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Henri Richard, brother of Montreal Canadiens legend Maurice âRocketâ Richard and a hockey great in his own right, is on the Cup a record 11 times as a player, while the legendary Scotty Bowman appears on the Cup the most for a coach with nine Stanley Cup wins as the skipper for the Red Wings, Penguins, and Canadiens.
The Stanley Cup was actually around before the NHL was formed, in 1917, with the first winner being the Montreal Hockey Club, affiliated with the Montreal Amateur Athletic Association (MAAA) in 1894. Amateur teams competed for the cup for 23 years before the cup went to the NHL. Without any further ado, here are the 11 teams with the most Stanley Cups in their history. Weâll rank the winners based on the NHLâs history, but be sure to point out the teamsâ victories prior to the inception of the league.