After retiring from playing Bentley had managerial spells with
Canterbury City (1970–1975),
Ramsgate (1975–76),
Dover (1976–1980) and Folkestone (1980–1984). Bentley then returned to Canterbury City as manager-director towards the end of the 1983–84 season, he remained there until the end of the 1984–85 season before being replaced by Carl Gilbert. During the 1987–88 season he had another spell at Canterbury City as caretaker manager. He then went back to Folkestone as manager in the summer of 1990, before resigning at the end of September 1990. Bentley returned to Canterbury City for the start of the 1991–92 season, although he was sacked in January 1992. He returned to his old club, Snowdown Colliery Welfare, for the start of the 1992–93 season. He was part of a three-man management team, working with Roy Hare and Alan Jones. He would become Snowdown Colliery Welfare's chairman for the 1993–94 season. == Personal life ==