Over two generations, the May brothers were a great South family. Fred and Harry were celebrated pioneers as champion players and coaches respectively. During the late 1910s, Fred's sons Stan captained the A Grade while Sylvester had been a Vice Captain. But it was probably their younger cousin Ron, son of Harry, who went on to be the most accomplished footballer during the halcyon years and followed in his Uncle Fred's footsteps to play league.

Ron first debuted in 1922, and as a kid his introduction to senior competition would be to star in an A Grade team that secured 28 victories in a row until losing to Salisbury on July 21, 1923. Quite an apprenticeship.

A key forward, he would become a pivotal member of the legendary sides that began our "golden age" with consecutive premierships in 1922 and 1923.

After only his second season of footy, May's 1923 Premiership was capped off by tying the GFA Best and Fairest award with good friend and teammate Howard Bentley. Subsequently, he then accepted an invitation to try out with North Adelaide in 1924, where he went onto an outstanding league career with the Roosters until 1933.

May later returned home as a famous league veteran in 1934, to captain-coach the club to an A Grade flag that year, and was coerced into playing on for one more season in 1935.