Wow. I don't know anything about Mike Ilitch, but he looks like a Martin Short character that needs to happen.
My contribution doesn't really have orange hair, but I'd like to make him a Dishonorary Member of the club. The universally reviled plastic-surgery-disaster Mike Jeffries, from Abercrombie & Fitch:

... Mike J is the male equivalent of that "cat lady" that everyone was picking on for a while. I'm not gonna google the cat lady, because I'm sure she's suffered enough. Mike Jeffries, however, needs to suffer a lot more.