As a junior starting quarterback, Bailey led the Blue Devils to a victory in the first ever game versus Grosse Pointe North and to co-champions of the Boarder City League. As a senior Bailey passed for over 1,000 yards and 13 touchdowns.
Tom went on to play defensive back for the Western University Broncos and returned to South to coach freshman football football for nearly a decade from 1973 to 1982. A favorite coaching memory was beating undefeated North on the last game of the 1982 season, and his final game as freshman coach.