Tim Allen

The Last Man Standing star seems like a regular family man, but he has a dark past. Allen was a drug trafficker before his career in show business started. In 1978 he was caught trying to sneak 1.43 pounds of cocaine through customs at an airport in Battle Creek, Michigan. Allen only avoided a life sentence by snitching on other dealers to the police, and wound up serving two years behind bars. The actor called his arrest "a watershed moment" in his life. "It put me in a position of great humility, and I was able to make amends to friends and family and refocus my life on setting and achieving goals."