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.
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| - 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.
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| - Winner of the Calder Trophy
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| - 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. In 1956–57, Larry finally got his chance in the NHL with the Boston Bruins as a 27-year-old. He scored 14 goals that season, which would be his career high, and he won the Calder Trophy. He played two and a half seasons with the Bruins before being traded to the Toronto Maple Leafs. He played two further seasons with the Leafs before being demoted to their Pittsburgh Hornets American Hockey League (AHL) affiliate in 1961. In 1962, he moved to Innsbruck, Austria, playing three seasons with Innsbrucker EV before returning to the AHL with the Baltimore Clippers in 1965–66 for one final season.
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