


Ryan Holiday discusses a book about America as an empire, recommending it and using its history to argue that understanding the past clarifies the present and that colonialism/territorial control is a costly, immoral strategy.
Ryan Holiday (host/author of Daily Stoic; also runs The Painted Porch). Daniel Radcliffe is mentioned as a raving reader of the book, but he is not interviewed in the transcript.
Colonial wars drove U.S. and other empires; owning/subjugating territory is inefficient and breeds enemies. The U.S. learned the wrong lessons after WWII (Vietnam as a failure). Lend-Lease created enduring bases that give the U.S. leverage; critics calling it a “free ride” miss that the U.S. benefits.
Pacific guano used for gunpowder; Pearl Harbor context via Philippines/flag; U.S. colonial violence in the Philippines (Mark Twain/Pershing references); Puerto Rico medical experiments; Lend-Lease bases; Truman nearly assassinated by Puerto Rican nationalists; Thoreau’s civil disobedience against the Mexican-American War.
Written by AI. May contain mistakes.
Exploration of the historical insights from a book praised by Daniel Radcliffe.
“comedy with NBC because they also had the Super Bowl.”
Discussion on America's historical colonial actions and their implications.
“it opens you up to not just undermining your values, but it makes enemies of people.”

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On The Daily Stoic, what are the key points of this episode?
Automatic transcript. May contain errors.
0:00Ryan Holiday: When we open the bookstore, we have Tracy's down the street. One of the things that happens when you have a business is like you get all these people that are trying to sell you these different products and services. Oh, this is the right platform. This is the right tool. This is what you should use. Most of it's not good. Most of it's a scam. Most of it doesn't help. But the most important choice we made with the Paint and Porch, other than physically where we were, was using Shopify. We have used Shopify for over a decade, first with Daily Stoic, now with The Painted Porch. It's a choice we've never regretted.
0:33Ryan Holiday: It's a major part of the business, and we wouldn't have succeeded without it. They've grown with us over the years. We've grown with them for almost 10 years now. It's great. And we're not the only ones using it. Shopify is the commerce platform behind millions of businesses and brands all over the world. They do 10 % of the e-commerce in the U.S., from household names to Gymshark and Allbirds to little brands just getting started and little things in between, like Daily Stoic. Everything is all in one place, making your life easier and your business operations smoother. And if you get stuck, Shopify is always around to share advice with their award-winning 24-7 customer service, which we have used many times at Daily Stoic and with The Painted Porch.
1:18Ryan Holiday: It's time to turn those what-ifs into sales with Shopify today. Sign up for your$1 per month trial today at shopify.com slash stoic. Go to shopify.com slash stoic, shopify.com slash stoic. Welcome to the Daily Stoic Podcast, designed to help bring those four key stoic virtues, courage, discipline, justice, and wisdom into the real world.
2:15comedy with NBC because they also had the Super Bowl. So they sent me to that and I got to go. It was awesome.
2:20Ryan Holiday: So Daniel Radcliffe, Harry Potter has been raving about this book. I just want to co-sign on this recommendation because it is an incredible book that not only changed how I understood America, but it changed how I understood the world. The way to understand the present moment is almost always by better understanding the past. For instance, did you know that in the 1800s, there was a race to take up islands in the Pacific and all over the oceans that were covered in bird shit because that bird shit guano was a critical ingredient in making gunpowder. So many of the wars in the 19th and the early 20th century were a product of colonial wars before that.
3:01Ryan Holiday: These empires were fighting over these obscure islands that weren't even inhabited because they wanted to own the bird shit that they could use to make weapons to fight over other more valuable pieces of land. One of the most interesting things I took from this book is at the beginning, he's talking about how when America is attacked at Pearl Harbor, Roosevelt gives this famous speech. He says, you know, this was an act of war. Japan attacked America in Hawaii and also attacked the Philippines, except for from Japan's perspective, the Philippines were also America. It was just attacking America in two places.
3:38Ryan Holiday: The American flag was still flying over the Philippines. We'd given it back to the Filipinos, but we were still ruling it for like a 10-year interim period before we handed it off. Douglas MacArthur grew up in the Philippines. He was almost more Filipino than he was American. And I think it's worth saying, though, although this book shows some of the horrible things that America did as a colonial power, it also makes it clear that not all Americans were on board with this and that other americans andrew carnegie mark twain some luminaries of the time were adamantly opposed to say annexing the philippines right america is saber rattling threatening its neighbors about overtaking greenland this feels like a throwback to the 1700s and the 1800s and the early 1900s and indeed it is and so to better understand that you should understand that period and you should also understand the lessons that were learned from that period, from the mistakes and the injustices and the wars and the disasters that came from it.
4:41Ryan Holiday: One of the most powerful things that America learns coming out of World War I and World War II, two wars that were essentially about colonialism, is that actually owning the territory, controlling the land, subjugating the people is a stupid strategy. It's not effective. It's not efficient. it opens you up to not just undermining your values, but it makes enemies of people. We famously didn't learn this lesson so well, Vietnam wouldn't have happened had we fully understood it. We ended up backing the French as they attempt to regain possession of Vietnam after the Second World War. And then we replaced them and we told ourselves we were fighting communism.
5:21Ryan Holiday: Really, we were fighting to preserve the remnants of colonialism. But this is just an amazing book. I think the title is funny. It gives you a peek into how what a great job the author does at making a seemingly dry or academic subject really, really interesting. And look, how desperately do more people need to know and read about this book? People claiming that Bad Bunny is not an American. They need to have a better sense of America as an empire. And Daniel rightly highlights the Puerto Rico chapter, which is particularly haunting. There's all these terrible medical experiments that we did on Puerto Ricans as if they were not only not Americans, but somehow not human beings.
5:58Ryan Holiday: I just actually had someone grab my copy off the shelf. Let me see some of the stuff I liked in here. I always mark the pages of books that I read and I marked a bunch of them. But to me, the powerful sign about how good a book is is whether it stays with you. Oh yeah, there's a great chapter in here talking about the difference. Kipling and Twain are both friends, but he points out how they had a very different view of colonialism. And so he obviously talks about the white man's burden, which is interesting, something that Twain sort of disputed long before some of the famous photos coming out of Vietnam, the one with the gun in his head, the napalm photo.
6:34Ryan Holiday: There's this famous photo in 1906, a trench filled with bodies in Badaho. We abolished them utterly, Mark Twain said, leaving not even a baby alive to cry for his mother. And then Pershing said famously, I would not have that event on my conscience for the fame of Napoleon. And what we did in the Philippines was horrendous. Those critics were absolutely right to warn about how badly it was going to go. What a moral quagmire it would put us in replacing one colonial power by becoming one ourselves. There's a great chapter in this book in Lend Lease for people now who are sort of like America first, isolationist, not understanding that what America did by coming to Britain's rescue in World War II, the Lend-Lease Act, and then what we ended up getting to were rights to bases all over the world, priceless real estate that allows America to project its power in the world by, but only controlling small bits of territory, not the whole country, not needing to subjugate people, letting there be free determination.
7:37Ryan Holiday: And that the act of rebuilding Germany, the act of rebuilding Japan, this wasn't simply an act of charity. This wasn't altruism. the bases that America has there allows it to be a superpower. And then the ongoing maintenance of that relationship. Trump sometimes complains that these countries are getting a free ride. What you understand reading this book is we're the ones getting the free ride. We have the great deal. No other country has stuff like that. And certainly to set up those relationships now would cost far more than whatever the terms were in the 1940s and 1950s. And with Puerto Rico, how many people know that President Truman was almost assassinated by Puerto Rican nationalists.
8:18Ryan Holiday: There was a shooting in, I think, like in Congress about it. Oh, and it's so funny. I always define a good book by whether I get another book out of it. It wasn't till towards the end of this book that I read this little passage about Hoover loving to fish. It says Hoover's love of fishing, an activity he revered for the quieting of hate, hushing to ambition, and a promotion of meekness. I ended up finding a book that Herbert wrote about fishing, which was this lovely, sweet, sort of soul nourishing book. Just to make this a good video, I'll connect you to two other books that I absolutely think you should read.
8:53Ryan Holiday: There's this book, War is a Racket by General Smedley Butler, the most decorated Marine in US history. He fought in those colonial wars and he came to understand what they really were and what they were really about. And he spoke out about it. And there's another book about him, a biography about him that pairs well with this called Gangsters of Capitalism that I would recommend. But definitely read this book. Henry David Thoreau's Civil Disobedience is included in this one. People forget that Thoreau going to jail and civil disobedience. What was that about? That was in resistance to the Mexican-American War, which Thoreau rightly understood was part of the expansionist slave powers trying to turn America into a slave empire.
9:37Ryan Holiday: They had designs not just on Mexico, but Puerto Rico, the Dominican Republic, Cuba, all of Canada. They wanted to expand and expand slavery, and they saw America as a future slave empire. Thankfully, that didn't happen. So anyways, couldn't recommend this book highly enough. You should absolutely read it. Helps you understand what's happening in the world. And if more of our leaders in Washington read this book, maybe we wouldn't be making some of the fatal mistakes that we are making right now.
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In a recent interview, Daniel Radcliffe talked about the book "How To Hide an Empire" which has been one of Ryan's favorite reads lately. Here are some of his takeaways.
You can grab a copy of How To Hide an Empire at Ryan's bookstore, The Painted Porch: https://www.thepaintedporch.com/
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