Crawshawbooth, Lancashire, born half back Jimmy Dickinson began his career with his local team, Rossendale United, and also played for Great Harwood Town before joining the Royal Navy during the First World War. Stationed in Plymouth during the War, he was spotted played for the Royal Naval Barracks, Devonport and signed for Plymouth Argyle in June 1919. After 26 Southern League games in his first season at Home Park he made his mark in Plymouth history by being selected as one of the starting XI for Argyle’s inaugural Football League fixture against Norwich City in August 1920.
A consistent performer, Dickinson was a regular member of the Argyle side over the next four years but made only two appearances during 1924-25, his final season with the club. He then returned to the North West after a single goal in 141 appearances, signing for Wigan Borough, but failed to make their first team before a brief spell in non league football back at Rossendale United. In 1926 Dickinson resumed his League career with Norwich City, playing 16 games in their 1926-27 campaign before returning to non league action to join Peterborough & Fletton United in 1927 and later Guildford City in 1928.