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Even before The Apprentice, he spent decades burnishing the image of the ultra-wealthy playboy. It's like a character from a really stupid B movie.

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A really stupid B movie THAT REFUSES TO END.

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Yeah, that's it. The society column mentions, the cameos in movies like Home Alone 2: Lost In New York, the big dumb casino scams, all those crappy little I'm Still Here pokes, all added up to the fun sloppy uncle who shows up with a bunch of cheap presents every 5 years or so. If you loaned him money you'd never expect to see it again but he always had a great story why he couldn't pay you back right now. John Candy could have nailed it.

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