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He does not have to do it himself. He has accountants and lawyers who can take his stupid decisions and turn them into money.
At a certain point the economies of scale of being a billionaire just keep you rich. What I've said is pretty standard tax bullshit that they grow up pulling.
just spitballing here, but what happens if accountants band together and tell him to do his own damn taxes? he's fucked then, isn't he? the real revolution of the future won't be fought in the streets, but in the accounting departments /s
I mean, you're kind of seeing this with Donald Trump's legal issues. He can't get anyone with real clout, so he's actually facing consequences in that arena now.