The Daily Beast Podcast

I Know Why Trump Made Epstein His Best Friend

9 snips
Dec 31, 2025
Michael Wolff, a renowned author and journalist, dives into the unsettling beginnings of Donald Trump’s connection with Jeffrey Epstein. They explore their first meeting in 1988 and how their bond fueled Trump’s quest for Manhattan prestige. Wolff reveals Epstein's potential role in aiding Trump through financial crises and the mysteries surrounding Trump's tax returns. The conversation also touches on shared lifestyles, including women and ambition, raising questions about the enduring secrets linking both men in the public eye.
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ANECDOTE

Early Introduction In A Downtown Restaurant

  • Michael Wolff recounts a late-1980s restaurant meeting where Trump introduced Epstein as "my associate, Epstein — Jeffy."
  • The casual nickname and introduction indicate an early, familiar bond that predates public scandal.
ANECDOTE

The Limo, Afghan Dogs, And A Brooklyn Trip

  • Wolff retells Epstein's story of Trump arriving at Epstein's apartment with a limo that had a sliding roof and two girls each walking large Afghan dogs.
  • Trump insisted "no dogs" but accepted the girls, then they drove to Brooklyn to inspect property, showing their bromance and theater.
ANECDOTE

Maxwell, The Daily News, And Media Maneuvering

  • Wolff places both men in the Robert Maxwell/Daily News episode where Epstein and Trump became involved with Maxwell's attempt to buy the paper.
  • The episode shows how their social maneuvering connected them to powerful media and finance players.
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