However, Wynn's records were not commercially successful, and he began working as a sideman in T-Bone Walker's band, mainly playing the baritone saxophone.
By the late 1940s, Wynn had developed an innovative performance style, involving dancing, stomping, and playing the saxophone while laying on his back.
One reviewer said: "He would kick, dance, shuffle, strut, go down on his knees, roll and literally provide his own mini-show on stage, all the while blowing wild solos on his sax.
[4] He worked as a session musician on many blues, R&B, soul and pop records made on independent labels in Los Angeles in the 1950s and 1960s.
He toured with Etta James and Richard Berry,[3] and also worked extensively as a member of Johnny Otis' revue band.