Here's the thing with Trump. He's going to react to any slight, or perceived slight, so what do you do with people like that? You **** with them. Megan Kelly made a lot of money feuding with Trump. Why wouldn't the next guy line up to do the same thing?
How many times did Sean Penn and Russell Crowe have to settle out of court? Charles Barkley? Hell, ****** QB Brock Osweiller was ****** with. You get celebs/athletes/politicians to react and make a name, or bank, for yourself.
Trump is going to deal with the most belligerent press ever. Because he will react.