When Eddie Gray, then manager of Leeds United, signed him in 1985, he proved to be an excellent buy and was a key figure in Billy Bremner's side in the 1987 run to the FA Cup semi-final and League play-offs. He remained first choice keeper for Howard Wilkinson, and picked up a Division 2 winners medal as promotion was finally achieved in 1990. With the re-signing of John Lukic, Day was relegated to the reserves and bench, and only made five more appearances for the first team, although he remained loyal to the club for three more seasons until he finally left Elland Road in 1993 after eight years. His final club was Carlisle United.