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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Luis López | 40 | 2035-2040 | |
| 2 | Ramón Corona | 37 | 2036-2042 | |
| 2 | Allen Sullivan# | 37 | 2045-2054 | |
| 4 | Armando Rodríguez | 35 | 2034-2045 | |
| 5 | Cameron D'Eath | 34 | 2036-2041 | |
| 5 | Carlos Luna | 34 | 2037-2047 | |
| 7 | Chris Cochrane | 29 | 2042-2049 | |
| 7 | Ho Gang | 29 | 2045-2049 | |
| 7 | Paul Potter# | 29 | 2051-2054 | |
| 10 | Wendell Radford | 28 | 2052-2054 | |
| 11 | Ricardo De Los Santos | 27 | 2038-2046 | |
| 11 | Carlos Díaz | 27 | 2039-2050 | |
| 11 | Juan Rúbio | 27 | 2031-2035 | |
| 11 | Rubén Silva | 27 | 2036-2041 | |
| 11 | Kwan-cheol Yi | 27 | 2044-2052 | |
| 16 | Alfonso Cruz | 26 | 2042-2047 | |
| 16 | Marcos Gastelu | 26 | 2045-2052 | |
| 16 | Mehari Jitu | 26 | 2040-2046 | |
| 16 | Vaughan Kay | 26 | 2044-2049 | |
| 16 | Tom Montgomery | 26 | 2048-2052 | |
| 16 | Marvin Paige | 26 | 2044-2050 | |
| 22 | Manuel Amador | 25 | 2044-2047 | |
| 22 | Hungary Denk | 25 | 2030-2043 | |
| 22 | José González | 25 | 2031-2035 | |
| 22 | Aladdin Hussein# | 25 | 2051-2054 | |
| 22 | John Jamerson | 25 | 2037-2040 | |
| 22 | Roger Petersen | 25 | 2044-2048 | |
| 22 | Wilson Tovar | 25 | 2035-2039 | |
| 29 | Michel Gautier# | 24 | 2045-2051 | |
| 29 | Alberto Gómez | 24 | 2031-2035 | |
| 29 | Al Martínez | 24 | 2023-2029 | |
| 32 | Rafael Domínguez | 23 | 2039-2042 | |
| 32 | Jorge González | 23 | 2031-2045 | |
| 32 | Terry Green | 23 | 2046-2050 | |
| 32 | Ken Hodge | 23 | 2049-2053 | |
| 32 | Guillermo Mejía | 23 | 2044-2046 | |
| 32 | Alejandro Pérez | 23 | 2030-2034 | |
| 32 | Valentín Villereal | 23 | 2031-2037 | |
| 39 | Cisco Chávez | 22 | 2032-2035 | |
| 39 | Shawn Davis | 22 | 2046-2050 | |
| 39 | Lúcio Flores | 22 | 2044-2047 | |
| 39 | Norm Haynes | 22 | 2047-2053 | |
| 39 | Ray McLaughlin | 22 | 2047-2052 | |
| 39 | Sixto Rivera | 22 | 2037-2040 | |
| 39 | Ling-lai Robertson | 22 | 2046-2051 | |
| 39 | Okba Shaabani | 22 | 2030-2036 | |
| 39 | Takehide Suzuki | 22 | 2035-2039 | |
| 39 | Jorge Váquez | 22 | 2036-2045 | |
| 49 | Kevin Beasley# | 21 | 2050-2053 | |
| 49 | Chih-tui Chen | 21 | 2051-2055 | |
| 49 | Juan Gómez | 21 | 2044-2048 | |
| 49 | José Martínez | 21 | 2038-2041 | |
| 49 | Ángel Ochoa | 21 | 2034-2038 | |
| 49 | Sergio Rojas | 21 | 2038-2053 | |
| 49 | Lorenzo Serrano# | 21 | 2050-2053 | |
| 49 | António Torres | 21 | 2031-2036 | |
| 49 | Tabari Umayr | 21 | 2050-2052 | |
| 49 | Ernesto Valentín | 21 | 2040-2044 | |
| 49 | Ken Vázquez | 21 | 2023-2028 | |
| 60 | Mike Bailey | 20 | 2021-2024 | |
| 60 | Utbah bin Muta# | 20 | 2051-2053 | |
| 60 | José Contreras | 20 | 2033-2035 | |
| 60 | Lee Elliott | 20 | 2042-2045 | |
| 60 | Jilenko Estopia | 20 | 2054-2057 | |
| 60 | Iván García | 20 | 2033-2039 | |
| 60 | Urge Lamaalem# | 20 | 2057-2058 | |
| 60 | Álex León# | 20 | 2051-2053 | |
| 60 | Fernando Luján# | 20 | 2044-2046 | |
| 60 | Herb McCarthy# | 20 | 2047-2053 | |
| 60 | Pedro Moya | 20 | 2038-2041 | |
| 60 | Clyde Méndez | 20 | 2029-2033 | |
| 60 | Derek Pogue# | 20 | 2056-2058 | |
| 60 | Jung-kyoo Yi | 20 | 2039-2041 | |
| 74 | Ángel Alaniz | 19 | 2024-2035 | |
| 74 | Arion Chagares# | 19 | 2055-2058 | |
| 74 | Pedro Delgado | 19 | 2046-2050 | |
| 74 | Anthony DeYoung | 19 | 2042-2050 | |
| 74 | Bartolo Gonzáles | 19 | 2044-2050 | |
| 74 | Aurelio González | 19 | 2033-2043 | |
| 74 | Mario González | 19 | 2018-2020 | |
| 74 | Charlie Iron-Knife | 19 | 2033-2035 | |
| 74 | Nathan Lummis# | 19 | 2056-2058 | |
| 74 | Willie Nelson# | 19 | 2052-2055 | |
| 74 | Luis Ramírez | 19 | 2041-2045 | |
| 74 | Rob Reynolds | 19 | 2030-2033 | |
| 74 | José Romo | 19 | 2032-2035 | |
| 74 | Santiago Serrano | 19 | 2034-2045 | |
| 74 | Jason Swaffer | 19 | 2049-2053 | |
| 74 | José Sánchez | 19 | 2037-2041 | |
| 74 | Mario Sánchez | 19 | 2040-2043 | |
| 74 | Jesús Torres | 19 | 2053-2056 | |
| 74 | Cecil Trent | 19 | 2047-2051 | |
| 93 | Will Clark | 18 | 2044-2046 | |
| 93 | Lucan Galasso | 18 | 2036-2044 | |
| 93 | Armando Galván | 18 | 2032-2043 | |
| 93 | Fernando Hernández | 18 | 2045-2048 | |
| 93 | Javier Hernández# | 18 | 2044-2054 | |
| 93 | Scott Hoekstra | 18 | 2038-2043 | |
| 93 | George Jackson# | 18 | 2052-2055 | |
| 93 | António Jiménez | 18 | 2031-2032 |
