Max Chafkin's acclaimed biography traces Peter Thiel's arc from his upbringing as the child of immigrant parents to his founding of PayPal and Palantir, early Facebook investment, and rise as a tech titan and political kingmaker. Designated a New York Times Notable Book and included in Fortune's Best Books of 2021.
The Story of Paypal and the Entrepreneurs Who Shaped Silicon Valley
Jimmy Soni
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2021
A narrative history of PayPal's founding and early years, with Peter Thiel as one of the main subjects. Covers key moments including the Musk-Thiel transition of power, the eBay acquisition, and Thiel's subsequent investments. Named New York Times Editors' Choice and Best Book of 2022 by The New Yorker.
Peter Thiel, Hulk Hogan, Gawker, and the Anatomy of Intrigue
Ryan Holiday
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2018
A biographical narrative of Peter Thiel's multi-year proxy war against Gawker through the Florida legal system, culminating in a $140 million settlement in favor of Hulk Hogan. Explores Thiel's financial leverage, strategic thinking, and the intersection of wealth, power, and media in Silicon Valley.
Richard Byrne Reilly's unauthorized microbiography examines Peter Thiel's business ventures, worldview, and impact. The work is structured around sixty-seven short chapters exploring Thiel's philosophy on technology, investing, and society. Published as ebook format.
Peter Thiel is the most ideologically loaded figure in Silicon Valley — a chess prodigy turned PayPal co-founder (1998, alongside Elon Musk and the rest of the “PayPal Mafia”), Palantir co-founder (2003, with Alex Karp), and the first outside investor in Facebook with a $500K check that became one of the most profitable bets in venture history. He now runs Founders Fund, which has quietly become one of the dominant AI-era investors, and Thiel Macro, his personal hedge fund.
For developers learning AI, Thiel’s fingerprints are everywhere. Founders Fund co-led a roughly $20B+ round into Anthropic in early 2026, backs OpenAI, Scale AI, Crusoe (AI-focused clean-energy data centers), and Anduril (founded by Thiel protégé Palmer Luckey). Palantir itself — long dismissed as a spooky government contractor — became one of the loudest defense-AI stories of the decade, and Thiel still holds roughly 4% of it. The Thiel Fellowship pays kids $100K to skip college and build; its alumni include Vitalik Buterin and a growing bench of AI founders.
The through-line is his book Zero to One, which treats competition as failure and monopoly as the only sane goal. If you’ve heard a founder say “we’re building a monopoly” with a straight face, that’s Thiel’s vocabulary. His core prompt — “what important truth do very few people agree with you on?” — is also a reasonable prompt for thinking about which AI bets actually matter versus which ones are crowd-chasing.
He is also genuinely controversial: he secretly funded the Hulk Hogan lawsuit that bankrupted Gawker, was Trump’s most prominent Silicon Valley backer in 2016, has bankrolled a generation of national-conservative politicians (including JD Vance and Blake Masters, his Zero to One co-author), and is openly skeptical of democracy. You do not have to like the politics to notice that his portfolio maps the frontier of AI and defense tech better than almost anyone else’s.
Gawker lawsuit (2016): Thiel secretly funded Hulk Hogan’s $140M invasion-of-privacy suit against Gawker, which had outed him as gay in 2007. The verdict bankrupted the outlet. He has defended it as justice; critics call it a billionaire silencing a press outlet.
Trump and national-conservative politics: Major donor and 2016 convention speaker for Trump, and a primary funder of JD Vance’s Senate run and other populist-right candidates. Has publicly questioned whether democracy is compatible with freedom.
Epstein correspondence: House Oversight emails released in 2026 revealed years of correspondence with Jeffrey Epstein and a $40M Epstein investment in Thiel’s Valar Ventures. Thiel has not been accused of wrongdoing, but the ties are uncomfortable.
Palantir and surveillance: Palantir’s ICE and military contracts have drawn sustained criticism from civil-liberties groups; Thiel has consistently defended the work as necessary for Western security.
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Spotify Podcasts
Peter Thiel Chooses Argentina, Government Overreach, and Lessons from History’s Financial Bubbles
Tom Bilyeu's Impact Theory
2026
The Secret Antichrist Running the Government
Camp Gagnon
2026
The Genius Behind the American Oligarchy
fern
2025
Part One: Peter Thiel and the Anti-Christ
Behind the Bastards
2025
Tim Dillon on Palantir, Peter Thiel's Antichrist Talks, and The Rich Wanting to Live Forever
JRE Clips
2025
541. Why We Stopped Progressing | Peter Thiel
The Jordan B. Peterson Podcast
2025
Ep 112: Peter Thiel on DOGE, Tariffs, Building Generational Companies & the Future of Civilization
Joe Lonsdale: American Optimist
2025
Apocalypse Now? Peter Thiel on Ancient Prophecies and Modern Tech | Uncommon Knowledge | Peter Robinson | Hoover Institution
Uncommon Knowledge
2024
Part One: How Peter Thiel Became the Gravedigger of Democracy