Leonard Southway played for Exeter City in the early 1920s having been at Bristol City since 1916. He later played for Aberdare Athletic. 

Leonard signed for Bristol City in 1916 and, missing two fingers, he worked in the docks at Avonmouth rather than joining the military. Retained by the club after the war, he remained at Ashton Gate until signing for Exeter City in 1922. 

Making his Grecians debut against Brighton and Hove Albion in August 1922, Leonard made most of his fifteen league appearances either at the start of the season or towards the end. 

Released in the summer of 1923, he joined Aberdare Athletic ahead of later playing for Merthyr Town before returning for a second spell with Bristol City. Not making the Robins’ first-team, he became one of the club’s trainers and died in Bristol in 1982.