Bobo is the son of Latin jazz musician Willie Bobo. He began drumming at the age of four, and made his first public appearance at the age of five, performing on stage with his father. When Bobo was 15, his father died and he took over his Latin jazz band for a full year while still in high school. He attended C.S.U.L.A. for three years (1985-1988) and worked in the jazz studies of the music department and recorded on three critically acclaimed jazz LPs: We're Back, Diversions, and Monstrosity!.
While on tour with the Beasties, Bobo met Cypress Hill and joined the group as their percussionist for their world tours, splitting time between both groups. As the Beastie Boys began taking major touring breaks, Bobo became an official full-time member of Cypress Hill at the historic festival Woodstock '94 and has toured and recorded with the group ever since.