Gildersleeve – Retro Radio Podcast

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

By Keith September 11, 2026Comedy, Great GildersleeveNo Comments

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?

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

By Keith July 21, 2026Comedy, 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…

The Great Gildersleeve – Leroy Excluded from Craig’s Party. ep250, 470507

By Keith June 30, 2026Comedy, 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…

The Great Gildersleeve – Gildy Tries to Give up Smoking. ep253, 470528

By Keith May 28, 2026Comedy, 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…

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

By Keith May 21, 2026Comedy, 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.…

The Great Gildersleeve – Peavey Disappears. ep251, 470514

By Keith May 14, 2026Comedy, 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…

The Great Gildersleeve – The Great Tchaikovsky Love Story. ep249, 470430

By Keith April 30, 2026Comedy, 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…

The Great Gildersleeve – Leila’s Party for Joanne. ep248, 470423

By Keith April 23, 2026Comedy, 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.…

The Great Gildersleeve – The Whole Town Is Talking (AFRS #113). ep247, 470416

By Keith April 16, 2026Comedy, 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…

The Great Gildersleeve – Bird Watchers. ep246, 470409

By Keith April 9, 2026Comedy, 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…