While he was in school, he played with a local group called the Mercury Band based at the Capri Theatre in May Pen, much to his father's ire.
[4] Tommy McCook saw Winston play at this time and he was invited to join the Supersonics, the Treasure Isle house band.
Perhaps Wright's best known work is as the uncredited lead organist on Harry J Allstars' 1969 instrumental hit "The Liquidator".
Along with Jackie Jackson, Hux Brown, Gladstone "Gladdy" Anderson, Dougie Bryan, Winston Grennan and Paul Douglas, Winston was a member of a group of top session musicians known as the Dynamites, the Crystalites, the Beverley's All-Stars (or other All-Stars depending, on the producer) that played on countless recording sessions from the late 1960s and early 1970s.
Wright produced a solo single: "Top Secret", with the B-side "Crazy Rhythm" in 1970.