Tarbolton, Ayrshire born left back Sandy Doolan joined Kilmarnock in 1907 from junior club Annbank, and stayed at Killie some five years, twice going on loan to Western League side Beith while at Rugby Park. Joining First Division Bradford City he made his Football League debut against Sheffield Wednesday in November 1912 but this proved only one of two games he played for The Bantams before World War One.
He did however resume with Bradford City in 1919 when peacetime football returned after the conflict, making 24 appearances in the opening peacetime season, before joining Preston North End in the summer of 1920. At Preston he made 92 appearances including being part of the Preston team that lost at Hillsborough to eventual winners Tottenham Hotspur in the 1921 FA Cup semi final, and then going one better the following year, reaching the 1922 FA Cup Final. However they were narrowly beaten by Huddersfield Town at Stamford Bridge. Already aged 34 he joined non league Mold Athletic in 1923 before his eventual retirement.