I don't believe Schilling will run for Senate because I don't think he has the temperament for it. I could see him running for governor some day--he's got an executive's personality, not a legislator's--though maybe not in Massachusetts. After he retires, I suspect he'll get deeply involved with his philanthropy and play a lot of video games until he gets bored, at which point the competition and ego gratification of politics could appeal to him.