Trump does one of two things. In this case he was most likely just soliciting a bribe. He probably put some things in the order he knew some of the people with money didn't like and sat back and waited until they opened their checkbooks.
But the other thing he does is push the absolute limits of what he can get away with, go past those limits, get his hand slapped just a tiny bit by the court and then back off a little bit after establishing a new normal where he can commit more crimes and we all just shrug it off because he's making America great again.
So somebody draws the line, he doesn't just step over it he gets in his golf cart and drives a quarter mile over it then the courts yell at him and he backs his golf cart up a few hundred feet but he is still over the line.