He bumped his head on the concrete ceiling of the Peter Principle years ago. How does a "billionaire" developer lose casinos? Yeah, yeah, I know. In theory he's worth 4.5 billion. Easy to do on paper. Truth is probably closer to 200.9 Million.
Now he's done it again in politics. He needs the rallies to keep the high going. When he finally realizes that the work needs to be done, that's way too boring so he'll pull a Sarah Pallin.