The Daily Stoic - BONUS | Ryan Holiday’s Office Tour: Books, Stoic Artifacts, and Daily Rituals

Episode Date: June 26, 2026

In this bonus episode, Ryan is takes you inside his office and walks through the books, objects, notes, and reminders that shape how he works and lives.🎥 VIDEO EPISODE| Watch thi...s episode here: https://www.youtube.com/watch?v=9ehDoHmXAVw🎟️ DAILY STOIC LIVE | Ryan Holiday is coming to a city near you! Grab tickets here |  https://www.dailystoiclive.com/🎙️ AD-FREE | Support the podcast and go deeper into Stoicism by subscribing to The Daily Stoic Premium - unlock ad-free listening, early access, and bonus content: https://dailystoic.supercast.com/✉️ FREE STOIC WISDOM | Want Stoic wisdom delivered to your inbox daily? Sign up for the FREE Daily Stoic email at https://dailystoic.com/dailyemailSee Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Transcript
Discussion (0)
Starting point is 00:00:00 Welcome to the Daily Stoic Podcast, designed to help bring those four key stoic virtues, courage, discipline, justice, and wisdom into the real world. I'm Ryan Holliday. I'm an author. I have a bookstore here outside Austin, Texas. And I'm going to take you through my office today. And to show you a couple of things, I think, explain how I work, how I think about what I do, and how I think about life. The most important reminder I have on my wall sits between two pictures of my kids. Here and here, I don't show their faces. But that's Dr. Oliver Sacks and behind him is a sign in his office that just said no. This was given to me by the sports psychologist Dr. Jonathan Fader. You develop a career by saying yes to everything, but you can only keep a career by getting
Starting point is 00:01:01 good at saying no to things. And he told me that there's something similar in baseball. a team psychologist for a bunch of baseball teams. They have a saying in the Dominican Republic, for instance, with baseball players, that you don't walk off the island. You only get there by hitting, by swinging at pitches. But once you get to the majors,
Starting point is 00:01:17 you have to learn pitch discipline. You have to learn when not to swing. And so this is a reminder to me that it's really important. As I sit here, I check my email, I'm working on stuff, that I not only have to say no to be really good at my job, but that when I'm saying yes to stuff, I'm saying no to these two people, who I've already promised
Starting point is 00:01:35 my best time to, who I've already promised my best self to. And actually I have another reminder of this that I keep here from the great human cloud. You sent me this in 2020. It says a little drawing. It says like an asshole, I took him, her, it for granted. You've got to remember that when you are saying yes to things, you are saying no to things. And most importantly, when you were saying no to things, Marksuras talks about this in meditations, you are saying double yes to the things that actually matter.
Starting point is 00:02:03 And I have two other kind of reminders to say no, these are kind of cool. This is a memo from the Truman administration. This is the inter-office communication, the secretary is writing. Since the president will be out of office when this celebration will be held, how do you think that we should answer it? Should we say that because of many similar requests, the president must ask to be excused? And then here it is underlined by Truman himself.
Starting point is 00:02:27 It says the proper answer is underlined that they should say the president must ask to be excused. And then here's another one. I regret that I cannot comply with your request. It is long with my policy not to respond to questions. I received so many similar requests to yours that I could not keep up with all of them. I hope you will understand. It's signed Harry Truman.
Starting point is 00:02:44 Actually, I have a third one that someone gave me from Truman. It says here, your question will be answered in the book I am getting ready to publish as soon as possible. So you let the books do the answering for you. I think that's a pretty good policy as well. I don't keep all my books in my office, but I keep some of them. These are all books for the book I am working on right now. Those are international editions of my books.
Starting point is 00:03:12 Those are some signed books. These are all my philosophy books. And here is biographies. Books are made out of books. So I try to keep the books that I rely on or use the most here in the office. I keep most of my novels at home, so I like to reread them. But part of the attraction of setting up this bookstore and office space, as I told my wife, I'd take some of my books out of our house. We'd have a little more room.
Starting point is 00:03:37 But I have books here. I have a balcony. Got Civil War and War books here. These are books you can see from downstairs in the bookstore, but you can't touch because they're just mine. Ebooks are nice. Audio books are great. But I like books that I can keep on my shelf as trophies. I like to be able to go back to them.
Starting point is 00:03:58 pick them up to be able to refer to them. I like the ongoing relationship with the physical form. These are books that I've pulled off the shelf and used over and over and over again when I'm looking for something, going through my note cards. So these are my philosophy books over here. These are biographies. If I don't want to keep the book, if I have no interest in keeping it, it says something to me about why I was reading it in the first place. I was asking some people at the staff meeting for Daily Stoke the other day if anyone uses what-not. And apparently, I'm way out of the loop because not only did a bunch of them use it, they raved about it. And look, when you check out the app, you sort of get it.
Starting point is 00:04:37 It's really exciting, honestly. They're seeing all these sales happen in real time, and you see the face of the person who's selling it, which is, of course, not really what online shopping typically is. If you don't know what whatnot is, it is the largest dedicated live shopping platform, beauty, collectibles, electronics, luxury, fashion, even cookies. And there are people there selling. and stuff building real thriving businesses. And anyone can start selling on whatnot, whether your business is very big, very small, whether it doesn't even exist yet. People selling on What Not
Starting point is 00:05:10 sell 10 times more than other major marketplaces because you're not just listing products. You're building a real connection with your buyer. Check it out today. You just go to What Not in the App Store. That's W H-A-T-N-O-T. W-H-A-T-N-O-T. What-N-N-O-T in the App Store. Download it and you can start selling right away. what silently kills sales teams, the inability to see what's happening in their pipeline. And part of the reason they can't do that is because they use software or CRM that's so complicated that people don't even log in. I do this all the time. You get some tool and you're like, I'm going to use it. And then it's so complicated, you don't use it. And that's where today's
Starting point is 00:05:48 sponsor, Pipe Drive comes in. It's an easy, intelligent CRM loved by growing sales teams and most important, actually used by them. Pipe Drive gives your team one complete trusted record of every customer in deal. It's all centered around a visual pipeline where you can see everything, what stage a deal is in, what needs to happen next. And then you've got complete clarity on your entire sales process in a glance. It's fast as set up, easy to learn, and genuinely delightful to use. Switch to a CRM built by salespeople for salespeople and join over 100,000 companies already using Pipe Drive. And RLink gives you an exclusive 30 days free instead of the usual 14-day trial. No credit card or payment needed. Just head over to pipe drive.com slash stoic to get started.
Starting point is 00:06:35 That's pipe drive.com slash stoic. You can be up and running in minutes. I keep some little note cards here on my wall. One of which is kind of my why. To me, this is like a guiding principle that I want to think about. This says, am I being a good steward of stoicism? Like, I didn't invent the philosophy that I write about. It's not mine. I possess no ownership of it, but I am associated with it because of the success of the books, because of social media. I just try to remind myself that like somebody else will be sitting in this chair at some point, right? Somebody else will be associated with the philosophy in the future. That it's a long tradition. I think it's important that you take the job you do seriously, but not yourself. And I just try to
Starting point is 00:07:21 remind myself that like, this isn't mine. I don't own it. I have to represent it as well as I can. I have to try to live up to it. Mynuch says about fighting to be the person that philosophy tried to make. That's what I'm doing here. This guides the kind of content I will and won't make, the kind of products I will and won't make, how and when I publish my books, the effort that I put in. Am I living up to the expectations and the standards of what I talk and write about? That's one of the things I want to think about. And then I have a couple more that sort of guide me. I try to have a why or a through line on each of the projects that I'm working on. Somehow this one got wet. This is Hemingway. It says, do not worry. You have always written before and you will write again. All you have to do is write one true sentence, right? The truest sentence. sentence that you know. That was one on a project I was struggling with. Another one from Martha Graham, never be afraid of material. The material knows when you are frightened and will not help. This is, I'm doing this work of nonfiction right now. Historical writing, which is not literature, is subject to oblivion. That's Paul Hogan. This is from a different novelist. The sidelines on
Starting point is 00:08:22 the life of every great man are interesting. It's a reminder to me to go down different rabbit holes. This is an Italian writer. Who in our day can penetrate the hearts of the ancients? Who can bring life and light again to a mind long since removed in death. Who can elicit their meaning? A divine task that not human. And he says, it is therefore my plan of interpretation first to write what I learned from the ancients and when they fail me or when I find them inexplicit to set down my own opinion. I feel like that's kind of what I'm doing. And then here I have one. This is an exchange with me and the great General Mattis. I was writing him at some moment when it felt like the world was coming apart. He said John McCain used to joke to him that was always darkest just
Starting point is 00:08:59 before it turned darker. Keep the faith, hold the line. So I try to have some, like a sports team, I try to have reminders of the values and principles that I'm trying to live and write with. Okay, so this is it technically in my office. We keep it in the studio because someone asked me about it on the podcast. In 2017, I was a producer on an album. I worked on the liner notes. I'm not good at music at all. But I was a producer on an album that won a Grammy. Like I literally went to the Grammys walked the red carpet and then our album won. We went on stage and accepted it. They only gave us one Grammy and then you could apply for like a certificate. There are so many producers. They don't give everyone a Grammy. And also there's two different Grammy awards.
Starting point is 00:09:41 There's like all the ones you see on TV and then there's a smaller ceremony for the hundreds of other Grammys before. The point is I could have gotten this paper Grammy and put it on the wall. Instead I was like, you know what I'm going to get my own Grammy and I'm going to say what it actually means. And so it says National Academy of Recording Arts and Science is Ryan Holiday. Best Large Jazz Ensemble album 2017 and then I says when you die this will go in the trash alongside all your other accomplishments you know it can be easy my publisher sends me little plaques and things right like this is um this is from my UK publisher when I sold a million and a half copies in the UK this is spring 2023 like I think it's cool it's a cool accomplishment but like
Starting point is 00:10:17 what are my kids going to care about that maybe it's one of the ones they'll keep but maybe it won't right here's a hundred thousand orders from daily stillics store or or there's my YouTube plaques. I guess my kids were vaguely impressed when I got YouTube plaques, so maybe they would actually keep those if something happened to me. But the point is, when you achieve and accomplish things,
Starting point is 00:10:38 it's a very privileged problem to have, but the things start to stack up. Okay, you hit the best sell list and then they send you a framed thing. Like I literally have more of them than I know what to do with. My wife does not want any of them in our house. And so I was just trying to remember
Starting point is 00:10:52 as kind of a joke that like all these things are cool. And it is cool, walk down the hall and go, I did that. That accomplishment was a lot of work and there was payoff for it and that's great. But it's also a reminder that at the end of the day, not only is it junk at some level, it's forgettable. It doesn't mean as much as you think it means. And that if that's why you did it, if that need to be recognized and remembered and celebrated for the thing, that was the motivating factor the Stokes would say, you're going to be sorely disappointed when you realize what it's actually worth, which is not much.
Starting point is 00:11:25 So I sit in a little bit of magic every day. This is Joan Didion's chair. Next door, I'll show you. I also have Joan Didien's table. She's from Sacramento. I'm from Sacramento. I just like objects that have a story to them, something with a little bit of history and sacredness to them. And so it feels good to sit every day in the chair of someone who is one of the best to ever do it. I know it doesn't really mean anything. It doesn't convey any magic, but it went up for auction and I thought it was pretty cool. So it's not the most comfortable chair, to be perfectly honest, but maybe there's a little small. Stoak lesson in that. Mark Shrelius would famously sleep on a hard mattress. I sit on this hard-ass chair and I try to think about who sat in it before me. So I do all my research on note cards. I'm doing the book on Stockdale right now. These are the note cards from that. When I did my Four Virtues book, I printed out these note cards and for almost 20 years now I've kept a commonplace book in in these note cards. Each book I do has note cards. So like this is the project I'm working on now. This stuff's here laid out on the table.
Starting point is 00:12:35 This is the book I'm doing. This is the layout for the book. Every time I read a physical book, I go back through it. I put the ideas that I need to take out from it onto my note cards. And then those note cards come with me when I'm traveling and I'm writing. Or those note cards sit on my desk here
Starting point is 00:12:51 and I'm writing. So for me, the note cards are the building blocks, the pieces of the puzzle that go into each book. And I have one for each book here. I'll show you next door. This is future projects. Here's the courage book. Here's the justice book.
Starting point is 00:13:08 Here's the discipline book. There's Ebo as the enemy. Wisdom books down there. That's stillness. That's growth hacker, I think. Trust me, I'm lying's in here somewhere. So each one of the books is one of these boxes. And there's even a beautiful Joan Didian essay
Starting point is 00:13:23 called On Keeping a Notebook where she taught about that she would keep note cards, not only she's doing a script or a screenplay, but she would write down things that she found in the course of her life. And she talked about how a journal or notebook is a way to keep in touch with who you used to be, right? And sometimes I go back through these note cards, some of these books like this one here. These are note cards. Some of these are 20 plus years old of just different notes that I've kept since I was in my early 20s. I pick up these cards and I see things that I took pains to turn. to write down how long ago and what was what I was thinking about why I was thinking
Starting point is 00:14:00 about it, why I decided to write down, this note about dogs or the animals killed at Nero's games in Rome or this is a pliny. It's true that what he wrote will not be eternal or at least I didn't think so. Still he wrote them as if they would be. It's a great line. These are notes about writing. This is Marshall, the Roman poet. Forgive me, it's not worth my way. while dying to earn your critical smile. Oh, here's Joan Didion. That's so funny. People tend to forget that my presence runs counter
Starting point is 00:14:31 to their best interest, she was saying as a journalist. And it almost always does. That is the one last thing to remember, writers are always willing to sell somebody out. Maybe she wrote that down sitting in that chair. Kind of crazy. So I have this print here. We actually made this for the bookstore
Starting point is 00:14:50 a couple of years ago. I don't know if we still sell it, but it's a great line from having way. He famously said that the first draft of anything is shit. And here it is, sort of illustrated as an idea. It's very tempting or easy to accidentally compare the thing you're in the middle of to something that's finished, either that you've finished or that somebody else is finished. And that's just not fair. That's not how it works. You have to remember that everything was terrible at some point. Everything was partially done at some point. Everything was a blank page at some point.
Starting point is 00:15:21 And if you remember that first drafts are supposed to be crappy, you're supposed to be working stuff out on the page. I try to remember where this bookstore or Daily Stoic or the YouTube channel where it was at the beginning, where it was for the first several years. You're getting better as you go. And this, this Ira Glass talks about the taste and talent gap. Often your taste is better than your talent in the early days of what you do or even in the early days of a project. And so you have to get comfortable being bad. You have to trust the process. And if you can't, you get stuck and that perfectionism becomes a kind of paralysis, those high standard, actually prevent you from getting better and better because you're so convinced
Starting point is 00:15:59 that what you're doing right now isn't good. It's not supposed to be good. So I try to remember what a first draft is supposed to be, which is a part of the process, a step along the way to get into where I want it to go. Okay, so this pine cone, this is a pine cone from a lodgepole pine and it looks like an ordinary pine cone. That's because it's opened up. It's called a serotonous pine cone. It's covered and this waxy resin. For it to work as a pine cone is supposed to work, it has to be exposed to heat. I don't just mean like everyday heat. I mean like the heat from a forest fire. So basically, the thing that you would think would be the worst thing to happen to a tree, which is a fire,
Starting point is 00:16:42 is actually necessary for this tree to recreate, for the next generation of trees to come. It is, to me, a perfect metaphor of both creative destruction and the idea that the obstacle is the way. You think you want to avoid adversity and difficulty. You don't want to be put to the fire. But in fact, the fire is there to help you open up, to melt off that covering, to make new growth and new things possible. This is just a lovely reminder.
Starting point is 00:17:06 I also think it's funny. I bought this. I've never actually seen a logical pine in person that I know of. Some lady just sells these on Etsy. She puts the pine cones in the oven and open up. I just think that's hilarious. So I bought a couple of these just as a reminder. So this is also, to me, a great embodiment of the Stoic idea
Starting point is 00:17:23 of Amorvatia. Right? March Rueh talks about how what you throw on top of a fire becomes fuel for the fire, right? That it turns everything to flame and bright, brightness and heat. It can also turn it into something beautiful and new and fresh.
Starting point is 00:17:43 This is a picture of me and my grandfather. I made me 12 or 13 there. I had some other pictures. Let's see. I had some other pictures in my house and in my office of me as a kid, my therapist told me should do it. She says, you know, it's easy to lose touch with your inner child. And part of what we're trying to do as adults is heal that inner child, be a better parent to ourselves so it can be a
Starting point is 00:18:05 better parent to our kids. Because you so easily lose track of who that person was, what they looked like, what they felt like, what it was like to be five or six or 15. And those reminders are helpful to me. So I have a couple of those. And then it's also to me a reminder of the passage of time, how recent that was and also how long ago that was. And that's a powerful reminder as well. Okay, so this is a reminder on the way up to the office. I took this from the creator of Perse. It says sense of urgency, which is his reminder that, look, you don't want to rush things,
Starting point is 00:18:43 we also don't have unlimited time. To me, that tension of Fistina Lente, like make haste slowly, and then also like hustle, hustle. I think about this going into like fulfillment and stuff, like, how long are we going to make people wait before we put their package? in the mail. How long am I going to wait to answer that email that I need to respond to? How long are we going to wait until we ask the best for ourselves, as Epictetus talked about? So a sense of urgency is something that's got to shape who you are and what you do. That's one of our values here at Daylostoe.
Starting point is 00:19:15 I have this chunk of a tombstone here to keep behind my desk. I used to keep this on the mirror in my bathroom, but we changed your bathroom and there wasn't space for it anymore. I don't know how this came to be sold. on the internet I don't want to know I just know that at some point a dad a parent a living person they passed away and this is all that remains from that memorial it's a Memento Mori right the Stoics want to remind us that life is short that life is unpredictable that none of us are here forever that's what Memento Mori means and in ancient art and in philosophy these reminders are
Starting point is 00:19:51 everywhere here's an illustration by Salvador Dali of Montaigne doing a Memento Mori staring at death for a second. The idea is that you reflect on your mortality, you put up things that humble you and remind you of the fragility and the shortness of life to give you perspective, to give you urgency, a sense of urgency, and that these reminders are important and powerful and this is to me a reminder in the end of all the things that really matter to you as well. So anyways, that's my office in a dozen or so objects. I thought as I wrap up I'll give you rapid fire some other cool ones.
Starting point is 00:20:30 Maybe we'll do another video about this if you guys like it. What do we have here? This is the last page of Stephen Presfield's manuscript for Gates of Fire, which is pretty incredible. This is the first manuscript page from Walker Percy's Lancelot, one of my favorite novels. That's a Memento Moria, a ticket from General Grant's funeral. There I've got a print or a wax painting of Sherman,
Starting point is 00:20:54 one of my heroes who I wrote about in Ego is the Enemy. The Great Garland Robinette, who was on the day Stoog podcast painted me this little portrait of Walker Percy one of my favorites there's my Marcus Aurelius one marks you know this reminder waste no more time arguing what a good man is like just B1 this is a fossil my son found I got some money this is the first little bust I bought of Marcus Aurelius it's from the 1800s this is a hand chipped tool or axe from a Paleolithic man think about the passage of time that's pretty cool to hold
Starting point is 00:21:30 This is a Roman penknife. Just think about somebody opening mail or a package or cutting something with this. 2000 years ago, that's pretty cool. That's a chunk of the White House that Truman took down to the studs. This is a signed edition of The Road Not Taken by Robert Frost. And then the final thing. I have like in a locker room or right before you run out on the field in a sports stadium you have the four virtues of stoicism. Courage, discipline, justice, wisdom, I like to see it as I go up and down the stairs every day.

There aren't comments yet for this episode. Click on any sentence in the transcript to leave a comment.