Although at this time his talents as a deejay were unproven, Scotty was certainly no newcomer to the Jamaican music scene, having formed The Federals in the mid-sixties with Vallen Smikle (aka Junior Soul) and Franklyn Spence. Late in 1967, he produced the group's hit single, 'Penny For Your Song' b/w 'I've Passed this Way Before' and its follow up, 'Shocking Love' b/w 'By the River'. In 1969, a one-off session for Sonia Pottinger spawned 'In This World' b/w 'Wailing Festival' (which made the final eight in the Festival Song Competetion) and 'In This World', but following Smikle's move to New York, The Federals disbanded.
Scotty and Spence went on to form The Chosen Few with Noel 'Bunny' Brown and the group subsequently backed Hopeton Lewis on his Festival Song winner, 'Boom Shacka Lacka' prior to signing for Derrick Harriott. Shortly afterwards, Scotty managed to convince the producer of his potential as a deejay, and in July 1970 he recorded his first solo side, 'Musical Chariot', although the track wasn't released until later.
His first major hit as a deejay was 'Sesame Street', which peaked at number 3 in the Jamaican charts and this was swiftly followed by the double-sided number one hit, 'Riddle I This' b/w 'Musical Chariot'. Further success followed in 1971 with 'Jam Rock Style', 'Children Children', 'Sing Along', 'I Worry' and 'Draw Your Brakes'. He also illustrated he had lost none of his abilities as a singer with 'Lonely Man', 'Rosemarie' and an up-dated version of 'Penny For Your Song'. Later that year, Harriott issued Scotty's debut album, 'Schooldays', which served as a showcase for the singer/producer's classic Rocksteady and Reggae rhythms. Among the versions featured were cuts to Keith & Tex's 'Tonight' ('Draw Your Brakes') and 'Stop That Train' ('Children Children'), Rudy Mills' 'Long Story' ('Sing Along'), and three of Harriott's own hits, 'Do I Worry' ('I Worry'), 'Solomon' ('Riddle I This') and 'The Loser' ('Sesame Street').
The musicians on these vintage Rocksteady sides included some of the finest session players on the Kingston scene, such as Hux Brown, Lyn Taitt, Boris Gardiner and Wallace Wilson (guitars), Desmond Miles, Jackie Jackson and Bobby Aitken (bass), Robert Ferguson and Joe Isaacs (drums), Gladstone Anderson, Ike Bennett, Theo Beckford and Winston Wright (keyboards), Bobby Ellis and Sam Francis (trumpet), Sammy Ismay and Val Bennett (alto sax), and Sammy Davis and Hansel Smith (trombone).
Scotty continued to find success following the release of the album, with 'Monkey Drop' and 'Clean Race' (over the rhythm of 'Psychedelic Train'), which featured Harriott's memorable interjection explaining his philosophy of record production. The deejay later moved on to produce his own version of the Drifters' 'I Count The Tears' ('I Count The Skank') before recording 'Skank In Bed' (over Lorna Bennett's 'Breakfast In Bed') for Geoffrey Chung. Later he cut 'Unbelievable Sounds' (on which he was accompanied by leading session guitarist, Hux Brown) for Sonia Pottinger and the Lloyd Charmers-produced, 'Salvation Train' (over the rhythm of 'Save The People'). In 1974, however, while at the height of his popularity, Scotty decided to relocate to America, settling in Miami, Florida, where he set up his own record/video store. In the early eighties, he returned to Jamaica to relaunch his career in music, although his output since has been sporadic.