Very few shows are as synonymous with the '90s as Home Improvement. But while the show won audiences over week after week with its family-friendly depiction of the power tool-obsessed Tim Taylor trying to raise three rambunctious boys with his no-nonsense wife, behind the scenes, there were dark secrets. Which is almost always the case in Hollywood. He was reportedly a well-known dealer at the time, which made him an easy target for an undercover sting operation. Despite turning informant, Allen would spend two years and four months in federal prison, which encouraged him to clean up his life and focus on his burgeoning stand-up comedy career that would ultimately land him on Home Improvement. However, the days of being in a prison still haunt Allen.
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