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That's all this asshole ever was and ever will be, really. Guy made shitty real estate deals as a nepobaby failson and had a very big mouth. That's pretty much all he is.
Most of the people in NYC, and probably most of the people on the Eastern seaboard, tended to know who he was even by the early 90s. If they paid even the least bit of attention. But that stupid gameshow and that dumb book gave a whole lot of idiots the idea that he was really something more and somehow worthy of giving any power.
This is it, 100% perfect. He was the poster boy for the blowhard business loser. By the early 90s, the NY times was reporting on investigations into money laundering schemes with Russian Oligarchs/mobsters.
His bank was Deutsche Bank, which was dubbed "the world's dirtiest bank" when investigations showed that their customers included corrupt business executives, dictators, terrorists, cartels, etc. He was traveling in rough circles by then, and it was well-known. His FBI file must have filled an entire cabinet, and that was in the early 90s.
So imagine Comey's and the FBI's reaction, years later, when this known criminal was getting closer and closer to the White House, and they see all that's going on with Russia and such? Trump has always characterized their investigations into him as spying, but they were doing exactly what they were supposed to do - investigate threats to national security.
He bankrupted a casino TWICE.
Well if your goal is laundering money and not making a profit, it makes sense. Usually you do both at the same time though because casinos basically print money. Which just proves even more how stupid he is honestly.