He played junior hockey for the Toronto Young Rangers and the Toronto Marlboros from 1939 to 1942. After that he played for RCAF teams in Ontario. He had a brief five game tryout with the Boston Bruins in 1944-45 that led to a steady job with the team for seven seasons until 1952. He was an unspectacular but effective defenceman. In 405 NHL games (all with Boston), Henderson scored 24 goals and 62 assists. Starting in 1952-53, Henderson spent four seasons as player-coach of the Hershey Bears. He retired in 1956.