Predominantly playing as a defender and ruckman, May was an integral part of Essendon's 1949 and 1950 premiership victories, and compiled a total of ninety-four games for the club.
However, following a poor season where Sturt produced just 3 wins and a draw from 18 games, May resigned, citing 'business reasons'.
[1] After retiring from the sport, May remained in Adelaide and worked as a caster and a commenter talent for SANFL match telecasts.
[citation needed] May was originally chosen as a commentator by Channel 9’s Mike Petersen because of his controversial reputation as one of football’s hitmen during his career with Sturt.
[citation needed] May also appeared on the Channel 9 Sunday Football Show, compered by former South Australian umpire Max Hall from 1966-79.