Cy Young Award
| 1999 |
Curt Schilling, Memphis Mafia (only one league)
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Old Elvis League
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Young Elvis League
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| 2000 |
Kevin Millwood, Diamond Kings
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Tim Hudson, Hayride |
| 2001 |
Greg Maddux, Hitmen |
Tom Glavine, Dragons |
| 2002 |
Curt Schilling, Pelicans |
Randy Johnson, Doughnuts |
| 2003 |
Pedro Martinez, Jailbirds/Cavemen |
Jamie Moyer, Brawlers |
| 2004 |
Tim Hudson, Jailbirds |
Jason Schmidt, Spiders |
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Most Valuable Player Award
| 1999 |
Juan Gonzalez, Long Island Keydets (only one league)
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Old Elvis League
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Young Elvis League
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| 2000 |
Chipper Jones, Bulldogs
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Ivan Rodriguez, Mafia |
| 2001 |
Barry Bonds, Tokers |
Mark McGwire, Jailbirds |
| 2002 |
Barry Bonds, Norsemen |
Chipper Jones, Jailbirds |
| 2003 |
Luis Gonzalez, Hitmen |
Scott Rolen, Ragin' Cajuns |
| 2004 |
Carlos Delgado, Thespians |
Chipper Jones, Akitas |
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