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If Epstein was as rich as he claimed to be without any of the wackier conspiracy conspiracies being true, he got the money by embezzling from Les Wexner. If any of the wackier conspiracies were true, he had a lot of foreign income he was being dishonest about the source of.
I personally think that Epstein's finances were above board and he simply wasn't as rich as he claimed to be (his lifestyle was consistent with the amount of money he could have made scummily but legally by charging Wexner 2-and-20 without providing alpha). But if I was the Feds I would have been going over his finances with a fine-tooth comb.
I don't think he embezzled from Wexner, even the most besotted suitor would have noticed millions drained away. But he did have a lot of control over Wexner's money and was able to spend it as if it were his own, in turn enabling him to present the façade of really, really wealthy guy (rather than just guy in charge of really, really wealthy guy's wallet).
I agree that, like a lot of the high-flying financial types of the time, it was all a house of cards and a downturn, bad luck, or close scrutiny would have shown that the emperor had no clothes. He genuinely had the most amazing luck in getting clear of the Florida sex abuse charges (as well as the dropped ball by the prosecution, as another commenter posted explaining the case in detail on here) and that is what motivates all the conspiracy theories about "was he really an intelligence asset? was he blackmailing people?"
Wikipedia does have a good précis of it all - lies, charm, connections and luck:
Which in turn would let him get more private finance business.
After all, when choosing finance guys, it's an important indicia of competence that the guy himself isn't broke.
Of course, this can be gamed -- lots of those guys are in deep debt to fund an appearance of wealth that they wish to parlay into business opportunity. And many are indeed a house of cards.
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Indeed, and that also explains why the banks (in particular JPM) were so keen to maintain his business, because he did nothing with the money except hand it to them to ride the booming 90s equity market, so everybody got their cut. The private wealth division at JPM was making huge fees from Wexner (the kind of billionaire who would usually have a more shrewd family office) for pretty much nothing.
In Maxwell’s recent testimony they asked her about the house (legally transferred for almost nothing) and at last there was an answer there, too, namely that it was in lieu of “fees”. Epstein seduced Wexner, “invested” his money (unlike the Madoffs of the world for the kind of boring, safe returns best suited to that task) and then charged hedge fund fees. Why didn’t Wexner measure his returns against the market? Hard to say, maybe he was in too deep, didn’t care, assumed Jeffrey was a genius, liked the attention and friendship, was a little in love, or was just under the thumb of an overbearing and domineering mother (which is the historical record) and didn’t really think of it much.
But either way, a combination of a couple hundred million in fees from Wexner, reinvesting his own money, some shrewd early-90s real estate purchases in Manhattan (a few apartment buildings, as I recall) and the $170m from Leon Black (Epstein’s only other “client” even though he never managed his money and the one case where I suspect blackmail is possibly central) and his fortune is easily explained even with some blunders along the way.
Yeah, I'm just reading bits and pieces but it does seem to be that Epstein did a genuinely good job of sorting out Wexner's finances, was smart enough not to milk the cow too hard, and probably was a 'friend' (not sexual) for someone who didn't have a lot of friends due to all you describe. Plus, if Epstein was already hosting and/or arranging the kind of parties he later threw, then it would have done no harm (and maybe a lot of good) to Wexner's public image to be seen in the society pages with attractive twenty-something women on his arm. Nobody would expect him to be seriously dating those girls, but to be 'out and about' in public with them would have helped as cover for "oh, Wexner is too much of a playboy to get married yet" if there were rumours about his sexuality.
Wexner owned Victoria’s Secret before he met Epstein. He definitely wasn’t relying on Epstein to procure girls for him - the reverse seems more likely.
Oh, Epstein certainly used that connection to his advantage, but there's a difference between "guy has to hit on models who work for his business" (rather creepy and sleazy, low-class) and "guy who meets attractive young women at parties in the right social circles" (eligible bachelor).
The impression I'm getting - and admittedly this is all at second- and third-hand - was that Wexner was socially awkward/dominated by his mother enough that he couldn't manage this kind of thing (unlike Trump who had no problem hanging around the Miss World pageants or whatever). So having a fixer who can make sure photos of you with appropriate arm candy end up in the gossip columns and who manages your public profile, amongst other things, is very convenient and useful.
This profile from 1985 is fascinating; it's a guy who at age 48 still has Mommy very clearly holding on to the apron strings, he's a guy from Ohio who is now a big cheese in New York (and probably aware that he doesn't fit in with the circles he is now moving in - see that little line about "he doesn't pronounce 'La Grenouille' or even 'entrepreneur' right and it doesn't matter").
So someone like Epstein, charming and comfortable with that kind of society, who could help Les manage his social life, or manage it for him? Worth his weight in gold. Even setting aside any gay attraction, the important thing is that Epstein too was Jewish (and his Jewish heritage seems to be very important to Wexner) so that automatically makes him someone Wexner feels he can trust, someone with the same cultural identity, someone who gets it. Let Jeff manage the money while Les moves on to things he finds more important (new business deals, art and philanthropy) and, so long as profits are being made, what's to question?
(The irony about the perfect woman being someone who is not aggressive is that he ended up married at age 56 to a lawyer. Maybe I'm stereotyping lawyers, but that seems like the aggressive type to me!)
His preference was probably "not aggressive [romantically/toward him]" rather than "not aggressive [in general]", given the combination of socially awkward and "dominated by his mother".
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Or they were naturally friends due to common interests.
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