May began his NHL career when he was signed as a free agent by the Boston Bruins, although he would spend most of his time in the minors. He later moved on to the Edmonton Oilers; again, he spent most of his time in the minors. It was only after his trade to the Washington Capitals in June 1989 that he enjoyed a bigger role. During his almost five seasons with the Capitals, his gritty, hard-nosed style of play made him a fan favorite, and helped the team reach the semifinals for the first time, in 1990. May also played for the Dallas Stars and Calgary Flames before finishing his NHL career.\n', '

In 393 NHL games, he scored 31 goals and 45 assists, and amassed 1,333 penalty minutes.\n', '

May has the distinction of being traded at the NHL trade deadline four times in his career. This record was equalled by Thomas Vanek in 2018.\n', '

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