Well, he could be found guilty of RICO charges in the Trump University case, which would be tens of millions in penalties. And he can’t get out of that by bankruptcy.
He may be found liable in the child rape case, which would also mean millions but would also completely discredit him from TV shows and other appearances.
His golf courses are now off limits for PGA Tour events.
And, so much has come out about him not paying contractors that they will demand payment up front or will not work for him.
He is kind of heading there already. Maybe he should change his name to Charles Foster Kane.