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A black-and-white photo showing two men (Leroy and Gildersleeve). Leroy is on the left and is playing a saxophone, appearing animated and expressive, while Gildersleeve is on the right and holds a script and gestures with a finger to his lips, as if telling Leroy to be quiet. The caption indicates a comedic scene, featuring "The Great Gildersleeve" character, associated with a comedy series announcement on WMAQ-NBC.

The Great Gildersleeve – Teacher’s Problems. ep252, 470521

Posted by By Keith May 21, 2026Posted inComedy, Great GildersleeveNo Comments
Marjorie and Leroy bicker while they’re supposed to be studying. Gildersleeve gets onto them for not concentrating enough. Leila Ransom arrives to invite Gildersleeve to see a movie with her.…
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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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