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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.
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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 – Getting Everything Snug for Winter. ep256, 470917

Posted by By Keith September 24, 2026Posted inComedy, Great GildersleeveNo Comments
While prepping his house for winter, Gildersleeve battles a faulty reservoir valve, a neighborhood car collision, and a misunderstanding with Judge Hooker.
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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 – Gildy Tries to Renew Romance with Eve. ep255, 470910

Posted by By Keith September 11, 2026Posted inComedy, Great Gildersleeve1 Comment
On a quiet Sunday, Gildy's failed family board game night leaves him wide awake, thinking about Eve Goodwin. A visit to Peavey's drugstore and a box of chocolates lead to a romantic musical reunion—but can Gildersleeve handle Eve's cultured personality?
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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 – Called in by the IRS. ep254, 470604

Posted by By Keith July 21, 2026Posted inComedy, Great Gildersleeve
Leroy has been a little too rambunctious in the house, and Birdie is forced to tell Gildersleeve’s about his activities. Despite the seriousness of the broken window, she presents the…
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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 – Leroy Excluded from Craig’s Party. ep250, 470507

Posted by By Keith June 30, 2026Posted inComedy, Great Gildersleeve
as Gildy tries to relax on the sofa, Leroy enters with a problem. The latest family drama deals with being in a fight with Craig Bullard. Between piggy banks, Craig…
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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 – Gildy Tries to Give up Smoking. ep253, 470528

Posted by By Keith May 28, 2026Posted inComedy, Great Gildersleeve
Gildersleeve works on his end dove the month reports in the water Commissioner’s office. His attention is disrupted by the unwanted advances of an insurance salesman. He manages to apply…
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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 Gildersleeve
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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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 – Peavey Disappears. ep251, 470514

Posted by By Keith May 14, 2026Posted inComedy, Great Gildersleeve
it’s Saturday night, in time for the Jolly boys to get together. Gildy complements his friends on being in high form, then the barbershop quartet things another. The Jolly boys…
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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 – Campaign Gets Hot. ep125, 440507

Posted by By Keith May 7, 2026Posted inComedy, Great Gildersleeve
Relaxing in his office, Gildy puts up his feet and read love letters from his fiancée, Eve Goodwin. In voiceover, we hear the sweet nothings from Eve. His day dreams…
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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 – The Great Tchaikovsky Love Story. ep249, 470430

Posted by By Keith April 30, 2026Posted inComedy, Great Gildersleeve
after Leroy’s piano lesson, judge Hooker is on hand to offer to walk Miss Piper home. When Gildersleeve sends him away, Miss Piper notices that each time he walks her…
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