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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Victor Duro# | 26 | 2092-2096 | |
| 2 | Eric Tennison | 24 | 2082-2085 | |
| 3 | Robert Bartos# | 22 | 2083-2087 | |
| 3 | Ismael Santiago | 22 | 2046-2049 | |
| 5 | Alexis Sandoval# | 20 | 2088-2092 | |
| 6 | Jeffrey Baker# | 19 | 2084-2086 | |
| 6 | Mark Canterbury | 19 | 2059-2063 | |
| 6 | Raul Gonzales | 19 | 2077-2078 | |
| 6 | Jonathan Hefley | 19 | 2075-2077 | |
| 6 | Chance Lennox | 19 | 2052-2054 | |
| 6 | Antonio Melendez | 19 | 2050-2054 | |
| 6 | Seth Spencer | 19 | 2052-2056 | |
| 6 | Dario Trujillo | 19 | 2024-2026 | |
| 14 | Luis D. Guzman | 18 | 2016-2019 | |
| 14 | Edwin Maestre | 18 | 2029-2032 | |
| 14 | Phil Underwood | 18 | 2056-2058 | |
| 14 | Dean Wilson | 18 | 2076-2077 | |
| 18 | Frans de Vries | 17 | 2056-2058 | |
| 18 | Tomas Delgado | 17 | 2068-2070 | |
| 18 | Alfredo Garcia | 17 | 2076-2079 | |
| 18 | T.J. Johnson# | 17 | 2094-2096 | |
| 18 | SÃlvio Malta | 17 | 2031-2033 | |
| 18 | Keith Murry | 17 | 2034-2036 | |
| 24 | Alex Banks | 16 | 2052-2057 | |
| 24 | Brandon Banks# | 16 | 2094-2097 | |
| 24 | Tony Barnette | 16 | 2006-2006 | |
| 24 | Danny Cortez | 16 | 2071-2073 | |
| 24 | Jake Drossner | 16 | 2015-2018 | |
| 24 | Jeff Fulton | 16 | 2068-2071 | |
| 24 | Jason Hunter# | 16 | 2095-2096 | |
| 24 | David Kasten# | 16 | 2084-2087 | |
| 24 | Jay Meltzer# | 16 | 2085-2088 | |
| 24 | Eric Moynihan# | 16 | 2096-2098 | |
| 24 | Mike Thornburg# | 16 | 2091-2093 | |
| 24 | Jacob Wilson | 16 | 2080-2081 | |
| 24 | Ivan Zubieta | 16 | 2068-2069 | |
| 37 | Mike Atchley | 15 | 2087-2089 | |
| 37 | B.J. Brandenstein | 15 | 2047-2049 | |
| 37 | Dwayne Ernst | 15 | 2053-2055 | |
| 37 | Alex Gandia | 15 | 2066-2067 | |
| 37 | Scott Kocis# | 15 | 2084-2086 | |
| 37 | Charles Lusieri | 15 | 2066-2067 | |
| 37 | Nick McGuire | 15 | 2047-2049 | |
| 37 | Jordan Parra | 15 | 2069-2070 | |
| 37 | Bob Potter# | 15 | 2089-2093 | |
| 37 | Jay Robbins | 15 | 2031-2032 | |
| 37 | Tony Tanse# | 15 | 2092-2094 | |
| 37 | Corey Wethington | 15 | 2051-2055 | |
| 49 | Jim Ballinger | 14 | 2080-2080 | |
| 49 | Bailey Bethune | 14 | 2077-2080 | |
| 49 | Jonathan Blevins | 14 | 2078-2079 | |
| 49 | Matt Brown | 14 | 2025-2026 | |
| 49 | Aaron Bruckerhoff# | 14 | 2085-2088 | |
| 49 | Ken Cornell# | 14 | 2091-2093 | |
| 49 | Ferdie Elshout | 14 | 2027-2028 | |
| 49 | Edgar Gomez# | 14 | 2089-2090 | |
| 49 | David Hayes# | 14 | 2095-2096 | |
| 49 | Eric Lewis# | 14 | 2090-2092 | |
| 49 | Julio Ramos | 14 | 2058-2059 | |
| 49 | Danny Raziano# | 14 | 2087-2090 | |
| 49 | Pablo Vazquez | 14 | 2068-2071 | |
| 49 | Greg Vezina | 14 | 2027-2028 | |
| 49 | Vern Young# | 14 | 2096-2098 | |
| 64 | Antonio Abrego | 13 | 2065-2066 | |
| 64 | Ivan Alfaro | 13 | 2061-2062 | |
| 64 | Quintiliano Amor | 13 | 2064-2065 | |
| 64 | Bernie Bayer | 13 | 2069-2072 | |
| 64 | Craig Boan | 13 | 2052-2053 | |
| 64 | Jon Bradley | 13 | 2060-2061 | |
| 64 | Sean Carry | 13 | 2072-2074 | |
| 64 | Jeff Falk# | 13 | 2085-2088 | |
| 64 | Eddie Garcia | 13 | 2027-2028 | |
| 64 | Ivan Guerrero# | 13 | 2096-2098 | |
| 64 | Greg Harlow# | 13 | 2097-2098 | |
| 64 | Chris Lewis# | 13 | 2094-2097 | |
| 64 | Ricky Maldonado# | 13 | 2094-2096 | |
| 64 | Juan Mesa | 13 | 2073-2074 | |
| 64 | Danny Montoya# | 13 | 2094-2095 | |
| 64 | Sa'ng Ng# | 13 | 2095-2098 | |
| 64 | Sergio Noguera | 13 | 2064-2066 | |
| 64 | Luke Peterson | 13 | 2049-2051 | |
| 64 | D.J. Rost# | 13 | 2095-2097 | |
| 64 | Jason Stoldt | 13 | 2048-2049 | |
| 64 | Florian Varlet# | 13 | 2097-2098 | |
| 64 | John Viola# | 13 | 2094-2096 | |
| 64 | Greg Wale | 13 | 2050-2051 | |
| 87 | Alejandro Arreguin# | 12 | 2096-2097 | |
| 87 | Tim Austin | 12 | 2047-2049 | |
| 87 | Willie Baca | 12 | 2051-2054 | |
| 87 | Trey Brant | 12 | 2058-2060 | |
| 87 | Jon Caraballo# | 12 | 2093-2095 | |
| 87 | David de Luna# | 12 | 2094-2096 | |
| 87 | Bill DeFiore# | 12 | 2096-2097 | |
| 87 | Alex Enriquez | 12 | 2057-2058 | |
| 87 | Jeremy Fletcher# | 12 | 2091-2093 | |
| 87 | Luis Garcia | 12 | 2053-2054 | |
| 87 | Jorge Garnica | 12 | 2049-2055 | |
| 87 | Arturo Garza | 12 | 2049-2051 | |
| 87 | Blake Gentile | 12 | 2053-2058 | |
| 87 | Nick Haines# | 12 | 2088-2091 |
