The Straitjacket of Conformity

On Tuesday night, president-elect Donald Trump announced that the richest man in the world, Elon Musk, along with entrepreneur Vivek Ramaswamy will head a new initiative in the Trump administration: the Department of Government Efficiency, or “DOGE.”

Aside from the very strange fact that internet meme culture has now landed in the White House—Dogecoin is a memecoin—more importantly, what the announcement solidifies is the triumph of the counter-elite. A bunch of oddball outsiders ran against an insular band of out-of-touch elites supported by every celebrity in Hollywood—and they won. And they are about to reshape not just the government but also the culture in ways we can’t imagine.

And there was one person I wanted to discuss it with. He is the vanguard of those antiestablishment counter-elites: Peter Thiel. People describe the billionaire venture capitalist in very colorful terms. He’s been called the most successful tech investor in the world. A political kingmaker. The bogeyman of the left. The center of gravity in Silicon Valley. There’s the “Thielverse,” “Thielbucks,” and “Thielists.” To say he has an obsessive cult following would be an understatement.

If you listened to my last conversation with Thiel a year and a half ago on Honestly, you’ll remember that Peter was the first guy in Silicon Valley to publicly embrace Trump in 2016. That year, he gave a memorable speech at the RNC, and many in his orbit thought it was simply a step too far. He lost business at Y Combinator, the start-up incubator where he was a partner. Many prominent tech leaders criticized him publicly, like VC and Twitter investor Chris Sacca, who called Thiel’s endorsement of Trump “one of the most dangerous things” he had ever seen. 

Well, a lot has changed since then. For one, Thiel has taken a step back from politics—at least publicly. He didn’t donate to Trump’s 2024 campaign. There was no big RNC speech this year. But the bigger change is a cultural one. He’s no longer the pariah of Silicon Valley for supporting Trump.

On the surface, Thiel is someone who seems full of contradictions. He is a libertarian who has found common cause with nationalists and populists. He likes investing in companies that have the ability to become monopolies, and yet Trump’s White House wants to break up Big Tech. He is a gay American immigrant, but he hates identity politics and the culture wars. He pays people to drop out of college, but, in this conversation at least, still seems to venerate the way that the Ivy Leagues are an indicator of intelligence.

But perhaps that’s the secret to his success: He’s beholden to no tribe but himself, no ideology but his own. And why wouldn’t you be when you make so many winning bets? From co-founding the e-payment behemoth PayPal and the data analytics firm Palantir (which was used to find Osama bin Laden) to being the first outside investor in Facebook, Thiel’s investments—in companies like LinkedIn, Palantir, and SpaceX, to name a few—have paid off big time.

His most recent bet—helping his mentee J.D. Vance get elected as senator and then on the Trump ticket as vice president—seems also to have paid off. The next four years will determine just how high Thiel’s profit margin will be.

Today: Thiel explains why so many of his peers have finally come around to Trump; why he thinks Kamala—and liberalism more broadly—lost the election; and why the Trump 2.0 team will be better than last time, with antiestablishment figures who are willing to rethink the system. We talk about the border, trade deals, student debt, Israel and foreign policy, the rise of historical revisionism, the blurry line between skepticism and conspiracy, and his contrarian ideas about what we might face in a dreaded World War III.

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