Mr. Regan moved to Ottawa as a youth. As a 16-year-old, he joined the Ottawa Senators organization in 1946, first playing for their junior-age team in the Ottawa City Junior League. He played two seasons in the organization joining the senior team halfway through his first season, and was member of their 1948 Allan Cup-winning squad. He moved to Toronto to play two seasons with the Toronto Marlboros organization, first as a junior, then at the senior level. He returned to the Senators in 1950, playing two seasons before joining the Shawinigan Falls Cataractes. He then moved on to the Johnstown Jets of the EHL and then finally the Quebec Aces of the QHL.