Wayne Gretzky, Mario Lemieux, Bobby Orr, Gordie Howe, and Maurice "Rocket" Richard.
Henri Richard of the montrea canadiens with 11 cups.
Henri Richard of the Montreal Canadiens leads with 11 Stanley Cups as a player. Jean Beliveau and Yvan Cournoyer also of Montreal, have 10 cup wins each as players.
I think it was a Mexican who played in five world cups in a row.
Ken Dryden won 6 Stanley Cups in a career that only spanned 8 years.
The Canadians
Scotty Bowman
ken dryden
ken dryden -6
Canadiens
Montreal Canadians with 24
Toronto
The Montreal Canadiens have won 24, which is the most by far.