Tim Allen: Cocaine in Kalamazoo, Life in Prison, and Flipping for the Feds

Before he was headed to infinity and beyond, Tim Allen was headed to life in prison for a low-level drug deal in Michigan. This is the story about how his first career ended in a life-changing bust, and what he had to do in order to survive and find a way out.

This episode contains themes that may be disturbing to some listeners, including discussions about suicide. If you’re thinking about suicide or are worried about a friend or loved one, call the Suicide Prevention Lifeline at 800-273-8255.



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The mysterious death of Brittany Murphy. David Lynch and the real-life brutal murder that inspired Twin Peaks. Steve McQueen’s brush with Charles Manson. The three conspiracies surrounding Marilyn Monroe’s death. The indecent arrest of John Waters. Dennis Hopper’s easy riding and excessive 70s Hollywood. Woody Harrelson’s Dad’s connection to the JFK assassination. The obsessive murder of Dorothy Stratten. Bill Murray’s bust. Chris Farley burning out too soon. Al Pacino’s armed robbery. The serial killer and Gianni Versace. Heath Ledger’s overdose. If it’s a story that meets up at the corner of Hollywood and True Crime, then it’s an episode of HOLLYWOODLAND, the show that explores the lives of our most celebrated actors and actresses through the true crimes that have most impacted them. Hosted and produced by award winning podcaster Jake Brennan, creator of DISGRACELAND, HOLLYWOODLAND is the first true spin-off of DISGRACELAND and is produced similarly with edge-of-your-seat storytelling and gripping, immersive sound design by the folks at Double Elvis. Episodes are roughly 30 minutes long and released every Monday.

• No. of episodes: 50
• Latest episode: 2025-05-19
• History True Crime

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