Barrett launched his career in the Kingston nightclubs, playing guitar in a group, the Hippy Boys, that he shared with his brother. In the late '60s, the Barrett brothers recorded with Lee Scratch Perry as the Upsetters. The high point of the group came in 1969 when their instrumental single, Return of Django, became an international hit. The same year, the brothers recorded several singles by the Wailers including Duppy Conquerer, Soul Rebel, and Small Axe. They continued to collaborate with the Wailers, remaining with Marley after the departure of Peter Tosh and Bunny Livingston. In addition to co-writing the tune, Rebel Music (3 O'clock Roadblock), Barrett co-produced 11 albums with Marley. Barrett also became one of the first to incorporate a drum machine on a reggae tune when he and the Wailers recorded No Woman No Cry, So Jah Seh, and Johnny Was. On February 26, 1997, Barrett performed with Al Anderson, the Marley family and the Fugees at the internationally televised Grammy Award ceremonies at Madison Square Garden.
In 1999, PGD/Heartbeat released two albums of material spanning Barrett's musical career -- Cobra Style: Lost Productions from the Wailers Musical Director and an instrumental dub version, Family Man in Dub. Tracks included one of the earliest tunes that Barrett recorded with the Wailers, Distant Drums, an instrumental interpretation of Yabba You's Love Thy Neighbor. ~ Craig Harris, Rovi