 Harry was born in Alderley Edge, Cheshire and played for Alderley Edge and Wilmslow Albion before appearing for Sandbach Ramblers in the Cheshire County League.In 1925 he signed for Stockport County making his debut on 13 March 1926 in the 4–0 defeat at Hull City.He made two more appearances in the 1925–26 season in which County were relegated from the Second Division.