1. Podcasts
  2. The Daily Stoic
  3. You’ve Gotta Make Them Work For It
The Daily Stoic

20 Feb 2026 · 12m · 3 chapters

Episode artwork

You’ve Gotta Make Them Work For It | The Presidential Biographies You Can’t Afford to Skip

In short

In this episode of The Daily Stoic, Ryan Holiday discusses the importance of perseverance in the face of adversity and fear, drawing on historical examples and notable presidential biographies to illustrate his points.

Main points

  • Context of Contemporary Challenges
  • The episode addresses feelings of discouragement due to social issues such as authoritarianism and cancel culture.
  • It emphasizes the importance of not surrendering one's freedom of choice and thought preemptively.
  • Advice from James Stockdale
  • Stockdale, a former POW, advised fellow prisoners to resist their captors until absolutely necessary, inspiring the concept of making adversaries "work for it."
  • The message is clear: hold onto your will and focus until faced with unavoidable challenges.

Written by AI. May contain mistakes.

Chapters

0:45

Making Them Work For It

Discussing the importance of not surrendering one's power prematurely.

“come for you at some point, and you'll be forced to reckon with that use of force.”
1:57

Favorite Presidential Biographies

Exploring notable presidential biographies and their insights.

“I haven't read a biography of every president, but I've read most.”
10:31

Additional Presidential Biographies

Continuing to discuss various presidential biographies and their relevance.

“Also, there's a little bit of a Wilson biography here in Dead Wake about the singing of Lusitania.”
A man walking through an airport, asking his phone a question

Ask about this episode

Get the gist, explore an idea or ask about something said.

Claude

On The Daily Stoic, what are the key points of this episode?

Searching your listening

Transcript

Automatic transcript. May contain errors.

0:00Welcome to the Daily Stoic Podcast, designed to help bring those four key Stoic virtues, courage, discipline, justice, and wisdom into the real world. you gotta make them work for it it's depressing it's discouraging it's distracting all this stuff that's happening in the world all that's wrong in the world maybe you're worried about authoritarians destroying institutions we once trusted maybe you're worried about groupthink and cancel culture and chilling effects maybe this is making it harder for you to focus maybe this is making you afraid. But you know what you can't do? You can't give up your work, your freedom of thought, your freedom of choice preemptively.

0:43It may well be that the social media mob or the goons with guns come for you at some point, and you'll be forced to reckon with that use of force. But this is not that point. So why are you giving up your power voluntarily in advance? In the Hanoi Hilton, James Stockdale counseled his fellow prisoners of war that they would inevitably be tortured and almost certainly break under the torture. But, he told them, and this was the key, they needed to resist up until that point. They should make their captors work for it, he said. They should go as far as they could. They should not surrender until they had to.

1:21They had to make the guards work for it. The Stoics knew about tyranny. They knew about exile and torture and duress. But they also understood that for the time being, that is to say right now, they possessed a freedom of choice and they had to use it. They had to hold out. They should not give up out of fear or anticipation prematurely. They should not hand over their focus or their freedom until the tyrant actually made them. And this advice applies as much today as it did then.

1:56Favorite presidential biographies. I haven't read a biography of every president, but I've read most. And I'm going to give you some of my favorites. Okay, Truman, underrated president. You wouldn't think you would want to read 1 ,000 plus pages, but this David McCullough biography is incredible. It's not my favorite. My favorite Truman biography is Plain Speaking by Merle Miller, which I have upstairs in my office. It's out of print, but it's sort of an oral history of Truman's presidential administration and absolutely incredible. As Truman said, there's nothing new in the world but the history you don't know.

2:31McCullough's biography of Theodore Roosevelt is really good, Mornings on Horseback, but again, not my favorite. My favorite Roosevelt biography, this is Teddy Roosevelt, is The Rise of Theodore Roosevelt by Edmund Morris, which I actually bought on the same Amazon order as Meditations for the first time 20 years ago. Love this book. Very good. They say about Washington, the more you read about Washington, and the more you like him. And we should have Chernow's biography of Washington here somewhere, which I'm not seeing it, but Chernow's biography of Washington is very good. The more you read about Washington, the more you like him.

3:07John Adams, the more you read about John Adams, it's not the less you like if you just find him kind of annoying and you understand why some of his colleagues thought the same, but still very good biography. As far as Lincoln goes, this is Doris Kearns Goodwin's team of rivals, which is a classic for a very good reason. I I just interviewed her on stage a couple weeks ago, but I have a couple other Lincoln biographies that I like. Here's the Lincoln biography of as a writer, which is a look at Lincoln as a writer. This is Gary Wills' Lincoln at Gettysburg, which is all about the Gettysburg Address.

3:37And then these two books by William Lee Miller, Lincoln's Virtues and President Lincoln, which are biographies of him as a politician and then as a man of moral character. Very, very good. Love those. As I said, Chernow's Washington, quite good. Chernow's Grant is quite good, although I would say that Grant's memoirs, which is over there, is almost better than any biography you could read. It's so good that they thought that Mark Twain ghost wrote it. That's how good it is, so I would definitely read that. Not a presidential biography, but that's by choice. Sherman, the Sherman-esque statement where he refuses the the presidency is uh sherman's one of my favorites his memoir is equally good as grants not exactly a presidential biography but this book by about paul jennings he's a slave in the madison white house he's the one that saves the famous painting very very good i have that next to barack obama's memoir okay and then of course the gold standard of presidential biographies he is probably the goat.

4:41He is the goat and he is rushing to finish the fifth and hopefully final installment in the Lyndon Johnson series. I'm of course talking about Robert Caro, Path to Power, Means of Ascent, Master of the Senate, Passage of Power. The four amazing epic Lyndon Johnson books. Again, you don't think you want to read, what is it, it's probably 4 ,000 pages, close to 4 ,000 pages about Lyndon Johnson, but you do. They are as readable as any novel and what they are are sweeping histories, not just of the man and how we use his power and but also the time and place that he is from so the path to power is fascinating because it gives you like a whole like it starts like before people have even come to Texas he does this big sweeping history of each moment in time so these are all Pulitzer Prize winners number one bestsellers classics for a reason if you say hey I'm gonna read this whole series from start to finish and it's gonna take me three years that That would be a good three years of reading and be well worth it.

5:42These are just incredible, amazing books worth every page. And I would say Robert Caro earns every page. Why should you care about Lyndon Johnson? First off, because you could argue that that was the last time the Senate worked. When he was master of the Senate, as the third book is all about, when they actually passed real legislation. And then when he was president, he's the one that gets the civil rights legislation passed. you know his whole life had been about power his whole life had about his own ambition and then he'd been your standard southern racist politicians and yet the second he gets the presidency he goes and he says I want to pass Kennedy's civil rights bill and his advisors are like I think you should wait till later in the term or the next term and he says oh man what the hell is the presidency for as in to say what good is sitting in the seat if you're not going to use that power to do good and that's what Johnson did.

6:32But the tragedy, of course, of Johnson is that the same guy that creates the great society, the idea of the social safety net also gets us into Vietnam. And so it's not hero worshiping by any means. He's looking at what makes this person tick, what happened to him as a kid, what's broken in him, what's good in him. So it's just a masterful diagnosis and character study. And then also, I think some real lessons in a cautionary tale. One of the famous lines in this book is he says, you know, power doesn't corrupt, that's too simple. Kara says what power does is reveal and what it reveals in Lyndon John says is both much better than people think and in other ways much worse than people think and so is this is what biography is meant to do.

7:13It's history and psychology and character study psychology and all this other stuff. These are these are worth every page. Okay River of Doubt another good Roosevelt biography really good but then she has another book Destiny of the Republic which is about the assassination of President Garfield. You wouldn't think Garfield. President James Garfield would be an interesting president you would want to read about, but you would be wrong. Very good.

7:44Look, this is the time of year we try to get our health in order, try to get back on track, try to have better habits, put better things into our bodies. So maybe you're thinking about supplements. If you are, you know it's a confusing space. There's a lot of brands out there. It's a low trust category, not a lot of regulation, a lot of scammers, a lot of big unpronounceable ingredients. It's hard. And that's where Momentus comes in. And it's also what makes them stand out. They become a high trust brand in a low trust category. They weren't satisfied with the industry standard, so they built the Momentus standard, which is their commitment to doing things the right way, not the easy way.

8:24They use only the highest quality ingredients on the planet. Everything is based with clinically backed, highly bioavailable nutrients, no fillers, and no artificial sweeteners. Every product is independently certified by NSF for sport or informed sport, which means they test it for contaminants, heavy metals, banned substances, and verify for label accuracy. If you want to start this year with supplements, I can't recommend them enough. You can try their protein or creatine or omega-3. Those are all ones that I have tried. I've been taking the creatine lately. And right now, Momentus is offering our listeners up to 35 % off your first order with promo code DailyStoic.

9:03Head over to LiveMomentus.com and use promo code DailyStoic for up to 35 % off your first order. LiveMomentus.com, promo code DailyStoic. We are just getting back from a trip, so the fridge is empty. And we were like, oh, man, we got to go to the store. We're going to have for dinner tonight. and then I realized, no, no, no, wait, HelloFresh just came. So we took the HelloFresh meals out and we got to work. We love HelloFresh in our household because the meals are simple. You can make them on a busy work night. You can do it on the weekend. You can do it when you get to the end of your groceries.

9:38They have more than a hundred recipes every week, which is especially great if people at your home have allergies or preferences or they don't like to eat the same thing twice. You can always make just the right amount of food so everyone feels full and satisfied and there aren't a bunch of leftovers to deal with. And there's now three times the seafood for no upcharge. If you've got folks coming over for dinner, impress them with new grass-fed steak ribeyes. My kids love steak. HelloFresh always has delicious options with seasonal produce like pears, apples, and asparagus. When dinner tastes this good, nothing hits like home cooking.

10:11When we love home cooking with HelloFresh, and I think you'll love it too, just go to hellofresh.com slash stoic10fm to get 10 free meals and a free Zwilling knife, which is$144 value on your third box. Offer valued while supplies last. Free meals applied as discount on first box. New subscribers only. Varies by plan.

10:35Also, there's a little bit of a Wilson biography here in Dead Wake about the singing of Lusitania. And Wilson, another president, the more you read about, the less you like. Do you have a favorite presidential biography? Right, the people wrote that. Okay.

10:54Okay, you want some quick presidential trivia? Okay, this is a letter from like a week after Roosevelt became president. Dear George, I'm very much obliged to you, old fellow, for your letter on the 16th. I shall do my best to bear myself well. Executive Mansion. That's incredible. And then that over there is a ticket from Grant's funeral. Here's the first edition of his memoirs. As I said, very, very good. Okay, other presidential biographies that I like. I think my favorite Grant biography is Brooks D. Simpson's Ulysses S. Grant Triumph Over Adversity. That's about his early years. Very, very good.

11:32Eisenhower in War and Peace by Gene Edward Smith. Very, very good. A Thousand Days. This is a Schlesinger bio of Kennedy, very good. I prefer, as a shorter Kennedy biography, The Thirteen Days, which is written by his brother. As I said, here's River of Doubt. Love that one. Here's my original copy of Rise of Theodore Roosevelt, now 20-plus years old. Okay, great Washington biography. This is Cincinnati's. The myth of Cincinnati's, the great Roman general who becomes his name dictator and then resigns his powers after he saves Rome. This is a great Gary Wills biography about what that myth and that idea means to Washington.

12:19As far as Lincoln goes, Team of Rivals, as I said, David Reynolds and David Donald, two big epic bios of Lincoln. Very, very good. Oh, this one was good. This is about the women in Dito Roosevelt's life. Oh, Jimmy Carter, underrated, great president, loved these two books. This is Kai Bird's biography, and then this is Jonathan Alter's biography. However, it's hard to beat Carter in his own words. This is An Hour Before Daylight, which is about his boyhood. Loved this. Oh, here's Plain Speaking, my favorite Truman bio. Okay, biography of the other Roosevelt. This is FDR. This is called The Lion and the Fox.

13:08It's a political biography. It's again a biography. Kennedy famously said that people want their kids to grow up to be president. They don't want them to be a politician. But to be a good president, you have to be an effective politician. How did Roosevelt manage to change the country for the better? How did he actually operate effectively as a politician? That's not a thing people know enough about. That's what this biography is. Robert Greene recommended this to me. It's a great book. Here is Washington from Chernow.

14:02this isn't to sell anything. I just wanted to say thank you.

From the publisher

It’s discouraging. It’s distracting. All the stuff that’s happening in the world. But you know what you can’t do? You can’t give up your work, your freedom of thought, your freedom of choice pre-emptively.


🎥 Watch the video of this episode on Ryan Holiday's YouTube Channel: https://www.youtube.com/watch?v=kEgYzLYPmO4


📚 You can find all the books mentioned in this episode at Ryan's bookstore, The Painted Porch: https://www.thepaintedporch.com/


👉 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/


🎙️ Follow The Daily Stoic Podcast on Instagram: https://www.instagram.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, Twitter, YouTube, TikTok, and Facebook

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

More from The Daily Stoic

All episodes