[1] The son of a grocer, Sibbles began singing in the 1950s and also played guitar, having been taught by Trench Town Rastas Brother Huntley and "Carrot".

[2][3] The trio made their first recordings for Ken Lack in 1966 with "School Girls" and "Gun Man Coming to Town", the latter the A-side of their début single.

[6] The group's Studio One output has been collected on albums The Heptones, On Top, Ting a Ling, Freedom Line, and the Heartbeat Records anthology, Sea of Love.

Sibbles was a contributor to tracks including "Freedom Blues" (which evolved into the Jamaican rhythm known as "MPLA") by Roy Richards, "Love Me Forever" by Carlton & The Shoes, "Satta Massagana" and "Declaration of Rights" by the Abyssinians,[9] "Stars" and "Queen of the Minstrels" by The Eternals,[9] "Ten to One" by the Mad Lads,[10] "Door Peep (Shall Not Enter)" by Burning Spear, and the instrumental "Full Up", which was used by Musical Youth for their huge worldwide hit "Pass the Dutchie".

The bass parts Sibbles and others developed in rocksteady used a rhythmic space found in later roots reggae, where the notes were not necessarily played or sustained on each downbeat of a 4/4 measure.

Other musicians involved in the Studio One rock steady sessions included Richard Ace and Robbie Lyn on keyboards; Bunny Williams, Joe Isaacs, and Fil Callendar on drums; Eric Frater and Ernest Ranglin on guitar; and the horn section of Felix "Deadly Headley" Bennett on saxophone and Vin Gordon (a.k.a.

After Studio One, Sibbles and the Heptones recorded for other producers including Lee Perry,[11] Harry J,[2] JoJo Hoo Kim, Niney The Observer, Clive Chin, Gussie Clarke, Lloyd Campbell, Prince Buster, Ossie Hibbert, Phil Pratt, Harry Mudie, Geoffrey Chung, Danny Holloway, Rupie Edwards, and Joe Gibbs.

In 1990 he collaborated on the one-off single "Can't Repress the Cause", a plea for greater inclusion of hip hop music in the Canadian music scene, with Dance Appeal, a supergroup of Toronto-area musicians that included Devon, Maestro Fresh Wes, Dream Warriors, B-Kool, Michie Mee, Lillian Allen, Eria Fachin, HDV, Dionne, Thando Hyman, Carla Marshall, Messenjah, Jillian Mendez, Lorraine Scott, Lorraine Segato, Self Defense, Zama and Thyron Lee White.