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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 GildersleeveNo Comments
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 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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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 – 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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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 – Leila’s Party for Joanne. ep248, 470423

Posted by By Keith April 23, 2026Posted inComedy, Great Gildersleeve
after an encounter with a bully named Snyder, Judge Hooker stops to tend to Leroy. Taking the boy home, the judge is a calming presence as Marjorie in Gildersleeve panic.…
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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 Whole Town Is Talking (AFRS #113). ep247, 470416

Posted by By Keith April 16, 2026Posted inComedy, Great Gildersleeve
it’s Saturday morning, and Leroy heads outdoors. At least until Gildersleeve stops him to clean his room, and practice his piano first. As Ben a rise for a visit, Gildy…
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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 – Bird Watchers. ep246, 470409

Posted by By Keith April 9, 2026Posted inComedy, Great Gildersleeve
once again, it’s the day for Leroy’s piano lesson in Gildersleeve is home early to talk to Miss Piper. Gildy manages to get rid of Leroy so he can have…
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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 – Evening with Miss Piper. ep245, 470402

Posted by By Keith April 2, 2026Posted inComedy, Great Gildersleeve
we join Floyd in his barbershop, as he relates his perspective on people in town. We roll back the clock to witness Gildersleeve talking with the local pastor. Can he…
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A close-up portrait of Willard Waterman as the Great Gildersleeves, a middle-aged man with slicked-back hair and a thin mustache. He is smiling widely, showing his teeth. He wears a dark suit jacket, white shirt, and patterned tie. The background is plain and light-colored, with no visible details. The lighting highlights the man’s facial features clearly, emphasizing his expressive eyes and cheerful demeanor. The overall look is formal yet friendly.

The Great Gildersleeve – Gildy’s Garden. ep439, 520319

Posted by By Keith March 19, 2026Posted inComedy, Great Gildersleeve
the sights and sounds of spring or all-around. Gildersleeve’s and Leroy sit on the porch commenting about their neighbor Mr. Bullard who is doing his gardening. Gildy is suddenly motivated…
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A close-up portrait of Willard Waterman as the Great Gildersleeves, a middle-aged man with slicked-back hair and a thin mustache. He is smiling widely, showing his teeth. He wears a dark suit jacket, white shirt, and patterned tie. The background is plain and light-colored, with no visible details. The lighting highlights the man’s facial features clearly, emphasizing his expressive eyes and cheerful demeanor. The overall look is formal yet friendly.

The Great Gildersleeve – Train Trip to Omaha. ep438, 520312

Posted by By Keith March 12, 2026Posted inComedy, Great Gildersleeve
it’s Friday afternoon in Summerfield, and we find Leroy being puzzled about something. As he walks down the sidewalk he races home to see if Bertie is making doughnuts. He…
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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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