Inside Trump's Head

I Know Why Trump Made Epstein His Best Friend

32 snips
Dec 31, 2025
Dive into the unsettling origins of Donald Trump’s friendship with Jeffrey Epstein from their late-1980s New York connections. Explore their shared ambition and ruthless tactics, along with how Epstein allegedly aided Trump during financial crises. Discover the intertwining of their lives, including mutual relationships and shared secrets. Wolff highlights their outsider status and contrasting views on family life, ultimately setting the stage for Trump's transition to his later years. The revelations provide a thrilling look at power dynamics and hidden influences.
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ANECDOTE

Early 'Jeffy' Introduction

  • Michael Wolff recounts a late-1980s restaurant meeting where Donald Trump introduced Jeffrey Epstein as "my associate—Jeffy."
  • The casual "Jeffy" nickname signals an early, intimate familiarity between them.
ANECDOTE

Limo, Dogs, And A Brooklyn Trip

  • Wolff tells Epstein's story of Trump visiting Epstein's apartment in a limo with a sliding roof and two women with large Afghan dogs.
  • Trump insists "no dogs," Epstein replies "no dogs, no girls," and Trump chooses the girls, showing their dynamic.
INSIGHT

Media Access As Social Currency

  • Wolff links Trump and Epstein to Robert Maxwell and the Daily News deal as outsiders seeking Manhattan legitimacy.
  • Their shared pursuit of media influence helped cement social and transactional ties.
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