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One of the hardest things to watch the last several months has been the cuts to organizations all over the world that provide aid to the poorest, most vulnerable people. That's not just a political issue that has real consequences for real people. And if you're like me, that's sort of heartbreaking to watch. And maybe you're wondering, like, how can I help? What can I do about it? I researched today's sponsor, actually when I was writing Right thing right now. GiveWell is an incredible organization. It's trusted by tens of thousands of donors all over the world and it provides free and independent research about how you can provide a big impact. GiveWell has spent the last 18 years researching global help and poverty alleviation and it directs funding to the highest impact opportunities they've found. Over 150,000 donors have already trusted GiveWell to direct more than $2.5 billion, including some donations from me. Their evidence suggests that these donations will save over 300,000 lives. And thanks to the donors who choose to sponsor their research, GiveWell doesn't take a cut from your tax deductible donation to their recommended funds. If this is your first gift through Goodwill, you can have your donation matched up to $100 by the end of the year or as long as those matching funds last. To claim your match, go to givewell.com and pick podcast and enter the Daily Stoic at checkout. Make sure they know that you heard about GiveWell from the Daily Stoic to get your donation matched. GiveWell.com code Daily Stoic to donate or find out more. I'm recording this on a Monday and Monday is our grocery store day. In our family I usually pick my kids up from school and we go over to Whole Foods get all our groceries for the week. Although here very shortly we're going to go over there to get our Thanksgiving turkey because they've got a bunch of great options. Turkeys start at 1.49a pound. If you have prime with organic birds at $2.99 a pound and they only carry no antibiotic ever, turkeys that will bring quality to your t at a great price. Whole Foods has great everyday prices on all your Thanksgiving essentials. Whether you celebrate with a massive family or just a few close friends, everything they sell has high standards to help you shop with confidence. Enjoy so many ways to save on your Thanksgiving spread at Whole Foods Market. Welcome to the weekend edition of the Daily Stoic Podcast. On Sundays, we take a deeper dive into these ancient topics with excerpts from the Stoic texts, audiobooks that we like, hear or recommend here at Daily Stoic and other Long form wisdom that you can chew on on this relaxing weekend. We hope this helps shape your understanding of this philosophy and most importantly, that you're able to apply it to your actual life. Thank you for listening. Foreign it's weird for me to say that I might have been reading Marcus Aurelius wrong for many years. It's. It's especially weird to think that I was reading this quote wrong even as I helped popularize it to millions of people. I think it's true, you know, in the famous passage in Meditations where Marx Aurelius talks about how the impediment to action advances action. What stands in the way becomes the way that the idea that the obstacle is the way. Most of us, and certainly myself when I was younger, take this to mean that we can always turn adversity into advantage. Right? You can think of the entrepreneur in the downturn who's building a huge business. We can think of an investor buying back stock, taking advantage of being underestimated by the market or their competitors. We can think of a general using bad weather as cover, can think of an athlete coming back stronger after an injury, can think of a rejected artist or musician going independent, building their own label from the snubbing that they received. And that's mostly how I thought about obstacles and opportunities when I was writing the Obstacles way in my 20s now, over 10 years ago. And the simplest idea in the book, the one that's resonated with people all over the world, is that there are hidden advantages in every problem. The businesses and teams and people can take seemingly impossible situations and triumph over them. And this is true. Hard times can be softened. Seneca says tight squeezes can be widened. Heavy loads can be made lighter for those who apply the right pressure. And again, this is right. This is true. This is how great and successful people think about things. But one of the things that I have come to understand, the longer I have meditated on that idea in Meditations, the longer I have thought about this idea, the more I have experienced. It's that the Stoics were thinking about it a little deeper than just that. They were getting at something a little more profound than just the fact that every downside can be flipped into some kind of advantage and turned into some professional success. They had to be, because it would be insane, to say nothing of insulting and insensitive, to tell someone that their terminal cancer was an advantage. Was there a way for Marcus Aurelius to spring forward after he buried Another one of his children, which he did not one time, which would have been terrible enough. But time after time after time, Seneca can say that hard times can be softened. Then again, he doesn't have to live like Epictetus. He doesn't have to live through not just slavery, but the disability that comes from the torture he endures at the hands of his cruel master. I guess what I'm saying is that I've come to understand that this idea applies the professional and even personal level, but it also applies at a deeper spiritual level. It's a little bit different. The opportunity that the Stoics were seeing inside adversity, big and small, was the idea of practicing virtue. The idea was that these obstacles are a chance for us to rise and meet the occasion, to do the right thing, to be magnificent or magnanimous, even when we're experiencing heartbreak. The Stoics tried to do this even when they were being kicked around by life, even when they were dying. That's what he means when he says that the obstacle is the way. There's not always a chance to make more money or to win an election, but there is always a chance for you to grow and change and practice virtue. Okay, so then the question is, what is virtue? In the ancient world, virtue isn't one thing. It's four things. And fittingly, Zeno, the first Stoic to lay out these four virtues, comes up with them after a devastating shipwreck in which he loses everything, including his family business, and he has to rebuild his life from scratch. So, again, he's not saying this glibly, Right? He's not talking about recovering from a slight downturn in the market. He's talking about rebuilding your life from scratch. The four virtues, according to Zeno, and then all the later Stoics are courage, discipline, justice, and wisdom. So courage, that's bravery and fortitude and honor and sacrifice. Temperance is discipline, self control, moderation, composure, balance, equanimity, restraint, justice. That's fairness and ethics and service and honesty, fellowship, goodness, kindness. And then wisdom is knowledge and education and truth and self reflection. Marcus Ruius calls these four virtues the touchstones of goodness. He says they're guiding principles for how we ought to act, how we should respond to every situation. And I think it's fair to say even of the worst situations, there are none that we can't use to practice these virtues, Even the hardest, most tragic, most heartbreaking moments in life, including a terminal diagnosis or a crippling energy or losing your livelihood or burying a loved one, these things can be transformed by endurance and selflessness and courage and kindness and decency. Life can strip us of a lot, can take a lot from us, but it can't take away our ability to respond with those things, you know, I interviewed Francis Ford Coppola on the Daily Stoic podcast not that long ago. His movie Megalopolis has a bunch of stoic themes in there. And he said something really touching to me. He had just been going through a tragedy in his life. He lost his wife of 60 years, and it would be insane and, again, insulting to be like, so the obstacle is the way, right? Like, how are you using this? That's not what the Stoics are talking about. But Francis did bring up to me how he was challenged by this and what he was challenging himself to do out of it.
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I lost his wife of 60 years, and it was sort of devastating. But there was a Marcus Aurelius quote that really lifted me, which was, don't know, literally, but you'll know it. You lose a loved one, honor her, and in a sense, try to be more like her, and then she'll live in your actions. And so my wife was very good, and. And I. I just try to be like her. And when I try to be like her, I. You know, like, she was very. If someone was alone or sick or something, she'd call them up and be comforting to them. And I'm not like that, you know, So I started to do that. People that I. I know, some guys my age who have no grandchildren are just there and call them up and say, how are you? And being like her? And they were so pleased, and so it's so kind. And I keep my wife in my life with Marcus Aurelius advice by trying to be more like her.
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You know, I think that's beautiful. I think that has a lot to teach us, and I think it's closer to what it means when we say that the obstacle is the way. It's something I try to apply in my own life, practically in my business and creative life, but also in the difficulties of my own life. And the last 10 years since the obstacle came out have been wonderful to me in many ways. I'd also say it's been a lot. It's probably been a lot for you, too, right? There were natural disasters and floods and fires. We opened this bookstore in the middle of the pandemic. Then there was a terrible storm that knocked out the power for several days and necessitated replacing the roof as water came pouring in. There was a long drought. That's ravaged the ranch that I live on. Of course, the pandemic, you know, lasted for many years and nearly killed the bookstore before it opened. I've had disputes with business partners. I had an employee who was caught embezzling. There were funerals and late night phone calls with news that you don't want to get. The company that I started at went bankrupt and it took not just a big chunk of my resume, but what was supposed to be several years of salary in stock options that I had earned. There was a falling out with family. There were hundreds of thousands of miles on the road as I traveled and worked. There was getting skunked on bestseller lists. There were creative differences. There was daily battles with procrastination. There was just life, right? Life is not easy. Life does not go the way we want it to go.
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Foreign.
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I think you'll love it. Your body will thank you for this investment in better sleep. Eight Sleep ships to many countries worldwide and you can see all the details@eightsleep.com Daily Stoic I remember in the early days of the Pandemic as the bookstore project went from this fun, exciting thing to a daily nightmare. In many ways. I wrote myself a note along these lines. I wrote 2020 is a test. Will it make you a better person or a worse one? That's what it means when we say the obstacle is the way whether the business would work or not, whether things would turn around or not, whether it would turn a profit or not. In some ways that was all dependent on things outside of my control, but who I was, whether I stayed true to what I believed, whether I grew and changed and learned from this experience, that's what the obstacle is the way means. And look, I think spending the time that I've spent on this Stoic Virtue series I started in 2019, a series on these cardinal virtues I did Courage is calling and then discipline is destiny and right thing right now. And I just finished and am putting out Wisdom Tate's work. I think I've come to more fully understand what the Stoics were talking about, what they were getting at when they said, the obstacle is the way life is. Always demanding one of these virtues from us, always demanding that we try to be a good person despite the bad things that have happened, telling us that we must be good in a world despite the bad things that have befallen us. And then also in good times, in the face of temptations and distractions, as well as the responsibility and obligations and obstacles again, that come with success and abundance, we have to be humble, we have to be disciplined, we have to be decent, we have to be generous. We have to stay true to our values. That's, again, what this idea means. Like, when I look at the world right now and I'm frustrated or alarmed by it, what I try to remind myself is that moments like these demand virtue from us. It's not how I would have chosen things to go, it's not how I want them to be. But I do choose how I respond to them. Here it is, right? And what are we going to do about it? Who are we going to be inside of it? Is this going to make you better or worse? That's the decision that we get to make. And I think a lot of this comes down to the ideas, to this virtue of wisdom, right? To be able to see it that way, to be able to understand and discern when and where to apply courage, how much discipline is required in a given situation, what is the right balance? And of course, to what ends are we applying courage and discipline? That's what justice is about. It's bittersweet. Finishing the series. Of course, when Gibbon finished the Decline and Fall of the Roman Empire, he talked about the sadness he felt taking leave of an old friend and companion. I don't feel exactly the same way finishing this series, because virtue isn't something that you ever finish or take leave of. But there is something strange about finishing it. But I know I'm better for having written it. The more we think about virtue, the more we apply it. The better we become. Not just creatively, but personally. If I was starting this series again, I would do certain things differently. That's part of wisdom, is you reflect back on the new things you've learned and you see how you would apply them differently and then hopefully you apply that differently in the future. But I will say that taking this deeper understanding of what it means to say the obstacle is the way, I notice that I am calmer, I am quieter, I argue less, I get upset less, I admit I am wrong more often. There's still a long way to go, and each new challenge challenges us in new ways. But I'm proud of the progress that I've made. And that's what the ancients wanted us to understand about virtue, that virtue wasn't a thing that you're born with, it was a kind of a craft, a thing that you get better at as you go. Aristotle says we become builders by building and we become herpists by playing the harp. He says similarly, we become just by doing just actions, temperate by doing temperate actions, and brave by doing brave actions. Virtue is a craft. So, yeah, sure, maybe it starts in the professional world. How do you get a little better at responding to bad news? How do you get a little better at taking advantage from seemingly frustrating or disappointing situations? How do you find the opportunities that others are missing? But then you gotta apply it at this deeper level. You gotta apply it to those truly challenging, truly life altering situations, the ones that at the surface level, it doesn't feel like there could ever be anything good in them, that feel devastating, that take you away from people or people away from you, that really scare you, that really rattle you. But in how we respond, we can make something of them. And that's the one part of life that we control. And that's what stoicism is ultimately about. Responding well to life, to the world, to unpredictability, to setbacks, to injustices, to problems and everything we're going to experience. To respond well means to respond with virtue, to turn the obstacle into the way, to turn adversity into advantage. That's what we're doing and that's what I understand now about what Marcus Aurelius meant 2000 years ago. Thanks so much for listening. If you could rate this podcast and leave a review on itunes, that would mean so much to us and it would really help the show. We appreciate it and I'll see you next episode. The world is full of tours, but.
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You don't choose a Toyota truck to.
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Follow the beaten path. You choose it to find the places in between the detours, where each adventure pulls you toward the next and wrong turns to the right. So why would you ever take a tour when you could take a detour?
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Toyota Trucks My family owns a 2023 Toyota 4Runner, and honestly, it's my favorite vehicle that I've ever owned around town. It's smooth and reliable, but where it really shines is on our trips into the backcountry. We've taken it on backpacking adventures to Colorado, New Mexico, loaded up with gear and never had to think twice about whether it could handle the terrain. That's what Toyota Trucks are built for off road confidence, rugged durability, and the freedom to explore. Toyota has a long history with the outdoor community, and they're committed to helping more people get out there and experience what nature has to offer. From remote trails to scenic byways, Toyota Trucks empowers you to take the detour, roam freely, and discover places that still feel wild and untouched. And they're not just making great trucks. They're working to expand access to adventure so more people can connect with the outdoors and pass that passion on to the next generation. Discover your uncharted territory. Learn more@toyota.com trucks adventure detours that's toyota.com trucks adventure detours.
Episode: Everything (And I Really Mean Everything) Is A Chance To Do This
Host: Ryan Holiday
Date: November 2, 2025
In this weekend edition episode, Ryan Holiday delivers a deep reflection on a foundational Stoic theme: “the obstacle is the way.” Revisiting Marcus Aurelius' famous passage, Holiday explores how life’s adversities—big and small—are always opportunities to practice the core virtues of Stoicism. Rather than seeing obstacles solely as chances for professional or personal gain, he suggests the Stoics saw them, above all, as chances to become better, more virtuous people. Drawing on personal anecdotes, historical examples, and a moving interview segment with filmmaker Francis Ford Coppola, Holiday underscores how even life’s most heartbreaking trials can become prompts for courage, justice, discipline, and wisdom.
On the core Stoic lesson:
“There’s not always a chance to make more money or to win an election, but there is always a chance for you to grow and change and practice virtue.”
(07:22, Ryan Holiday)
Francis Ford Coppola on grief and virtue:
“You lose a loved one, honor her…try to be more like her, and then she’ll live in your actions. My wife was very good…and so I started to do that—call them up and say, ‘How are you?’ And they were so pleased. I keep my wife in my life with Marcus Aurelius’ advice by trying to be more like her.”
(09:55, Francis Ford Coppola)
On the ongoing nature of virtue:
“Virtue isn’t something that you ever finish or take leave of... the more we think about virtue, the more we apply it, the better we become. Not just creatively, but personally.”
(17:30, Ryan Holiday)
On control:
“That’s the one part of life that we control. And that’s what Stoicism is ultimately about—responding well to life, to the world, to unpredictability, to setbacks, to injustices.”
(19:30, Ryan Holiday)
Ryan Holiday’s tone is candid, humble, and reflective—sometimes confessional. He is direct about his own misreadings and missteps, and shares personal stories with the same openness he brings to philosophical ideas. The brief appearance by Francis Ford Coppola adds a moving, personal voice to the conversation, using everyday language to convey profound emotion and wisdom.
This episode encourages listeners not to see Stoicism as a strategy for turning every negative into a worldly win, but as a call to answer adversity with virtue—always available, always within our power, no matter the external outcome. Holiday's evolving understanding of Stoic wisdom makes this an especially thoughtful and relatable listen for anyone facing life’s inevitable difficulties.