Roger Crozier of the Detroit Red Wings was awarded the Conn Smythe Trophy in 1966, despite his team losing in the Stanley Cup final to the Montreal Canadiens. Over 12 playoff games that year, Crozier posted a 2.34 goals against average and .914 save percentage.
In the opening round against the Chicago Blackhawks, Roger had a 21 save 7-0 shutout in game two to tie the series at 1-1. Gordie Howe led the Red Wings offensively with four points on a goal and three assists.
In the final game of the final series, game 6 at Detroit Olympia on May 5, 1966, Crozier allowed goals by Jean Beliveau and Leon Rochefort before shutting down the Habs over the last half of regulation tie. Norm Ullman and Floyd Smith scored for Detroit to force overtime. At 2:20 of the first extra frame, Henri Richard got one past Crozier to win the game, series and Stanley Cup championship.
Since, just Glenn Hall (1967-68), Reg Leach (1975-76), Ron Hextall (1986-87), J-S Giguere (2002-03) and Connor McDavid (2003-04) have won the award as playoff MVP while playing for the runner-up. The Conn Smythe Trophy was introduced for the 1964-65 NHL season and Jean Beliveau was the first ever recipient. Patrick Roy is the only three time winner.