Career
Rochdale-born Diamond started his career at Blackburn Rovers. In October 1988 he was loaned out to Wigan Athletic, and made his debut for the club in a 2-1 defeat against Southend United. He made six appearances during his spell at the club, scoring two goals.
In 1989, he represented the Northern Ireland under-23s in a 3-0 defeat against the Republic of Ireland.
He signed for Blackpool during the 1989-1990 season, but made just three appearances for the club as Blackpool were relegated to the Fourth Division. He scored one goal for the Seasiders, in a 3–0 victory over Mansfield Town at Field Mill on 23 September.
After being released in 1990 by incoming manager Graham Carr, Diamond dropped into non-League football.