 May loved the game far too much to leave it and later in 1978 became a coach at Leicester City, contributing to the Foxes' Second Division title campaign of 1979-80 under Jock Wallace.During his time at Filbert Street May played a pivotal part in the progression of striker Gary Lineker having initially taken him under his wing as youth team manager.He then moved to South London and became assistant manager to Lennie Lawrence at Charlton Athletic between 1983 and 1986, the year in which the Addicks were second division runners up.