[4] Sherman was selected by the San Diego Padres in the sixth round of the 1989 Major League Baseball draft.

[6] Sherman was expected to compete for Baltimore's leadoff spot or a fifth outfielder role[7][8] but was ultimately returned to the Padres before the start of the 1992 season.

[9] Sherman spent the subsequent year in the minors and was promoted to San Diego's 40-man roster for the first time in the November following the 1992 season.

[11][12] He entered the game in the sixth inning as a pinch hitter for Roger Mason and hit a double off of Bob Walk.

[14] He has also served as a coach for Long Beach Wilson High School and the Tomateros de Culiacán and at Cerritos College.