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Peter Thiel and the Triumph of the Counter-Elites
Bari Weiss and entrepreneur Peter Thiel talked this week in Washington, D.C.

Peter Thiel and the Triumph of the Counter-Elites

The Silicon Valley billionaire made big—and early—bets on Trump and J.D. Vance. What did he see that so many didn’t?

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

Internet meme culture has now landed in the White House. Dogecoin is a memecoin—and if you don’t understand that sentence, fear not—I am sure Nellie will cover it in TGIF tomorrow.

But what the announcement solidifies—if Trump’s win hadn’t already—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. They are about to reshape not just the government, but also the culture in ways we can’t imagine.

How they did that—and why—is a question that I’ve been thinking about nonstop since Tuesday.

And there was one person, more than any other, who I wanted to discuss it with. He is the vanguard of those antiestablishment counter-elites: Peter Thiel.

If you listened to my last conversation with the billionaire venture capitalist a year and a half ago on Honestly, you’ll remember that Peter was the first person in Silicon Valley to publicly embrace Trump in 2016. That year, he gave a memorable speech at the Republican National Convention that many in his orbit thought 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.

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 campaign. There was no big RNC speech this time around. 

But the bigger change is a cultural one: He’s no longer the pariah of Silicon Valley for supporting Trump. There’s Bill Ackman, Marc Andreessen, David Sacks, Shaun Maguire, and Elon Musk, among many other tech titans who have joined the Trump train. 

On the surface, Thiel seems full of contradictions. He is a libertarian who has found common cause with nationalists and populists. He invests 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 still seems to venerate the Ivy League.

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 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 have paid off, to say the least.

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

On Honestly, 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; why the Trump 2.0 team, with antiestablishment figures willing to rethink the system, will be better than last time. We talk about 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.

Click below to listen to the podcast, watch the full-length video below, or scroll down for an edited transcript of our conversation.

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