May made his Super 14 debut for the Crusaders against the Lions in 2007. After three Crusaders appearances, he signed with the Chiefs for the 2008 season, making his Chiefs debut against the Blues. In 2012, he signed with the Hurricanes, with whom he made his 50th Super Rugby appearance in 2012.[1] In 2013, May signed with Fukuoka Sanix Blues of the Top League for two years, beginning with the 2013–14 season.[3]