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Player and coach together : Henry Richard, of the Montréal Canadiens, won the cup 11 times. Hector "toe" Blake won the cup 2 times as a player of the Montréal Canadiens and 8 times as a coach of the Montréal Canadiens for a total of 10 cups. Next, there is Jean Beliveau and Yvan Cournoyer who won the cup 10 times. As a coach, Scotty Bowman has won it nine times.

http://www.legendsofhockey.net/HTML/silver_stFFFs.htm

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12y ago
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14y ago

Henri Richard won the most as a player (11) but Jean Beliveau's name is listed the most times on the cup (18) because he won as both a player and team official. (Posted by a Red Wings fan in Israel)

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12y ago

Scotty Bowman. He has nine Stanley Cups with the Montreal Canadiens, (1973, 1976, 1977, 1978, 1979) Pittsburgh Penguins, (1992) and Detroit Red Wings (1997, 1998, 2002).

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15y ago

Henri Richard

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11y ago

Montreal Canadians with 24 Stanley cups

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Q: What coach has the most Stanley cups?
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