Playing Career
Denneny played senior hockey in Cornwall, starting with the Cornwall Sons of England of the Lower Ottawa Valley hockey league in 1909-10. His professional playing career began with the Toronto Ontarios/Shamrocks of the National Hockey Association (NHA) in 1914. (The name of the team changed during the season) He had tried out for the Montreal Canadiens in 1912 but failed to make the team and he returned to senior hockey. He was traded to the Ottawa Senators in 1916 and he would play with the Senators until 1928. He was member of four Senators Stanley Cup-winning teams; in 1920, 1921, 1923 and 1927. He was sold to Boston in 1928, where he would be the playing-coach of the Bruins' 1929 Stanley Cup-winner.
In 1929, Denneny retired to become an NHL on-ice official. In 1932, he re-joined the Senators as the head coach, but the team was in decline due to financial difficulties, and had to sell top players to survive. The team finished last and Denneny was let go.
Cy Denneny was one of the top scorers in the NHL from 1917 through 1925. When Denneny led the league in scoring during the 1923–24 NHL season, he did so by recording 22 goals and one assist for a total of 23 points, the lowest winning total in NHL history. When he retired, he was the all-time top scorer in NHL history. He was inducted into the Hockey Hall of Fame in 1959. In 1998, he was ranked number 62 on The Hockey News' list of the 100 Greatest Hockey Players. He remains the fastest player in NHL history to score 200 goals (181 GP).
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