Yes, see the 1960 World Series. Bobby Richardson won the MVP while playing for the losing team. (New York Yankees) However, values in those days were placed upon individual performance and not their contribution to the team's winning effort.
Furthermore, there were several candidates (as opposed to one outstanding player) from Pittsburgh who (today) would have won under today's voting mentality For instance, Hall of Famer Roberto Clemente hit in all 7 games; Hal Smith hit the key three run homer in game 7 to give the Pirates that 9-7 lead; Mazeroski and his series wining homer; and the best two candidates (both of whom faltered in game 7) were Vern Law, who went 2-0 in his other two starts prior to game 7, and Elroy Face who saved all three of Pittsburgh's close wins before game 7 (the World Series save record at the time) Clemente would go on to play in the 1971 series and hit safely in all 7 of those games for a 14 game World Series hitting streak (the record is only 17).
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