A founding member of both the Saddlemen and the Comets, Williamson often acted as the band's emcee and comic relief during live concerts; he also played lead guitar on occasion.

His wife, Catherine Cafra, was also credited as co-writer of a number of songs recorded by Haley, including the 1958 hit, "Skinny Minnie."

In 1958, he co-wrote the hit "Week End" with Franny Beecher and Rudy Pompilli, which reached no.35 on the Billboard pop chart when released as a single on East West Records by The Kingsmen, a group made up of The Comets, as East West 115.

He co-wrote the song "Teenage Love Affair" for the Cook Brothers, who released it as a single on Arcade Records in 1960.

He co-wrote the songs "Wee Willie Brown" and "You Were Mean Baby" for Lou Graham which were released as a Coral single in 1958.