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Harold Peary at the microphone, wearing a suit and hat. A black and white photograph of Harold Peary, a man in a suit and tie, smiling and looking off to the side. He is standing in front of a plain background, with his hands in his pockets. Peary was a comedian and actor, best known for his role as "The Great Gildersleeve" on radio and television in the 1940s and 1950s. The photograph conveys a sense of classic Hollywood glamour and style.

The Great Gildersleeve – In Trouble with Bessie’s Boyfriend. ep257, 470924

Posted by By Keith October 1, 2026Posted inComedy, Great GildersleeveNo Comments

When a misdelivered letter and a helpful shopping trip spark town gossip that Gildersleeve is dating his secretary, her jealous boyfriend comes looking for trouble—leaving Gildy deserted by the Jolly Boys and forced to face the music alone.

The Retro Radio Podcast is a daily family-friendly podcast where old-time radio fan, Keith Heltsley shares classic radio dramas with his own insights and input.

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