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the Maxwell Plum era when the 60s on Second was the
glamour address—a building that was, he says as a fond
memory, full of “actresses, models, and euro trash.” (It
would shortly become the Studio 54 era, where Epstein,
who has, proudly, even militantly, never had drink or
taken any drugs, was a regular).
If on one side of Wall Street there were the
salesmen (the Wolf of Wall Street model), on the other
side there was a new sort of finance type able to
embrace a level of acute abstraction. “In the past,” says
Epstein, “investing was all about reputations and
relationships. You invested in a company on the basis of
who was running it. Did they have integrity? Were they
married? Good family men? It was a ‘50s mentality. But
in the mid ‘70s options started to be traded. In essence,
the first formal derivatives. The movement of this
instrument is not directly attached to the stock price.
The world of investing began turning from relationships
to math. In a sense I didn’t really make money as much
as I tried to create it. This was intellectual activity of a
fairly high order.”
Intellectual activity aside, he met Helen Gurley
Brown and she made him Cosmopolitan Magazine’s
Bachelor of the Month in 1980.
“What,” I ask, “was your social life like?”
“Well, I was a playboy.”
“That’s all? Not looking to get married?”
“No. Never. I never wanted to get married. I
enjoyed sex. I adore women. I wanted freedom. I was
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