[3] Sherman sold shoes at Marshall Field's[3] and sang and played saxophone in clubs and at banquets in the Chicago area until he traveled to Europe in 1923.
[1] He starred in, and wrote scripts for, Hap Hazard, a comedy-variety show that was the summer replacement for Fibber McGee and Molly on NBC radio in 1941.
[5] He was also heard on Fibber McGee and Molly portraying Sigmund "Sig" Wellington (Sherman) – the manager of the Bijou Theater.
Radio and TV columnist Larry Wolters described the show as "a light and airy thirty minutes of whimsical humor, gentle satire, bewildering non sequiturs, and a grab-bag of nonsense and foolishness".
An article in Life magazine described Sherman's character in the segments as "the most appallingly inefficient Mr. Fixit who ever nailed his thumb to a board.
"[12] In October 1950, he began the Ransom Sherman Show, which originated at WNBQ in Chicago and was broadcast on NBC-TV Monday through Friday afternoons.