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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jim Searle# | 43 | 2041-2045 | |
| 2 | Bryce Ingram# | 41 | 2039-2042 | |
| 3 | Dave Noble# | 39 | 2039-2044 | |
| 4 | Josh Robinson# | 35 | 2039-2044 | |
| 5 | Mike Hoopengardner# | 34 | 2039-2042 | |
| 6 | Chris Martino# | 33 | 2041-2045 | |
| 7 | Graham Carriere# | 31 | 2041-2045 | |
| 7 | David Flores# | 31 | 2039-2042 | |
| 9 | J.D. Brinson# | 28 | 2040-2044 | |
| 9 | David Perez# | 28 | 2040-2043 | |
| 9 | Antonio Suarez# | 28 | 2042-2045 | |
| 9 | Hector Valdes# | 28 | 2039-2044 | |
| 9 | Corey Walker# | 28 | 2039-2042 | |
| 14 | Danny Esparza# | 27 | 2043-2044 | |
| 14 | Mitch Gardner# | 27 | 2041-2045 | |
| 16 | Jaden Colleano# | 26 | 2041-2044 | |
| 16 | Homare Nagasawa# | 26 | 2039-2043 | |
| 16 | Ryan Tyler# | 26 | 2040-2044 | |
| 16 | Dave Williams# | 26 | 2041-2045 | |
| 20 | Felix Acosta# | 25 | 2042-2045 | |
| 20 | Antonio Hernandez# | 25 | 2041-2044 | |
| 20 | Rob Stern# | 25 | 2039-2040 | |
| 23 | Brian Hagopian# | 24 | 2039-2042 | |
| 23 | Rafael Molina# | 24 | 2040-2042 | |
| 23 | Danny Ramirez# | 24 | 2039-2041 | |
| 23 | Mario Rivera# | 24 | 2041-2045 | |
| 23 | Juan Saucedo# | 24 | 2039-2043 | |
| 23 | Alexis Solano# | 24 | 2042-2045 | |
| 23 | Alex Stewart# | 24 | 2039-2043 | |
| 23 | Yosef Tamir# | 24 | 2040-2043 | |
| 23 | Christophe Thiery# | 24 | 2041-2043 | |
| 32 | Ricky Diaz | 23 | 2039-2040 | |
| 32 | Pedro Flores# | 23 | 2039-2044 | |
| 32 | Aldo Ginori# | 23 | 2039-2043 | |
| 32 | Glenn Keefer# | 23 | 2040-2044 | |
| 32 | Manny Orduna# | 23 | 2043-2045 | |
| 32 | Carlos Velez# | 23 | 2040-2043 | |
| 38 | Joe Anders# | 22 | 2041-2044 | |
| 38 | Manny Barrera# | 22 | 2040-2043 | |
| 38 | Gerardo Corona# | 22 | 2041-2043 | |
| 38 | Bobby Frausto# | 22 | 2039-2040 | |
| 38 | Jesse Otto# | 22 | 2039-2044 | |
| 38 | Jose Trevino | 22 | 2039-2042 | |
| 44 | Emilio Alvarez# | 21 | 2041-2045 | |
| 44 | John Govan# | 21 | 2042-2045 | |
| 44 | Scott Landau# | 21 | 2043-2045 | |
| 44 | Jon Maxwell | 21 | 2039-2044 | |
| 44 | T.J. Moorman# | 21 | 2040-2043 | |
| 44 | Evan Morrison# | 21 | 2041-2042 | |
| 50 | Tim Agosto | 20 | 2039-2044 | |
| 50 | Daniel Carrier# | 20 | 2040-2041 | |
| 50 | Chris Chevalier# | 20 | 2039-2043 | |
| 50 | Justin Cottingham# | 20 | 2039-2042 | |
| 50 | Luis Moreno# | 20 | 2043-2045 | |
| 50 | Manny Salinas# | 20 | 2039-2044 | |
| 50 | Joe Shipley# | 20 | 2039-2044 | |
| 50 | Chris Solich# | 20 | 2041-2044 | |
| 50 | Javier Torres# | 20 | 2039-2041 | |
| 50 | Wil Urena# | 20 | 2039-2040 | |
| 60 | Chris Bean | 19 | 2039-2043 | |
| 60 | Jose Cervantes# | 19 | 2039-2044 | |
| 60 | Hector Garcia# | 19 | 2039-2040 | |
| 60 | Kevin Hunt# | 19 | 2039-2040 | |
| 60 | Tim Kaufman# | 19 | 2039-2041 | |
| 60 | Eddie Lopez# | 19 | 2039-2043 | |
| 60 | Maxime Martin | 19 | 2039-2043 | |
| 60 | Manny Navarro# | 19 | 2039-2040 | |
| 60 | Victor Nieves# | 19 | 2041-2043 | |
| 60 | Chris Schell# | 19 | 2040-2042 | |
| 60 | Victor Torres# | 19 | 2042-2044 | |
| 60 | Danny Valdez | 19 | 2041-2044 | |
| 60 | Frank Vogel# | 19 | 2041-2045 | |
| 73 | Tony Aviles# | 18 | 2039-2041 | |
| 73 | Matt Curington | 18 | 2040-2042 | |
| 73 | Sal de Leon# | 18 | 2040-2043 | |
| 73 | Skyler Fairfield | 18 | 2039-2043 | |
| 73 | Gil Gurka# | 18 | 2040-2043 | |
| 73 | Carlos Orozco# | 18 | 2039-2041 | |
| 73 | Manny Robles# | 18 | 2039-2044 | |
| 73 | Andrew Sousa# | 18 | 2040-2043 | |
| 73 | Jon Viera | 18 | 2039-2041 | |
| 82 | Lorenzo Almazan | 17 | 2039-2042 | |
| 82 | Hector Alvarez# | 17 | 2039-2043 | |
| 82 | Simon Beal# | 17 | 2039-2044 | |
| 82 | Travis Branca# | 17 | 2041-2045 | |
| 82 | Marc Cottin# | 17 | 2041-2045 | |
| 82 | Tom Eck# | 17 | 2039-2042 | |
| 82 | Dan Gentle# | 17 | 2041-2043 | |
| 82 | Craig Harper# | 17 | 2041-2045 | |
| 82 | Victor Leandro | 17 | 2039-2044 | |
| 82 | Leon Montecino# | 17 | 2043-2045 | |
| 82 | Dave Ruiz# | 17 | 2039-2043 | |
| 82 | Izzy Saez# | 17 | 2039-2042 | |
| 82 | Roberto Sanchez# | 17 | 2039-2041 | |
| 82 | Dave Scherer# | 17 | 2042-2045 | |
| 82 | Chris Skoog# | 17 | 2039-2041 | |
| 82 | Mike Van de Ven | 17 | 2039-2041 | |
| 98 | David Burton# | 16 | 2040-2043 | |
| 98 | Devon Center# | 16 | 2040-2044 | |
| 98 | Felipe Cruz# | 16 | 2044-2045 |
