Jon Cryer uncovers history and Drag Queen night out with Charlie Sheen

In this fun and insightful episode of Backstage Pass with Gentry Thomas, Emmy-winning actor Jon Cryer joins the show to talk about his newest venture: the gripping true crime podcast The Man Who Calculated Death. Produced by Audio Up, this podcast dives into the chilling real-life story of a man who used math and manipulation to commit a calculated murder. Listen now on Spotify, Apple Podcasts, or wherever you get your podcasts.

Jon shares why he was drawn to the project, what makes this story so compelling, and how it differs from anything he’s done before.

The conversation also takes a hilarious turn as Jon tells a never-before-heard story about a wild night at a drag show with his Two and a Half Men co-star Charlie Sheen. He reflects on their dynamic both on and off set, offering rare insight into their relationship and what it was like working on one of television’s most successful sitcoms.

Don’t miss this candid and entertaining episode with Jon Cryer—only on Backstage Pass with Gentry Thomas.

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With his cool, laid-back interview style, Gentry gets his guests to open up about the defining moments of their lives and career, from their biggest failures and toughest setbacks to the hard work, determination, and unexpected breaks that helped them rise to the top.

These aren’t ordinary celebrity interviews. Each episode goes beyond the headlines to reveal the real people behind the fame, the lessons they learned along the way, and the unforgettable stories that happened when the cameras weren’t rolling.

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