Well, he's not 'the Cox Communications guy'.
But he's quite well-to-do, I understand. Bootstrapped himself up, it would seem.
Frankly, no matter what his chances are, I'm not personally averse to having someone like him out there using his own resources to promote a solid conservative message.
If he's promoting a true conservative message, I'm not averse at all to him running for office. But running for President the first time at bat is a long shot at best. Run for the House or Senate, score some chits with other Republicans, especially if you can dump Durbin, then look at the White House.