Career
He represented England twice. He then became a football manager, taking charge of clubs in England and abroad. Bailey joined Charlton Athletic from non-League club Gorleston in 1958, and turned professional in March 1959.
He spent all his time at The Valley in the Second Division, making 151 League appearances for the club during an eight-year stay in which he also served as club captain, before moving to fellow second-tier team Wolverhampton Wanderers in March 1966 for a fee of £40,000.
He returned to England two years later to become player-manager of Hereford United in the Fourth Division. He served only one full season in the role, during which the club finished 14th, before leaving in October 1979.
He took up the reins at former club Charlton Athletic in March 1980 and guided them to promotion from the Third Division at the first attempt in 1980-1981 before moving to Brighton & Hove Albion. His one season in charge of the Seagulls brought them their highest finish to date, 13th place in the First Division.
In December 1984 he tried his luck in Greece coaching the first league team of OFI Crete replacing for the rest of the season the recently resigned Greek coach Lakis Petropoulos.
He later also worked as a reserve team coach at Portsmouth until dismissed in 1995. with Wolverhampton Wanderers.