The Montreal Canadiens have had a long history of great hockey players, and more specifically, great goaltenders. Jacques Plante revolutionized the position with the mask, Carey Price won the most games in this uniform, but the best of all time might just be Ken Dryden, who sadly passed away on September 5th 2025.
Dryden had one of the most unique NHL careers of all time. He was drafted by the Boston Bruins in the third round in 1964, but was traded just days after to the Montreal Canadiens. Dryden didn't even know he was drafted by the Bruins until years later, and of the four players involved (Alex Campbell, Guy Allen and Paul Reid), Dryden was the only one to play a game.