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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Ron Gómez# | 103 | 2024-2041 | |
| 2 | Tomás Esparza | 94 | 2012-2039 | |
| 3 | Miguel Cordero# | 84 | 2027-2041 | |
| 4 | José Santos | 73 | 2012-2026 | |
| 5 | Jorge Valentín | 68 | 2030-2040 | |
| 6 | Jerry Collins | 62 | 2007-2024 | |
| 6 | Gustavo Luján# | 62 | 2029-2040 | |
| 8 | Alfredo García | 61 | 2015-2028 | |
| 9 | Javier Gómez | 57 | 2014-2025 | |
| 9 | Arturo Ramírez | 57 | 2013-2029 | |
| 11 | Tony Salazar# | 56 | 2029-2041 | |
| 12 | Clark Vallés# | 54 | 2029-2041 | |
| 13 | Gary Edwards | 53 | 2009-2018 | |
| 13 | Gabriel Gutiérrez | 53 | 2011-2020 | |
| 13 | Ángel López# | 53 | 2031-2041 | |
| 13 | Juan Martínez | 53 | 2012-2025 | |
| 17 | Ángel Valdéz | 52 | 2017-2026 | |
| 18 | Jorge Alou | 51 | 2021-2039 | |
| 19 | Jesús Cantú | 50 | 2019-2040 | |
| 19 | Xavier González | 50 | 2014-2036 | |
| 21 | Alonso Flores# | 48 | 2030-2041 | |
| 22 | Ken Martínez# | 47 | 2031-2041 | |
| 22 | Manuel Piñal# | 47 | 2032-2041 | |
| 24 | Eiichi Nakao | 44 | 2010-2020 | |
| 25 | José Gonzáles# | 43 | 2027-2041 | |
| 26 | Jay Black# | 41 | 2021-2041 | |
| 26 | Carlton Minor# | 41 | 2027-2041 | |
| 28 | José Méndez | 40 | 2012-2025 | |
| 28 | Joe Rivera | 40 | 2029-2038 | |
| 30 | Mal Benton | 39 | 2017-2029 | |
| 30 | Jorge Escamilla# | 39 | 2025-2041 | |
| 32 | Juan Gonzáles | 34 | 2023-2040 | |
| 32 | Humberto Hernández# | 34 | 2035-2041 | |
| 32 | José Rodríguez | 34 | 2028-2037 | |
| 35 | Jesús Salazar# | 33 | 2036-2041 | |
| 36 | António Rodríguez# | 32 | 2028-2041 | |
| 37 | Armando Rodríguez# | 31 | 2030-2041 | |
| 37 | Martin Rodríguez# | 31 | 2034-2041 | |
| 39 | Walt Porter# | 30 | 2027-2041 | |
| 39 | Manuel Ávila# | 30 | 2021-2041 | |
| 41 | Martín Martínez# | 29 | 2028-2041 | |
| 41 | Pedro Ramírez | 29 | 2007-2016 | |
| 43 | Alberto Caballero# | 28 | 2036-2041 | |
| 43 | Domingo Pérez# | 28 | 2036-2041 | |
| 45 | David López | 27 | 2014-2037 | |
| 45 | Juan Román | 27 | 2014-2024 | |
| 47 | Juan Alvarado | 26 | 2019-2038 | |
| 47 | José López | 26 | 2009-2018 | |
| 49 | Luis Cantú | 25 | 2022-2027 | |
| 50 | Jerome Beaton | 24 | 2007-2013 | |
| 50 | Eduardo Camacho# | 24 | 2027-2041 | |
| 50 | Iván Rosa | 24 | 2028-2040 | |
| 50 | Fernando Vásquez# | 24 | 2030-2041 | |
| 54 | Emílio Alvarado | 23 | 2007-2012 | |
| 54 | Alonso González | 23 | 2019-2031 | |
| 56 | Bennett Dean | 21 | 2007-2022 | |
| 56 | Jason Meléndez# | 21 | 2037-2041 | |
| 58 | Pedro Concepción | 20 | 2018-2020 | |
| 59 | Manuel Espinoza | 19 | 2008-2011 | |
| 59 | José Morín | 19 | 2016-2020 | |
| 59 | César Rodríguez | 19 | 2007-2011 | |
| 62 | Johnny MacKinney | 18 | 2017-2020 | |
| 62 | Juan Olivares | 18 | 2007-2010 | |
| 62 | Cristián Rosado | 18 | 2017-2028 | |
| 65 | Nathan Barton | 17 | 2015-2020 | |
| 65 | Fred Negrón | 17 | 2013-2015 | |
| 67 | Ricardo Peña | 16 | 2021-2029 | |
| 67 | Pedro Rivera# | 16 | 2033-2041 | |
| 67 | Orlando Ruíz# | 16 | 2032-2041 | |
| 67 | Rafael Salas# | 16 | 2023-2041 | |
| 67 | Arturo Sánchez | 16 | 2008-2010 | |
| 72 | Enrique Cruz | 15 | 2020-2034 | |
| 72 | Mario García# | 15 | 2025-2041 | |
| 72 | António López | 15 | 2020-2030 | |
| 72 | Errol Marque# | 15 | 2026-2041 | |
| 72 | Mauro Salas | 15 | 2021-2034 | |
| 72 | George Wood | 15 | 2020-2027 | |
| 78 | Rod Aguilar# | 14 | 2037-2041 | |
| 78 | Cristián Básquez | 14 | 2007-2009 | |
| 78 | Emílio García# | 14 | 2040-2041 | |
| 81 | Santiago Carmona | 13 | 2009-2014 | |
| 81 | Junior Castillo | 13 | 2014-2032 | |
| 81 | José Flores | 13 | 2027-2029 | |
| 81 | Román Galván# | 13 | 2036-2041 | |
| 81 | Norberto Pacheco | 13 | 2007-2015 | |
| 81 | Rafael Quintero | 13 | 2027-2035 | |
| 87 | Víctor Domínguez | 12 | 2007-2019 | |
| 87 | Travis Hanson | 12 | 2018-2020 | |
| 87 | Takiji Nakamura | 12 | 2015-2016 | |
| 87 | José Salgado# | 12 | 2035-2041 | |
| 87 | Dave Smith | 12 | 2009-2012 | |
| 87 | Ricardo Tovar | 12 | 2007-2017 | |
| 93 | José Arroyo | 11 | 2007-2008 | |
| 93 | Javier Chavez | 11 | 2009-2011 | |
| 93 | Luis Díaz | 11 | 2007-2019 | |
| 93 | George Haines | 11 | 2019-2020 | |
| 93 | Chester Ibarra# | 11 | 2036-2041 | |
| 93 | Armando López# | 11 | 2029-2035 | |
| 93 | Elton Simmons | 11 | 2028-2034 | |
| 100 | Juan Flores | 10 | 2012-2021 |
