who has won the most conn smythe trophies
Conn Smythe Trophy The first winner of the award was center Jean Béliveau of the Montreal Canadiens in 1965. The first player and only defenseman to win it twice was Bobby Orr, who scored the Cup-clinching goals for the Boston Bruins in 1970 and 1972. Goaltender Bernie Parent (for the Philadelphia Flyers) and centers Wayne Gretzky (for the Edmonton Oilers), Mario Lemieux, and Sidney Crosby (for the Pittsburgh Penguins) have also won it twice each, with Parent, Lemieux, and Crosby each winning theirs back to back (1974/1975, 1991/1992, and 2016/2017 respectively). Goaltender Patrick Roy is the only player to win the trophy three times, and also the only player to win it as a member of two different teams (with the Canadiens in 1986 and 1993, and with the Colorado Avalanche in 2001); his wins also fall into three different decades. Ken Dryden, the 1971 Smythe winner, is the only NHL player to win this trophy before winning the Calder Trophy as rookie of the year (in 1972): Montreal called him up to play only six regular season games, which is not enough to qualify as a rookie season. Dave Keon's eight playoff points in 1967 is the fewest ever by a non-goalie Conn Smythe winner, as he was a defensive forward and is the only Maple Leafs player to win the trophy donated by his club's parent company.