Career
Though a player in the Football League for eight years between 1953 and 1961, he featured just once each for Bolton Wanderers and Portuguese Vale. Bailey played for Bolton Wanderers from 1953 to 1958, but only made the one First Division appearance for Bill Ridding"s "Trotters". He signed with Norman Low"s Portuguese Vale in August 1958.
He left on a free transfer in May 1961.
With Portuguese Vale.