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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Dan Brown# | 45 | 2052-2056 | |
| 2 | Billy Robinson# | 36 | 2044-2048 | |
| 3 | Riccardo de Dood# | 33 | 2054-2057 | |
| 4 | Jeff King | 30 | 2042-2046 | |
| 4 | Manny Melgoza# | 30 | 2053-2057 | |
| 6 | Vince Ellerbee# | 29 | 2050-2052 | |
| 7 | Jose Ramos# | 28 | 2054-2057 | |
| 8 | Tony Carrillo# | 26 | 2044-2048 | |
| 8 | Jamie Feola | 26 | 2047-2050 | |
| 10 | John Farrar# | 24 | 2050-2054 | |
| 10 | Kyle Feinberg# | 24 | 2049-2052 | |
| 10 | Eric Foley# | 24 | 2053-2055 | |
| 10 | Justin Horn# | 24 | 2047-2050 | |
| 10 | Jason Murphy# | 24 | 2054-2057 | |
| 10 | Chris Olson# | 24 | 2052-2056 | |
| 16 | Sam Del Grosso# | 23 | 2055-2057 | |
| 16 | Lenny Dykstra Jr. | 23 | 2039-2041 | |
| 16 | Mike Olejarz# | 23 | 2055-2057 | |
| 16 | Kyle Peacock# | 23 | 2055-2057 | |
| 16 | Chad Reid# | 23 | 2055-2056 | |
| 21 | Gabriel Aguirre# | 22 | 2041-2044 | |
| 21 | Steven Butler# | 22 | 2053-2056 | |
| 21 | Jerry Pearson# | 22 | 2054-2057 | |
| 21 | Lodewijk van de Wetering | 22 | 2032-2035 | |
| 21 | Mauricio Villegas# | 22 | 2044-2047 | |
| 26 | Tom House# | 21 | 2054-2057 | |
| 26 | Miguel Ortiz | 21 | 2038-2040 | |
| 26 | Greg Pepper# | 21 | 2053-2055 | |
| 26 | David Thiel | 21 | 2048-2052 | |
| 26 | Dan Wendell | 21 | 2047-2049 | |
| 26 | Matt White# | 21 | 2051-2052 | |
| 32 | Jerry Bamberg# | 20 | 2055-2056 | |
| 32 | Mike Bukowski# | 20 | 2050-2054 | |
| 32 | Rich Hogue# | 20 | 2053-2056 | |
| 32 | Kyle King# | 20 | 2051-2054 | |
| 32 | John Light# | 20 | 2053-2057 | |
| 32 | Ottaviano Manfredi# | 20 | 2051-2052 | |
| 32 | Maverick McCoy | 20 | 2044-2048 | |
| 32 | Josh Prosek# | 20 | 2052-2056 | |
| 32 | Dave Recer# | 20 | 2055-2057 | |
| 32 | Rob Rouch# | 20 | 2051-2054 | |
| 42 | Jarrett Allen# | 19 | 2054-2057 | |
| 42 | Hector Bonilla | 19 | 2030-2033 | |
| 42 | Dale Koehler | 19 | 2054-2055 | |
| 42 | Roberto Mantilla# | 19 | 2046-2048 | |
| 42 | Greg Marshik# | 19 | 2055-2057 | |
| 42 | Mike McMaster | 19 | 2047-2051 | |
| 42 | Dusty Murphy# | 19 | 2044-2048 | |
| 42 | Sandy Olvera# | 19 | 2054-2057 | |
| 42 | Juan Orozco# | 19 | 2051-2054 | |
| 42 | Victor Vicente# | 19 | 2047-2049 | |
| 42 | Elias Zuniga# | 19 | 2047-2049 | |
| 53 | Jordan Berrios# | 18 | 2046-2048 | |
| 53 | Mike Diego# | 18 | 2050-2051 | |
| 53 | George Ferry | 18 | 2044-2048 | |
| 53 | Juan Macias# | 18 | 2053-2056 | |
| 57 | Monty Brewster# | 17 | 2053-2057 | |
| 57 | Pedro Cerna | 17 | 2032-2036 | |
| 57 | Andres Chavez# | 17 | 2054-2056 | |
| 57 | Ryan Davis# | 17 | 2054-2057 | |
| 57 | Akira Fukuda# | 17 | 2054-2057 | |
| 57 | Miguel Garza# | 17 | 2051-2054 | |
| 57 | Alpha Kennison# | 17 | 2053-2055 | |
| 57 | Tony Lopez# | 17 | 2054-2057 | |
| 57 | Ricky Ramirez# | 17 | 2049-2051 | |
| 57 | Mike Statzer# | 17 | 2047-2050 | |
| 57 | Greg Woolery# | 17 | 2045-2049 | |
| 68 | Tony Alcala# | 16 | 2044-2046 | |
| 68 | Danny Avilez# | 16 | 2053-2055 | |
| 68 | Jose Calderon# | 16 | 2052-2053 | |
| 68 | Leo Campa | 16 | 2045-2048 | |
| 68 | Mark Cowen# | 16 | 2049-2053 | |
| 68 | Danny Coyle# | 16 | 2055-2057 | |
| 68 | Zion Dennison# | 16 | 2055-2057 | |
| 68 | Beau Fullmer# | 16 | 2048-2052 | |
| 68 | Karl Harrison# | 16 | 2056-2057 | |
| 68 | Fidel Lechuga | 16 | 2050-2051 | |
| 68 | José López | 16 | 2030-2033 | |
| 68 | Josh Macro# | 16 | 2054-2057 | |
| 68 | Virgile Marletti# | 16 | 2056-2057 | |
| 68 | David Michon# | 16 | 2049-2053 | |
| 68 | Jamie Murat# | 16 | 2053-2054 | |
| 68 | Danny Robinson# | 16 | 2053-2057 | |
| 68 | Carlos Romero | 16 | 2034-2036 | |
| 68 | Jayden Smith# | 16 | 2045-2048 | |
| 86 | Edwin Ambriz# | 15 | 2045-2048 | |
| 86 | Gavin Birchall# | 15 | 2056-2057 | |
| 86 | Jay Bowman# | 15 | 2048-2050 | |
| 86 | Steve Carlson# | 15 | 2053-2057 | |
| 86 | Adam Carmichael | 15 | 2043-2045 | |
| 86 | Nate Cooper# | 15 | 2048-2050 | |
| 86 | Jake Deming# | 15 | 2052-2053 | |
| 86 | Chris Ellis# | 15 | 2048-2049 | |
| 86 | Manuel Escobar# | 15 | 2044-2047 | |
| 86 | Jarno Holst# | 15 | 2046-2048 | |
| 86 | Robby Medlin# | 15 | 2054-2057 | |
| 86 | Sander Rademakers# | 15 | 2055-2057 | |
| 86 | Cesar Rios# | 15 | 2049-2051 | |
| 86 | Luis Salcido | 15 | 2034-2036 | |
| 86 | Frank Santana# | 15 | 2056-2057 |
