I don't know the exact details, but didn't he intentionally bankrupt his business(es) so that he doesn't have to pay taxes on them?
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It's actually a smart move. My father has ran a small business for 40 years and pays a third of his income to taxes. Taxation is theft
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It is a smart move, no doubt there. It simply does not show the qualities that one would want in a world leader, aside from said intelligence. And taxes allow a country to function.
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He's done so much crap, I wouldn't be surprised.