One evening in early 1976, a bushy-haired Jeffrey Epstein showed up for an event at an art gallery in Midtown Manhattan. Epstein was a math and physics teacher at the city’s prestigious Dalton School, and the father of one of his students had invited him. Epstein initially demurred, saying he didn’t go out much, but eventually relented. It would turn out to be one of the best decisions he ever made.
At the gallery, Epstein bumped into another Dalton parent, who had heard tales of the 23-year-old’s wondrous math skills. The parent asked if he’d ever thought about a job on Wall Street, according to an unreleased recording of Epstein and a document prepared by his lawyers. Epstein was game. The parent dialed a friend: Ace Greenberg, a top executive at Bear Stearns. Epstein, the friend told Greenberg, was “wasting his time at Dalton.”
Greenberg invited Epstein to the investment firm’s offices at 55 Water Street at the southern tip of Manhattan. Epstein showed up in a turtleneck. Greenberg was impressed — even though the young man didn’t have the foggiest idea of how Wall Street worked. Greenberg had helped build Bear Stearns into one of the industry’s scrappiest firms by eschewing the traditional investment-banking practice of hiring Ivy Leaguers with M.B.A.s. He preferred what he called P.S.D.s: those who were poor, smart and had “a deep desire to become rich.”
Epstein fit the bill. He grew up in a working-class family in Coney Island. Friends described him as a math whiz and a piano virtuoso. And, as Greenberg and his colleagues would soon learn, he yearned for wealth. That trait had been apparent as early as ninth grade: A classmate told us that Epstein predicted to her that one day he would be very rich.
Before offering Epstein a job, Greenberg had him meet another senior executive, Michael Tennenbaum. His son happened to be a Dalton student, who reported to his father that Epstein was popular with students and the school’s young female staff members. Epstein went to Tennenbaum’s office overlooking New York Harbor for an interview. “He was just a hell of a salesman,” Tennenbaum told us. Epstein was hired.
It was an extraordinarily lucky break for him — the first of many. Administrators at Dalton, unimpressed with Epstein’s teaching, had asked him to leave the school after the academic year ended. Now, just like that, he had a new job that paid about $25,000 a year (roughly $140,000 in today’s dollars).
Greenberg viewed the young man as a protégé. Early on, he invited Epstein to a dinner party and seated him next to his 20-year-old daughter, Lynne, who told us that she suspected it was a setup. The two hit it off and started dating. Word of the new guy’s romance with the boss’s daughter spread quickly, granting Epstein something akin to protected status at the firm.
