Education
University of Toronto.
University of Toronto.
Born in Renfrew, Ontario, O'Brien became involved in hockey. He played as a youth and eventually owned two clubs in northern Ontario in Cobalt, Ontario and Haileybury, Ontario. In 1909, he founded the National Hockey Association, the Montreal Canadiens and bought the Renfrew Creamery Kings.
The attempt was unsuccessful and he folded the team after two seasons. While in Montreal for business in November 1909, O'Brien was asked by the then owners of the Creamery Kings to apply to join the Canadian Hockey Association. He made the application but was turned down.
Outside the hotel room where the CHA meetings were occurring he met Jimmy Gardner, manager of the Montreal Wanderers. Together, they developed the idea of starting their own league with O'Brien's Cobalt and Haileybury teams, the Wanderers and a new team "Les Canadiens" for Montreal to capture francophone Montrealers interest as a rival for the Wanderers. The Montreal Canadiens were born.
O'Brien only owned the team for one season. After the season, he was sued by George W. Kendall (Kennedy) owner of the Club athlétique Canadien, claiming the legal rights to the Canadiens name. A settlement was reached and on November 12, 1910 Kendall acquired the team for $7,500.
Operation of the NHA teams was expensive and the NHA was forced to implement salary caps and maximum salaries. The O'Briens reduced their involvement. Whereas in 1910, four O'Brien-backed teams played in the NHA, only one, the Millionaires, played in 1910–11, O'Brien having sold the other three NHA franchises.
Before the 1911–12 season the Millionaires were also no more, its players dispersed to the other NHA teams. O'Brien was never a team owner again. O'Brien was inducted as a builder into the Hockey Hall of Fame in 1962.