Tim Allen
Everyone’s favorite TV dad has a sad criminal history. Before Tim became a comedic superstar, he suffered from serious problems such as huge financial troubles and resorting to selling drugs just to make ends meet. Back in 1978, he was caught by the police and arrested for possession of 1.4 pounds of cocaine. He was sent to a Minnesota correctional facility for an original sentence of 3 to 7 years. Due to his cooperating with officials, he ended up serving 2 years and 4 months in the slammer.

Tim Allen