If I was a Cubs fan I'd be ELATED if he was able to buy the team.
Sure, he's a pompous attention whore. That said, he's a smart guy who wants to win. Look at the Mavericks before he bought them, they were a trainwreck who could not sell out a high school gym, now they are a model NBA franchise. He treats his players very well and they want to win for the guy because of this.