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Jacobin Investigation: Jeffrey Epstein Spent Five Years Pursuing Peter Thiel, Brokered Him Into Trumpworld in 2016, and Stayed in His Orbit Until 2018

On April 30, 2026, Jacobin published an investigation reconstructing the relationship between Jeffrey Epstein and Peter Thiel — the venture capitalist whose protégé J.D. Vance is now Vice President of the United States. The reporting, drawn from emails and documents in the public record, traces a five-year courtship by Epstein (August 2009 to March 2014) before LinkedIn co-founder Reid Hoffman finally connected the two men. From 2014 through 2018, Epstein and Thiel maintained frequent email contact, took phone calls, and met in person.

The relationship was substantive, not casual. Epstein offered to invest between $50 million and $100 million through Thiel's funds; Thiel accepted. Epstein sought Thiel's tax advice, and Thiel told him: 'I never question your judgment on tax-related issues.' Thiel arranged meetings between Epstein and the cofounders of Valar Ventures, his European venture firm, and advised Epstein to invest $10–20 million. When Epstein's name was problematic for a Bitcoin-mining venture, he used Thiel's name to legitimize the investment.

Epstein actively brokered Thiel into Trumpworld. He encouraged Thiel's prominent role in the 2016 Trump campaign, called the move 'Fun,' praised Thiel during the 2016 RNC convention, and asked: 'Are you enjoying raising your public profile?' He advised Thiel to cultivate a closer relationship with Trump through real-estate investor and Trump fundraiser Tom Barrack. Six months into Trump's first term, Epstein asked Thiel: 'Are you still playing with Donald?' He warned Thiel about Trump's vindictiveness after a critical Buzzfeed article.

Epstein also opened, or tried to open, a remarkable foreign-policy and intelligence rolodex for Thiel. The list of people Epstein facilitated or attempted introductions with: Bill Burns (future CIA director), former Sen. Bob Kerrey (Senate Intelligence Committee), former Israeli PM Ehud Barak, Russia's UN Ambassador Vitaly Churkin, former Russian official Sergei Belyakov, and Thorbjørn Jagland (Council of Europe Secretary General), plus various European, Middle Eastern, and Asian officials. When the 2015 Roberts/Andrew/Dershowitz lawsuit alleging an Epstein sex ring went global, Thiel's response was sympathetic to Epstein's 'bad press' and offered to share strategies for managing negative publicity. Privately, Epstein dismissed Thiel to Larry Summers as 'autistic, no global sense' — even as Epstein worked to expand Thiel's influence.

The relevance is not historical curiosity. Thiel is the political and financial mentor to J.D. Vance — vice president, Trump's likely heir, and the funder behind much of the post-2022 GOP realignment. Thiel also funded Senate runs for Blake Masters (his former business partner) and is publicly connected to Steve Bannon and Reid Hoffman's broader network. The Trump–DOJ Epstein-files transparency fight remains unresolved: 2.5 million pages of the 6 million pages reviewed by DOJ are still withheld, and Acting AG Blanche has been sued by Katie Phang to enforce the Epstein Files Transparency Act. The Jacobin reporting reframes 'who is in Epstein's network' to include the financial and political infrastructure under and adjacent to the second Trump administration.


  • 01Jacobin investigation published April 30, 2026: documents Epstein-Thiel relationship 2009-2018
  • 02Epstein pursued Thiel for ~5 years (Aug 2009 - Mar 2014) before connecting through Reid Hoffman
  • 03Met March 2014; relationship deepened 2015-2016; frequent email contact and meetings through at least 2018
  • 04Epstein offered to invest $50-100 million through Thiel's funds; Thiel accepted
  • 05Epstein sought Thiel's tax advice; Thiel: 'I never question your judgment on tax-related issues'
  • 06Thiel arranged Epstein meetings with Valar Ventures cofounders; advised Epstein to invest $10-20M
  • 07Epstein used Thiel's name to legitimize a Bitcoin-mining investment when his own name was problematic
  • 08Epstein praised Thiel during 2016 RNC convention; asked 'Are you enjoying raising your public profile?'
  • 09Epstein advised Thiel to cultivate Trump via Tom Barrack
  • 10Epstein facilitated/attempted introductions to Bill Burns (future CIA director)
  • 11Epstein facilitated/attempted introductions to former Sen. Bob Kerrey (Senate Intel Committee)
  • 12Epstein facilitated/attempted introductions to former Israeli PM Ehud Barak
  • 13Epstein facilitated/attempted introductions to Russia's UN Ambassador Vitaly Churkin
  • 14Epstein facilitated/attempted introductions to former Russian official Sergei Belyakov
  • 15Epstein facilitated/attempted introductions to Thorbjørn Jagland (Council of Europe Sec General)
  • 16When 2015 Roberts/Andrew/Dershowitz sex-ring lawsuit went global, Thiel was sympathetic to Epstein's 'bad press'
  • 17Thiel offered to exchange strategies with Epstein on managing negative publicity
  • 18Privately, Epstein dismissed Thiel to Larry Summers as 'autistic, no global sense'
  • 19Thiel is mentor and financial backer of VP J.D. Vance
  • 20Thiel funded Senate runs for Blake Masters (former Thiel business partner)
  • 21Pattern: Epstein continued the relationship despite his documented crimes against minors
  • 22Connected network in administration/orbit: Vance, Bannon, Hoffman, Masters, Barrack
  • 23DOJ Epstein-files context: 2.5 million of the 6 million pages reviewed by DOJ are still withheld
  • 24Katie Phang has sued Acting AG Blanche to enforce the Epstein Files Transparency Act

Verified across 7 sources — investigations, news reports