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Home » Diary Of A CEO: w/ Pulitzer Prize Historian Anne Applebaum (Transcript)

Diary Of A CEO: w/ Pulitzer Prize Historian Anne Applebaum (Transcript)

Read the full transcript of Pulitzer Prize-winning historian Anne Applebaum’s interview on The Diary Of A CEO Podcast, May 11, 2026.

Editor’s Notes: In this episode of The Diary Of A CEO, Steven Bartlett sits down with Pulitzer Prize-winning historian Anne Applebaum to discuss the fragility of modern democracy and the subtle ways it can be dismantled from within. Applebaum shares insights on the five core tactics autocratic leaders use to capture neutral institutions, illustrating how democratic erosion often happens through legitimate elections rather than violent coups. The conversation delves into the rise of “high-end corruption,” the impact of global kleptocracy, and the specific ways in which current political shifts are challenging established systems in the West. Ultimately, Applebaum serves as a “demystifying force,” urging viewers to recognize the value of democratic structures before they are taken for granted or lost.

Anne Applebaum’s Journey: From Soviet History to Modern Democracy

STEVEN BARTLETT: Anne Applebaum, what is it you spent the last couple of decades of your life doing, understanding, studying, and sharing with the world?

ANNE APPLEBAUM: I started out as somebody who was fascinated by the Soviet Union. I went there when it still existed as a student. I was lucky enough to watch it fall apart. I was a journalist based in Warsaw at the time the Warsaw Pact came to an end. Then I spent some years writing history books, trying to explain how control was maintained over such a large space by so few people.

But all that time, I thought that what I was doing was writing stories about the distant past. I was analyzing a system that didn’t exist anymore. What’s happened to me in the last decade is that I’ve discovered that a lot of what I thought was over and done and belonged to some other era has come back.

Most people think democracies end with a coup d’état, or tanks in the street, or somebody shooting up the presidential palace. But actually, in the modern world, they mostly end because someone who is legitimately elected begins to take apart the system and take away the things that ensure free elections can continue. And I started watching that happen in multiple countries at the same time, and I saw this authoritarian instinct started to come back. And that’s what I write about now.

Is This Time Different? The Threat to Established Democracies

STEVEN BARTLETT: Are these just election cycles or is there something bigger at play here? Because I spend a lot of time reading articles from decades ago or hundreds of years ago. And in all times in history, it seems that there were problems, but it seems that the democratic system has a remarkable way every 4 years of clearing out what people weren’t happy with and putting something new in. Is this time different to the past?

ANNE APPLEBAUM: What feels different to me is for the first time in several established democracies, most notably the United States but not only, you have political parties who come to power with the explicit idea that they will alter the system in order to make sure that they can stay in forever.

The pioneer of this idea was Viktor Orbán in Hungary. He was elected legitimately with a big margin, and then what he did was slowly seek to capture the state. So what a democracy needs in order to survive, in order to maintain its stability, it needs a few neutral institutions. It needs independent courts, it needs an independent electoral commission, it needs independent media. In the modern world, it needs a meritocratic bureaucracy. So people are hired and fired to measure pollution or worry about traffic and road construction who aren’t cousins of the ruling party. They aren’t somebody’s friend, but they’re actual experts who understand how to do things. So you need those things to be in place, in order to ensure that each time there’s an electoral cycle, it’s a fair election.

And you see people who are elected who, once they had power, decided to take those institutions apart. If you think about democracy, it’s actually a very strange system. So you win an election, and in a democracy, you have to preserve the rules so that 4 years from now, your bitter enemies can contest you and maybe beat you again. You lose an election, you have to say, “Okay, we’re allowing our rivals to stay in power, but we trust that the system will remain fair, so 4 years from now, we can also contest them again.” So it requires a certain level of agreement about the nature of the system.

And when that begins to break down, then you begin to have imbalances, and then you begin to have elections that seem unfair to people, and then you begin to have a completely different kind of national conversation. And we can see that has happened in several places, and of course, most notably in the United States.

And because the United States is the largest democracy, because it’s played the role of leader of the democratic world, the influence of America on other countries is pretty profound. And so this idea that democracies can possibly break down is suddenly both horrifying people but also interesting to other people who say, “All right, if you can do it in America, you can do it here.”

Could It Really Happen in America?

STEVEN BARTLETT: There’s a part of me that just thinks that could never happen in America, and that’s obviously a bias that I have being 33 years old and not knowing a ton about history. I’m sure there are lots of people that think this is some sort of theoretical idea, but it would never happen in America because we would never allow America to not be a democracy. We wouldn’t allow a Russia situation where you’ve got Putin sitting in power for two decades or whatever.

ANNE APPLEBAUM: Sure, but there are systems in between Russia and liberal democracy.