Through the 2008 World Series, only three players have won the World Series MVP award twice:
1) Sandy Koufax, Los Angeles Dodgers - 1963 and 1965.
2) Bob Gibson, St. Louis Cardinals - 1964 and 1967.
3) Reggie Jackson - 1973 for the Oakland Athletics and 1977 for the New York Yankees.
No one else has won the World Series MVP award more than once.
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Through the 2009 season, Barry Bonds has won the most League MVP awards with 7.
Albert Pujols, Jimmie Foxx, Joe DiMaggio, Mike Schmidt, Alex Rodriguez, Mickey Mantle, Stan Musial, Yogi Berra, and Roy Campanella won 3 each.
The most World Series MVP awards won by a player is 2 and has been done by three players:
1) P Sandy Koufax - 1963 and 1965, both for the Dodgers.
2) P Bob Gibson - 1964 and 1967, both for the Cardinals.
3) OF Reggie Jackson - 1973 for the Athletics and 1977 for the Yankees.
No. The top two undrafted players were Avery Johnson and David Wesley. no MVPs
Joe Montana of the San Francisco 49ers won the award three times (Super Bowls XVI, XIX and XXIV).
Barry Bonds won 4 consecutive National League Most Valuable Player awards, from 2001-2004. 12 different players have won their league's Most Valuable Player award for 2 consecutive years. This includes 6 players in the American League and 6 players in the National League (including Barry Bonds in 1992-1993).
Albert Pujols won 3 National League MVP Awards. 2009, 2008, and 2005.
Through the 2007-08 season, one, that being in the 2007-08 season.