I might because I think he would truly be a maverick and do his own thing regardless of party affiliation. He has made some really common sense suggestions about what our country should do. Like not bow to China and not just give away things we have fought for. But I don't think he will win the Republican nomination. Sending a surrogate to Iowa to test the waters just isn't going to win the nomination. He has to go in with both feet and then campaign like he wants the nomination. I doubt he has what it takes to go 10 rounds and win the nomination.
I think he'd be better off running an independent camapaign to not discourage people from voting for him based on party label. He sure would be an interesting President.