing the series. Pre-order the Limited Edition Stoic Virtues Series https://store.dailystoic.com/pages/stoic-virtues Today! |https://store.dailystoic.com/pages/stoic-virtues
💡 We designed ourHow To Read Epictetus (A Daily Stoic Guide) http://dailystoic.com/ecourse as a personal field guide —part book club, part masterclass, part daily practice. It’s designed to help you not just read the words of Epictetus, but live them—to turn his timeless wisdom into real change in your own life and the lives of those around you. Head todailystoic.com/epictetuscourse http://dailystoic.com/epictetuscourse to learn more!
🎙️ Follow The Daily Stoic Podcast on Instagram https://www.instagram.com/dailystoicpodcast/?hl=en: https://www.instagram.com/dailystoicpodcast
🎥 Watch top moments from The Daily Stoic Podcast https://www.youtube.com/@dailystoicpodcast on YouTube https://www.youtube.com/@dailystoicpodcast: 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 https://www.instagram.com/dailystoic/,Twitter https://twitter.com/dailystoic,YouTube https://www.youtube.com/@DailyStoic,TikTok https://www.tiktok.com/@daily_stoic?lang=en, andFacebook https://www.facebook.com/dailystoic
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Transcript Speaker names marked ? are inferred from speaking time and the show’s known hosts — they are not voice-verified.
0:05 Ryan Holiday? Welcome to the Daily Stoic Podcast, where each day we bring you a Stoic-inspired meditation, designed to help you find strength and insight and wisdom into everyday life. Each one of these episodes is based on the 2,000-year-old philosophy that has guided some of history's greatest men and women, help you learn from them, to follow in their example, and to start your day off with a little dose of courage and discipline and justice and wisdom. For more, visit DailyStoic.com.
0:54 Ryan Holiday? It's always the right time to do the right thing. He could have waited. He could have gotten the land cleared. He could have waited until he was on firmer financial footing. He could have waited until his children were older. There were a million reasons that Ulysses S. Grant could have rationalized holding on to the slave that his father-in-law had given him. His family was in desperate straits. He could have worked out a deal with William Jones, the slave, to earn his freedom. He could have told himself that he was one of the kinder owners and that the problem with slavery wasn't people like him, but monsters further south. He could have ruminated on the dilemma for months, turning it over 1,000 times in his mind,
1:36 Ryan Holiday? all the while benefiting from the labor they needed for the farm. But as we tell the story in Right Thing Right Now, Ulysses S. Grant made the expensive decision to do the right thing. He granted Jones their freedom on March 29, 1859. He was opposed to slavery. He didn't want to be a part of it, so he decided not to be. Look, there is always going to be a way for us to delay doing what needs to be done. There is always an excuse, a rationalization, a reason. We tell ourselves it's not that bad. We tell ourselves we need to wait until we're more secure. We distract ourselves with busyness, with edge cases, with debate. We just need more time or energy, we tell ourselves.
2:19 Ryan Holiday? "Could be good today," Marx's realist writes in Meditations, who, it's worth noting, did not free his slaves. "Instead, you choose tomorrow." The right time to do the hard thing, the courageous thing, the right thing? It's right now, not later, not tomorrow, now. And this is partly what formed the title. This is a story from Right Thing Right Now, my third book in the Stoic Virtue series, courage, discipline, justice, and now, wisdom. If you haven't read Right Thing Right Now, you can pick up signed copies in the Daily Stoic store or at the painted porch. And it's just in time for you to read that book because the new book, the final book
3:02 Ryan Holiday? in the series Wisdom Takes Work, is coming out in October. And actually, we've got a cool set of all four books, signed, numbered, limited edition, first editions. You can grab all those. I'll link to that in today's show notes. We're definitely going to run out of this box set. That's dailystoic.com/stoicvirtues. You can preorder Wisdom Takes Work at dailystoic.com/preorder. Really proud of this series. It's one of my favorite stories. I talked about it with Ron Chernow when he was on the podcast. I hope if you're thinking about something, if you've got one of those tough, right decisions you have to make, I hope you can make it now.
3:49 Ryan Holiday? This is one of the greatest books ever written. The private thoughts of the most powerful man in the world. A glimpse into the ancient past, and yet it would not exist without this book, The Lectures of a Greek Slave in the Roman Empire. I'm talking about Marcus Aurelius's Meditations, which is made possible by the Discourses of Epictetus.
4:12 Ryan Holiday? So who is Epictetus? We don't know a lot about where he's from. We know he's born into slavery around the year 55 AD in Herapolis, which is now in modern day Turkey. But at the time, this is part of the sprawling Roman Empire, an empire of brutal laws and exploitation, where prisoners of war and foreigners are often turned into slaves. One of these laws actually enacted under the Emperor Augustus, made it impossible for slaves to be freed before their 30th birthday. And so as a young man, Epictetus, born into slavery, as I said, his name just means acquired one. He is purchased by a secretary of Nero.
4:55 Ryan Holiday? So this would have been a powerful man in Nero's court. And so Epictetus isn't working in the fields or in the mines. He is in the heart of the Roman Empire. He is up close and personal with powerful, important, rich, famous people. And so he is experiencing powerlessness and yet living and seeing on a daily basis incredible luxury and privilege. Epictetus might even have met Seneca, another famous Stoic who is there in Nero's court. In any case, they're existing in the same scene at the same time, but experiencing it from vastly different perspectives. And yet, despite this powerlessness, despite this loss of freedom,
5:39 Ryan Holiday? through the force of his intellect and his philosophy and his character, Epictetus is able to free himself, find freedom inside slavery. And he becomes the embodiment for the Stoics of how we always have the ability to respond to fate, how it doesn't matter what we bear, but how we bear it. Epictetus does have a different slice of Roman slavery, but by all accounts, his time in slavery is grim. We're told that Epictetus's owner is violent and cruel. We're told a story of him sadistically twisting Epictetus's leg as a form of punishment or entertainment when Epictetus is young.
6:20 Ryan Holiday? And we're told Epictetus is warning him, "You have to stop. You're going too far. My leg is going to break." And finally, the leg does break, and Epictetus doesn't scream or cry. He just looks at his master and says, "Didn't I warn you?" And I think this gives us a glimpse into who Epictetus was. Someone who, at a shockingly young age, has mastered himself and his emotions. A stoic in the lowercase sense, first and foremost. And we also see how this injury, this experience, shapes Epictetus, because he returns to it repeatedly in his writings. He says in many different iterations that basically this disability, this handicap, this lameness that he has,
7:01 Ryan Holiday? he loses the ability to use his leg fully, that it impedes him physically, but not mentally. He says, "Lameness is an impediment to the leg, not to the mind." He doesn't see himself as disabled. He doesn't see that anything has been taken from him. He just sees an objective fact. The injury is, for Epictetus, a kind of philosophical lesson, that the mind is separate from the body, that it is higher than the body, that the body can be wounded, but the mind retains the power to decide what that means and how to respond. And now, we don't know how Epictetus first encounters philosophy, who introduces him to Stoicism. We do know that he trains under and is taught by Musonius Rufus,
7:40 Ryan Holiday? a Roman stoic, sometimes known as the Roman Socrates for his wisdom and eloquence and brilliance. And so Epictetus becomes one of the star pupils. And when he is free, he likely remains close to Musonius. He may have even been exiled with him. And so the two have this lifelong relationship of master and student. And eventually, Epictetus begins to teach on his own. He opens a philosophy school in Acapolis, and he becomes not just a respected philosopher and philosophy teacher, but one that wealthy Romans send their sons and daughters to. And Epictetus influences countless students, students from all over the empire. And again, it is just a remarkable thing, this man born into anonymity, into slavery, into hardship,
8:25 Ryan Holiday? who has a rough go at it, becomes a beacon of wisdom, of self-sufficiency and resilience, but most of all, freedom. And that is why we have to study and learn from it.
8:46 Ryan Holiday? Epictetus has a great line that I think captures both how we're supposed to think about Stoic philosophy, but also what his writings serve best, and I actually have it on the back of the Daily Stoic Journal. He says, "Every day and night, keep thoughts like these at hand. Write them, read them aloud, talk to yourself and others about them." So, we want to think of Stoic philosophy, and particularly the writings of Epictetus, something you return to, you riff on, you're incorporating into your life, into your own thinking. And if you've read Meditations, and I have another video about that, Marcus Aurelius is doing this. In fact, several quotes and exercises that survived to us from Epictetus come to us through Marcus Aurelius, who was so intimately familiar with Epictetus that he's citing
9:31 Ryan Holiday? and quoting him from memory. Let's talk about what Epictetus talks about. Epictetus says that the first task in life, the first job of the philosopher, he says, is to separate matters into two buckets: what's in our control and what's not in our control. This exercise, what we call the dichotomy of control, is really at the core of Epictetus's teachings. Is it up to me? Is it not up to me? If it's up to me, it gets my attention, my energy, my focus. If it's not up to me, I try not to think about it. I try not to put energy or emotion towards it. But the truth is, so much of what we spend time on is not in our control. He says, "Some things are in our control and others are not."
10:12 Ryan Holiday? He says, "Things in our control are our opinions, our pursuits, our desires, our aversions, or, in a word, our own actions." Now, what's not in our control, he says, is our body, our property, our reputation, commands. In one word, things that are not our own action. Now, try to think about where this is coming from. This isn't just like some guy sitting in a mansion just riffing on big ideas, the way that some of the other ancient philosophers were. When he's saying, "Your body is not in your control," he's saying this from the perspective of a person who was owned by other people and had his legs broken. By those people. But he came to understand that even in the confines of slavery,
10:54 Ryan Holiday? what's up to him are his decisions, his actions, his thoughts. And everything else was not up to him. And so when we separate things, it winnows what there is to focus on. Epictetus believed that as powerless as we were over external conditions, we always have the ability to choose how we respond to those conditions. He says, "You can bind up my leg, but not even Zeus can take away my power of choice." And then he says later, which I love, and this is an important tag to that. He says, "If we want to be beautiful, make beautiful choices." So for Epictetus, it's all about choice. And I love this so much because he was a guy who, for much of his existence,
11:35 Ryan Holiday? had very little choice about where he lived, what he did, what people did to him. But he always focused inside that on where his choices were. He says, "It's not things that upset us, it's our judgment about things." A few years ago, I gave a talk to the Pittsburgh Pirates. And as I walked into their practice facility in Braden, Florida, they actually had this on the wall. They said, "It's not things that upset us, it's our opinion about things." They didn't know that this came from Epictetus, but it does. And I think that's so cool. The idea being that we control our thoughts and opinions. Everything else is objective and outside of us. And so we decide. He talks about this specifically in regards to being offended.
12:16 Ryan Holiday? He says, "When someone provokes you, understand that you are complicit in getting upset." He says, "We shouldn't respond immediately. We should take a moment to react. We should regain control." But the idea is that nobody is responsible for your emotions, for your feelings, but yourself. Another person can't make you angry. Another person can't offend you. Another person can't hurt your feelings. Another person can't frustrate you. This is something that you have the power over. Now, other people can do bad things. They can do cruel things. They can do stupid things. They can do things you don't like. But we control how we respond to those things. Most importantly, we control our emotions in response to those things. I think-
12:59 Ryan Holiday? Running through Epictetus's philosophy is the idea of intellectual humility. And you can get the sense he was bumping up against, you know, the sort of best and the brightest of young Roman life. So a lot of egotistical kids, a lot of kids who've been coddled, a lot of kids who thought they were geniuses. But he says, "Look, it's impossible to learn that which you think you already know." He says, "It doesn't matter that you read, it matters what you read, it matters how you read." He says, "Don't just tell me that you've read books. He says, "Show me what you have learned by thinking better." And he says, "Look, to get better, you have to be willing to look not good." Right? He says, "If you wish to improve, be content to be thought foolish and stupid." Right?
13:44 Ryan Holiday? Not only can you not learn what you think you already know, if you're not willing to admit that you don't know something, right? If you're not willing to ask questions, if you're not willing to be bad at something, you will never get good at that thing. You will never get better. And, and I think this pertains to another important thing where, where Epictetus is saying, "Look, when you're grounded in life, when you know what's important, when you only focus on what you control, you don't care what other people think. You don't look outside yourself for approval. You don't care what your teacher thinks, you don't care what your classmates think, you don't care what anyone thinks. You're focused on yourself." But ultimately, for Epictetus, philosophy was not a parlor trick. It was not intellectual exercises. Unlike Seneca, unlike Marcus Aurelius, he wasn't writing these things in pseudo-retirement.
14:29 Ryan Holiday? He, he didn't get to go to the best schools. He wasn't anything even like his rich and successful students. Epictetus had a really, really hard life. So for him, philosophy was a coping mechanism. It was something that got you through the worst things that we can experience as human beings. And so basically, he says, the equivalent to the "don't talk about it, be about it." He says, "Don't talk about your philosophy, embody it." And I think it says something that Epictetus didn't write anything down. And yet, he comes to us all these thousands of years later, because he embodied his teachings most of all. Yes, his students jotted down what those teachings were, but the power of them was who he was as a person.
15:10 Ryan Holiday? Epictetus, you know, is obviously around the richest and most successful Romans. He sees in Nero's court, one guy go to Nero one day and go, "Nero, I'm down to my last million dollars." And Nero says, "Oh my God, how have you survived?" And Epictetus sees that even these successful, rich people are actually quite poor. Because they want more, always, because they're insatiable, and because they don't know what's actually important. He says, "It is better to starve to death in a calm and confident state of mind than to live anxiously amidst abundance." And I think that's what he's seeing in Nero's palace every day. That Nero isn't someone to admire or to be jealous of, that Epictetus is actually freer than the most powerful man in the world
15:55 Ryan Holiday? because Epictetus is in command of himself. And I think opting out of this competition is a big part of it. Epictetus is, again, saying by focusing on what you control, you decide what success is. He says, "You can always win if you only enter competitions where winning is up to you." And he says, "The only way to achieve this is by despising things that are not up to us." What I think he means is, look, for me as a writer, for me making this video, if I care about how many views it does, if I care about how many copies I sell, or what awards I win, then I've handed over the approval to something that I don't control. Success is now whether something breaks my way that's not up to me. Now, if I focus instead on whether I did my best possible job, if I focus on the part of it that's in my control,
16:39 Ryan Holiday? then I can always win that competition, if I show up, if I do my work. And when we think about Epictetus's life, this hard, brutal existence of slavery, how does he endure it? Part of it is by having his eyes wide open. He's not naive. He says, "Set before your eyes every day death and exile and everything else that looks terrible, especially death, and you will never have any mean thought or be too keen on anything." And actually, Marcus Aurelius gets, I think, one of the most haunting exercises in all of Stoic philosophy from Epictetus, which is saying that even as you tuck your children in tonight, say to yourself, "They may not survive till morning." Now, does this mean that you're not attached to them? You don't love them? No, I think it's that you're not taking them for granted. He says, "You do not possess the precious people in your life."
17:24 Ryan Holiday? And I think that's a really important way to think about it. There is a funny story about Epictetus. One night, he's in his house and he hears someone breaking in. He rushes downstairs and they've stolen his most valuable possession, this silver lamp. And he says, "Ah, Epictetus, this is your fault. You possess this expensive thing. Tomorrow, you will go down and buy a cheaper lamp. You can only lose what you have." And I just love the idea that he's a philosopher. He says not to be attached, but then he has this thing that he's attached to. It gets stolen, but instead of crying about it, instead of whining about it, he just says, "Let's get a cheaper one and let's not worry about it so much." Epictetus, you know, just knows that doing the right thing is sometimes going to be judged, but if it's worth doing, if you've committed to doing it, you shouldn't care what other people think.
18:08 Ryan Holiday? He says, "Whenever you do something you have decided ought to be done, never try to avoid being seen doing it, even if people in general may disapprove of it. If, of course, your action is wrong, don't do it at all. But if it's right, why be afraid of people whose criticism is off the mark?" And as we've said, you don't care about other people's criticism because it's not in your control. It doesn't change you. It doesn't affect you. It's outside you. What matters is, did you think this was something that needed to be done? If so, you should do it to the absolute best of your ability. And if we think about the injustices that Epictetus endures, it makes this quote, which is one of my favorites, even more admirable. He says, "Until you know their reasons, how do you know whether they've acted wrongly?" The point is, people are often doing what they think is right
18:53 Ryan Holiday? or what they haven't thought about at all. And to take it personally, to assume the worst, to add judgment on top of it, right? That's what upsets us, right? It's not things that upset us, it's our judgment about things. So when we add to it, "They did it because they hate me. They did it because they don't like me. They did it because they're trying to be cruel. They did it because they're an awful person." These judgments make hard things harder. So, as Epictetus gets smarter and wiser and better, how does he know? Or how does he measure the progress of his students? He says, "The sign of a person making progress in philosophy is this: criticizing nobody, praising nobody, blaming nobody, accusing nobody, saying nothing about oneself to indicate being someone or knowing something."
19:37 Ryan Holiday? And he says, "Whenever such a person is frustrated or impeded, he accuses himself. If he is complimented, he laughs to himself, and if he's criticized, he doesn't defend himself." And again, talking about progress, he says, "Let's see some evidence of your progress." It's as if I were to say to an athlete, "Show me your shoulders," and he responded, "Have a look at my weights." "Get out of here with your giant weights," I'd say. "What I don't want to see is the weights, but how you've profited from using them." So again, don't talk about it, be about it. And again, I think that's what makes Epictetus so great. It's not what he said, it's that he endured something that almost none of the other Stoics would have possibly been able to endure. But how do we balance caring what's in our control and not in our control, but then still
20:22 Ryan Holiday? go through the world? He says, "It isn't easy to combine and reconcile the two: the carefulness of a person devoted to externals and the dignity of one who's detached, but it's not impossible. Otherwise, happiness would be impossible." He said, "It's like going on an ocean voyage. What can I do? I can pick the captain, the boat, the date, and the best time to sail, but then a storm hits. Well, then it's no longer my business. I've done everything I could. It's somebody else's problem now, namely, the captain's." He says, "But what if the boat starts to sink? What are my options? The only thing I'm in a position to do: drown, but fearlessly, without bawling or crying out to God, because I know that what is born must also die." I don't know, I guess I would say you could also swim, right? But I think he's implying that that's outside your control at this point.
21:06 Ryan Holiday? You know, he's basically saying, "We work with the material we're given, we try to make the best of every situation, but sometimes all we can do is practice the art of acquiescence, right? The acceptance of things outside our control," which is actually something Marcus takes from Epictetus as well. In Book Three of Discourses, one of my favorite chapters, he says, "Every circumstance represents an opportunity. Being healthy is good, being sick is bad." No, enjoying health in the right way is good, making Bad use of your health is bad. Says, so even illness can can benefit us? Why not? If even death and disability can't. So it's possible to benefit from bad circumstances? Yes, from every circumstances, even abuse and slander.
21:48 Ryan Holiday? A boxer derives the greatest advantage from his sparring partner. And he says, when you are struggling in life, when you're going through something difficult, think about it as if life has paired you with a strong sparring partner, and that's how you become a better boxer and fighter. And then we get to just some fragments of Epictetus, which I'll riff on with you real quick. Whoever chafes at the conditions dealt by fate is unskilled in the art of life. Whoever bears them nobly and makes wise use of the results is a man who deserves to be considered good. Epictetus would say that there are two vices more blacker and serious than the rest, lack of persistence and lack of self-control. To blame oneself is a proof of progress,
22:30 Ryan Holiday? but the wise man never has to blame another or himself. Don't hope that events will turn out the way you want. Welcome events in whichever way they happen. This is the path to peace. And then this is my favorite exercise from Epictetus. He says, every circumstances has two handles, with one of which you can hold, while another is insupportable. If your brother mistreats you, don't try to come to grips with it by dwelling on the wrong he's done, because that approach makes it unbearable. Remind yourself that he's your brother, that you grew up together, and that you'll find you can bear it. The idea that every situation has two handles. We decide how we're going to see things. We decide what response we're going to make of them. That is the essence of Stoic philosophy.
23:17 Ryan Holiday? In 1962, Commander James Stockdale is sent to Stanford by the Navy. Might seem weird that the Navy would send a fighter pilot to get a degree in the humanities, but they did. Stockdale is walking the halls of Stanford's philosophy department one day, old enough to be confused for a professor and not a student, when he bumps into a man named Professor Reinholdt. Reinholdt, having served in the Navy himself during World War II, and they get to talking and Reinhold asked him if he's read Epictetus. Stockdale hasn't. And so he walks back to his office and he grabs this book off of his shelf.
23:57 Ryan Holiday? This is a translation of Epictetus's Incoridion, translated by Thomas Wentworth Higginson, an abolitionist and Civil War veteran who actually leads the first black troops in the American Civil War. And it gives him this book, a book that changes the course of Stockdale's life. Because just a few months later, Stockdale would be shot down over North Vietnam, where he would spend something like seven years being tortured, placed in solitary confinement, and otherwise having his freedom stolen from him. Epictetus, it turns out, is the perfect philosophy teacher for James Stockdale, because Epictetus is a slave in the Roman Empire.
24:39 Ryan Holiday? Epictetus loses the full use of his leg under torture from his master, just as Stockdale would lose the use of his leg under torture. Actually, as Stockdale is being shot down, parachuting down into Vietnam, he says to himself, "I am leaving the world of technology and entering the world of Epictetus." One of his incredible essays in books is actually called Courage Under Fire, testing Epictetus's doctrines in a laboratory of human behavior. There in the prison camps of North Vietnam, Stockdale is having to put Epictetus's teachings into practice. This is where he ceases to study the philosophy.
25:21 Ryan Holiday? As Epictetus said, that we don't talk about the philosophy, we have to embody it. And this is Stockdale's chance to do that. He's one of the highest ranking prisoners in that prison camp, and he has to lead not just himself through this ordeal, but lead the hundreds of other men through it as well. Actually, I sat in this very studio. I interviewed Dave Carey, who was a POW. He tells me the story about Stockdale tapping on the wall, a reminder from Epictetus. And famously, after Vietnam, Stockdale is asked how he gets through it by- The author Jim Collins. He says, you know, I had to accept where I was unflinchingly. He had to accept the difficulty and the pain and the struggle of that situation.
26:05 Ryan Holiday? But he says, I told myself that if I were to survive, and he believed that he would, he said, I would turn this into something that in retrospect, I would not trade. That is the essence of Epictetus's philosophy, that we don't choose our hardships. We don't choose what life has in store for us, but we choose how to respond to it. That we don't choose what we bear, but we choose how we bear it. Epictetus didn't choose to be a slave. Stockdale didn't choose to be a POW. You didn't choose to be born when and where you are to deal with what you are dealing with today, big and small. But you do choose whether you apply this philosophy in real life, right? Whether you choose to be made better for what you have experienced or not.
26:51 Ryan Holiday? And I think this is what Epictetus and Marcus Aurelius both share. Epictetus is made better for his ordeal. Marcus Aurelius is made better for the ordeal that he experiences being thrust into absolute power, which very few people make it out alive from. That is the power of Epictetus's influence. That is the legacy he leaves behind him.
27:18 Ryan Holiday? Thanks so much for listening to the Daily Stoic Podcast. If you don't know this, you can get these delivered to you via email every day. Check it out, dailystoic.com/email.
Previous Now You Know Better, Do This | Ask Daily Stoic Next Are We In A Post-Shame Society? | Elliot Ackerman (PT. 2) Page updated September 29, 2026 · transcript and summary are machine-generated