Besides being hyperbole, since when is using bankruptcy laws equated with "legally stiffing" someone. The bankruptcy laws are in place for a reason. Virtually every successful businessman of any note has used them. The car companies and banks have used them along with government bailouts.
Trump is a risk-taker. He wins some, he loses some, but to date he wins more than he loses. Isn't that what capitalism and being an entrepreneur is all about? Aren't those "being stiffed" responsible for their actions and decisions?
You could hardly be more wrong than that statement. There's an old Indian name for unsuccessful 'risk takers' - failures.