Career years: 1970-1979
Accolades: Six-time Stanley Cup champion (1971, 1973, 1976-1979), Con Smythe Trophy winner (1971), Calder Memorial Trophy winner (1972), five-time Vezina Trophy winner (1973, 1976-1979), Pro Hockey Hall of Fame (1983), NCAA champion (1967)
Last stand: 1979 Stanley Cup Finals Game 5, May 21, 1979, Montreal Forum, Montreal: Canadiens 4 Rangers 1

Ken Dryden's talents extend far beyond the confines of any hockey rink, he is also an accomplished manager, lawyer, and writer. Dryden even served as a member of the Canadian Parliament from 2004-2011. While he only spent eight seasons in the NHL he certainly made the most of his time, collecting five Vezina trophies and an astounding six Stanley Cups. His last stand came in the 1979 Stanley Cup Finals against the Rangers in which he helped brush aside the Blueshirts in five games. Fun fact: This was the last Original Six Stanley Cup Final until this season.