May began playing his junior football at Southern Districts Football Club who compete in the Northern Territory Football League. His performances for Southern Districts earned him a scholarship at the AIS in 2008. Later in 2008 he moved to Melbourne to complete his final years of schooling at Melbourne Grammar. His highlights included an outing against Scotch College in which he kicked 9 goals. While competing for the Northern Territory at the 2010 AFL Under 18 Championships, he was named at full forward in the under 18 All-Australian team. Following his efforts at the National Championships, the newly formed Gold Coast Football Club signed him as one of their two priority zone selections from the Northern Territory. May would finish the 2010 season for Melbourne Grammar in the Associated Public Schools of Victoria competition with 40 goals from eight games, as well as the best and fairest award. Following graduation, he relocated to the Gold Coast at the end of 2010 to begin his AFL career.
AFL career
May made his AFL debut against Essendon[3] in round 6 of the 2011 season where he was used as a defender. May finished the 2011 AFL season with nine games and played in defence majority of the year. May was again used in defence for most of the 2012 AFL season until round 21 against Hawthorn where he had his breakout game when moved forward. He would kick three goals and take twelve marks in an impressive display up forward for the Suns.
In a 2014 match against the Sydney Swans, May played in defence on two-time Coleman MedallistLance Franklin and played very well, limiting him to only three goals.[4] On 16 April 2016, May knocked out Stefan Martin after leaving his feet to deliver a full-body hit after the ball had gone by.[5] He was suspended for five games.[6]
May was named co-captain of the Gold Coast Football Club in December 2016, making him just the sixth indigenous captain in VFL/AFL history.[7]
At the conclusion of the 2018 season, May was traded to Melbourne. His initial period at Melbourne in 2019 was impacted by injuries and he had a slow start. However, since the initial year, his impact and contribution to the Melbourne backline has been outstanding alongside Jake Lever and Adam Tomlinson . By round 7 in 2021 he averaged 20.2 disposals per match, 16.7 kicks and 6.8 marks. Melbourne remained undefeated and on top of the ladder at that time conceding the fewest points (434) of any team at that point in the season.
In June 2022, May was suspended for one match following a public altercation with teammate Jake Melksham and also drinking alcohol while under the concussion protocols.[11][12] Sources within the club said that the drunken scuffle was the result of Melksham's comments on May's drinking habit.[13][14]
^The 2020 season was played with 17 home-and-away matches per team (down from 22) and 16-minute quarters with time on (down from 20-minute quarters with time on) due to the impact of the COVID-19 pandemic.
^2021 statistics include two games in which May was substituted out of the game due to injury (round 4 and Preliminary Final).
^2022 statistics include one game in which May was substituted out of the game due to injury (round 11) and was replaced by Luke Dunstan.