Lando Calrissian

I never liked Barack Obama or Billy Dee Williams that much. And I never trusted people who liked either of them too much. The more I think of what Billy Dee Williams actually did as the administrator of Cloud City, which was to essentially betray Han Solo to Darth Vader... OK I take the metaphor too far. 

Still. Lando was never a hero. He was a rebel who managed to 'go legit'.