1972 - Ken Dryden
Dryden has the rare honor of winning a Conn Smythe Trophy and Stanley Cup before winning the Calder Memorial Trophy. He played just six games during the 1970-71 regular season, winning all six games and allowing just nine goals. He was given the starting role for the playoffs and led the Canadiens to his first Stanley Cup.
Dryden was lights out in his rookie season, owning a 2.24 goals-against average and a .930 save percentage, unprecedented numbers for the era. Dryden had a short career but crammed in six Stanley Cups, five Vezina Trophies, and a Summit Series championship in 1972.