And how much money has Trump made pillaging America? Pretty sure he's got most of those folks beat. Heck, Jared Kushner got like $2billion from the Saudis to play around with, and that was just one of the kickbacks to Trump's family orbit. Pretty successful at enriching themselves -- Gould become a billionaire, Trump's become a multi-billionaire and made his family connections all billionaires in their own right aswell.

To be considered a “successful businessman” you have to make something worth more than it was previously worth. That’s not something Trump ever achieved.

Trumps made himself worth more than he was previously worth. He's also made his family and friends worth more than they were previously worth. So he fits your definition of being a successful businessman.