I think he is a whack job. I mean there's something sort of likable about him, and I admire his "moxie" and disparaging of the current GOP, but I wouldn't vote for him. And he's way too polarizing to ever be elected anyway.
Not only that, but I'm not sure about his business success. He's not one of those entrepreneurs who started at the bottom and built himself a fiscal empire from the ground up. He started with a lot, and now he owns some casinos and shit. Also I'm pretty sure he's had several exploits that ended up in bankruptcy. I mean there's no question that he's a relatively savvy businessman, but I hardly think it elevates him to tycoon status as some seem to think, or that there's any chance of it translating to effective fiscal/monetary policy in office.
-J