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How Jeffrey Epstein's Lies and Charm Built a Wall Street Empire

A self-made financier with no formal education, Epstein manipulated Wall Street's elite for decades. His legacy? A trail of broken rules and unanswered questions.

The image shows a black and white drawing of a street with buildings on either side. At the bottom...
The image shows a black and white drawing of a street with buildings on either side. At the bottom of the image, there is some text which reads "New York Stock Exchange".

How Jeffrey Epstein's Lies and Charm Built a Wall Street Empire

Jeffrey Epstein rose from a working-class Brooklyn upbringing to become one of Wall Street's most enigmatic figures. His career was marked by financial cunning, controversial dealings, and a talent for winning over the ultra-rich—despite repeated scandals and a lack of formal qualifications.

Born into a modest family, Epstein excelled in maths and piano as a child. He graduated high school early and briefly attended two universities but never obtained a degree. By 1976, he secured a job at Bear Stearns through connections with Michael Tennenbaum and Ace Greenberg, despite falsely claiming a college education on his résumé.

At Bear Stearns, Epstein quickly built a reputation as a discreet banker for the wealthy, though colleagues later described him as a 'shady' operator and a 'gifted manipulator and liar'. He became a limited partner by 1980 through options trading and client relationships. However, he left the firm in 1981 amid an investigation into a Reg D violation, though he remained close to executives like Jimmy Cayne and Alan Greenberg until 2008.

After departing Bear Stearns, Epstein founded Intercontinental Assets Group Inc. (IAG) in 1981, positioning himself as a 'financial bounty hunter' who recovered stolen funds for the rich. By 1984, he was a millionaire. His ventures included failed corporate raids with Steven Hoffenberg, such as bids for Pan Am in 1987 and Emery Air Freight in 1988. From 1988 onward, he managed billions for Leslie Wexner through J. Epstein & Company.

Epstein's early career also included red flags. He was fired from his teaching role at the Dalton School after one year due to 'poor performance' and 'unusual behaviour' around young female students. Throughout his life, women often played a central role in his professional and personal schemes.

Nearly every financial institution linked to Epstein's dealings later faced scrutiny for unethical conduct. His ability to evade consequences—through charm, wealth, and powerful connections—became a defining trait of his controversial legacy.

Epstein's rise from a maths prodigy in Brooklyn to a Wall Street power broker relied on deception, ambition, and a network of elite allies. His financial career, though lucrative, was repeatedly marred by investigations, failed ventures, and allegations of misconduct. The banks and individuals tied to his operations often faced their own reputational damage in the years that followed.

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