Bailey retired following the B.C. Lions first Grey Cup Championship in 1964. Over his 11-year career with the Lions, which covered 158 games, Bailey rushed for 3,643 yards on 783 attempts, and caught 101 passes for 1,161 yards. He was the first B.C. Lion player inducted into the Canadian Football Hall of Fame in 1975, and was inducted into the BC Sports Hall of Fame the same year. In November, 2006, Bailey was voted to the Honour Roll of the CFL's top 50 players of the league's modern era by Canadian sports network TSN.