Great_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 – In Trouble with Bessie’s Boyfriend. ep257, 470924

By Keith October 1, 2026Comedy, 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 Great Gildersleeve – Getting Everything Snug for Winter. ep256, 470917

By Keith September 24, 2026Comedy, 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.

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 – Engagement Ring Mix-up. ep434, 520213

By Keith February 13, 2026Comedy, Great Gildersleeve

After taking his lady to see a movie, Gildy dries Paula home. After a brief romantic in the car, Gildersleeve sees Paula to the door, and returns home. That is,…

Great Gildersleeve – Ben Sells Life Insurance. ep193, 460113

By Keith January 13, 2019Comedy, Great Gildersleeve

Though Gildy is feeling fine, Birdie has bad news about breakfast. In the office, his high spirits meet more set backs when Bessie points out the piles of undone paperwork.…

Great Gildersleeve – Ben Returns from the Navy. ep192, 460106

By Keith January 6, 2019Comedy, Great Gildersleeve

The mail has arrived, but is Marjorie being thoughtless when she just leaves it laying in the mail box? She plays piano, and is barely tolerated by Leroy as she…

Great Gildersleeve – Looks For A Job. ep39, 441015

By Keith October 15, 2017Comedy, Great Gildersleeve

Gildy shows off his new mouse trap, invented by his pal Fibber McGee. Birdie and Leroy weigh in on how well they think it might work. At the breakfast table,…

Great Gildersleeve – Water Commissioner Is Fired – Rain Maker. ep134, 440910

By Keith September 10, 2017Comedy, Great Gildersleeve

At the breakfast table, Leroy hogs the morning paper, but judge Hooker arrives to bring bad news. A report of eels in the reservoir means trouble for the water commissioner.…