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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Dylan Harmon# | 6 | 2052-2054 | |
| 1 | Adam Hines# | 6 | 2048-2050 | |
| 1 | Ricardo Nystrom# | 6 | 2057-2058 | |
| 1 | Jorge Ramírez# | 6 | 2052-2054 | |
| 1 | Martin Román# | 6 | 2036-2039 | |
| 1 | Francisco Rosário# | 6 | 2049-2051 | |
| 7 | Álex Colomo# | 5 | 2055-2057 | |
| 7 | Francisco Hiles# | 5 | 2055-2057 | |
| 7 | Cory McGuire# | 5 | 2048-2050 | |
| 7 | William Mejía# | 5 | 2048-2050 | |
| 7 | Ryan Monger | 5 | 2039-2041 | |
| 7 | John Snyder | 5 | 2043-2044 | |
| 7 | Amos Swallows# | 5 | 2039-2041 | |
| 7 | Perry Wallace# | 5 | 2047-2049 | |
| 7 | Joshua Williams | 5 | 2049-2050 | |
| 16 | Andy Bauer# | 4 | 2055-2057 | |
| 16 | Armando Berthier | 4 | 2039-2041 | |
| 16 | Subhi bin Nasim# | 4 | 2053-2055 | |
| 16 | Kelly Browning | 4 | 2050-2052 | |
| 16 | Ernest Clement | 4 | 2048-2050 | |
| 16 | Stephen Clulow, Jr.# | 4 | 2050-2052 | |
| 16 | Ted Cobb | 4 | 2036-2038 | |
| 16 | Esteban Cole# | 4 | 2055-2057 | |
| 16 | Francisco Corral# | 4 | 2055-2057 | |
| 16 | Jason Donaldson# | 4 | 2037-2040 | |
| 16 | Oscar Falcone# | 4 | 2050-2052 | |
| 16 | Armando Figueroa | 4 | 2022-2024 | |
| 16 | Peter Grady | 4 | 2025-2027 | |
| 16 | Jimmy Greenwood | 4 | 2023-2023 | |
| 16 | Alvin Holliday | 4 | 2024-2026 | |
| 16 | Steve Howard | 4 | 2040-2042 | |
| 16 | Hamzah Izz al Din# | 4 | 2053-2055 | |
| 16 | John Jensen# | 4 | 2050-2052 | |
| 16 | Brian Lajoie | 4 | 2039-2041 | |
| 16 | Ragnar Lothbrok | 4 | 2027-2029 | |
| 16 | Dewey McKim# | 4 | 2051-2053 | |
| 16 | Cisco Medrano# | 4 | 2049-2051 | |
| 16 | Juan Molina | 4 | 2035-2037 | |
| 16 | Felipe Méndez | 4 | 2036-2037 | |
| 16 | Oscar O'Halloran# | 4 | 2050-2052 | |
| 16 | Bill Phillips# | 4 | 2046-2048 | |
| 16 | Fernando Rangel | 4 | 2036-2038 | |
| 16 | Alfredo Santos# | 4 | 2052-2054 | |
| 16 | Carlos Silva | 4 | 2037-2039 | |
| 16 | Fernando Smith# | 4 | 2056-2058 | |
| 16 | Juan Tobías# | 4 | 2056-2058 | |
| 16 | Cecil Williams | 4 | 2045-2046 | |
| 16 | Jeffery Workman# | 4 | 2049-2051 | |
| 49 | Joe Adams | 3 | 2034-2038 | |
| 49 | Jaime Arroyo# | 3 | 2055-2057 | |
| 49 | Ronald Baker | 3 | 2022-2024 | |
| 49 | Frank Bennett | 3 | 2048-2050 | |
| 49 | Seif bin Umar# | 3 | 2054-2056 | |
| 49 | José Bond# | 3 | 2058-2058 | |
| 49 | Stan Brooks | 3 | 2025-2026 | |
| 49 | Woody Brown | 3 | 2040-2044 | |
| 49 | Jonathan Butler | 3 | 2040-2042 | |
| 49 | Dave Cain# | 3 | 2047-2049 | |
| 49 | Dave Chappell# | 3 | 2044-2047 | |
| 49 | Ramiro Contreras# | 3 | 2056-2058 | |
| 49 | Earl Cox# | 3 | 2049-2051 | |
| 49 | Jerry Crawford | 3 | 2027-2029 | |
| 49 | Bart Creasy# | 3 | 2056-2058 | |
| 49 | Larry Crowley | 3 | 2024-2026 | |
| 49 | Jim Córdova | 3 | 2033-2037 | |
| 49 | Mike Davis# | 3 | 2054-2056 | |
| 49 | Scott Davis# | 3 | 2040-2043 | |
| 49 | Danny Dodds# | 3 | 2043-2045 | |
| 49 | Juan Díaz# | 3 | 2056-2058 | |
| 49 | Vanya Elliott# | 3 | 2049-2050 | |
| 49 | Phil Evans | 3 | 2040-2044 | |
| 49 | Curt Flake# | 3 | 2054-2056 | |
| 49 | Octávio Gallardo# | 3 | 2053-2055 | |
| 49 | Ricardo Garcea# | 3 | 2052-2054 | |
| 49 | Álex García# | 3 | 2055-2057 | |
| 49 | Luis Germán | 3 | 2035-2036 | |
| 49 | Edwin Gilliam | 3 | 2030-2032 | |
| 49 | Dong-po Gong | 3 | 2043-2046 | |
| 49 | Pedro González# | 3 | 2051-2053 | |
| 49 | Walter Grafton# | 3 | 2051-2053 | |
| 49 | Jeff Hayes | 3 | 2032-2036 | |
| 49 | James Heath | 3 | 2027-2029 | |
| 49 | Brian Hood# | 3 | 2050-2052 | |
| 49 | Walt Howarth# | 3 | 2054-2056 | |
| 49 | Brian Ioneki# | 3 | 2042-2045 | |
| 49 | Kasper Johnson | 3 | 2042-2045 | |
| 49 | Roy Joyner# | 3 | 2057-2057 | |
| 49 | John Lancaster# | 3 | 2051-2053 | |
| 49 | Shayne Larson# | 3 | 2056-2058 | |
| 49 | Peter Lewis | 3 | 2024-2026 | |
| 49 | José López | 3 | 2051-2053 | |
| 49 | Luis López | 3 | 2036-2038 | |
| 49 | Mike Manning | 3 | 2022-2024 | |
| 49 | William Mason | 3 | 2042-2042 | |
| 49 | Jorge Mateo# | 3 | 2057-2057 | |
| 49 | Brandon McClure | 3 | 2041-2042 | |
| 49 | Steve McFarland# | 3 | 2049-2051 | |
| 49 | Bob Mendoza | 3 | 2026-2026 | |
| 49 | Terence Meyer# | 3 | 2050-2052 | |
| 49 | Tommy Mitchell | 3 | 2042-2046 |
