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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Félix Villalobas# | 8 | 2024-2042 | |
| 2 | Rafael Diéguez# | 6 | 2025-2042 | |
| 2 | Ramón Torres# | 6 | 2029-2042 | |
| 4 | Carlos Moreno | 5 | 2007-2012 | |
| 4 | Luis Robles# | 5 | 2030-2041 | |
| 6 | Lorenzo Fracso# | 4 | 2037-2042 | |
| 6 | Arthur Graham | 4 | 2013-2018 | |
| 6 | Norm Hawk | 4 | 2007-2013 | |
| 6 | Luis Mendoza# | 4 | 2033-2042 | |
| 6 | José Prieto# | 4 | 2030-2042 | |
| 6 | Roberto Serrano# | 4 | 2026-2041 | |
| 6 | Ramón Villalobos# | 4 | 2028-2042 | |
| 13 | José Bernal# | 3 | 2032-2042 | |
| 13 | Pedro Chávez | 3 | 2007-2023 | |
| 13 | Ralph Dean | 3 | 2010-2013 | |
| 13 | Tomás Enríquez | 3 | 2015-2030 | |
| 13 | António Flores# | 3 | 2028-2042 | |
| 13 | Carlos Flores# | 3 | 2030-2042 | |
| 13 | Juan Flores# | 3 | 2025-2042 | |
| 13 | Manny Flores# | 3 | 2027-2042 | |
| 13 | Israel Franco | 3 | 2007-2018 | |
| 13 | Arturo García | 3 | 2007-2023 | |
| 13 | Juan García | 3 | 2014-2020 | |
| 13 | Pedro Garza | 3 | 2025-2034 | |
| 13 | Toshiki Harada | 3 | 2010-2010 | |
| 13 | Sergio López | 3 | 2016-2026 | |
| 13 | Carlos Martínez# | 3 | 2033-2042 | |
| 13 | Ricardo Martínez | 3 | 2027-2034 | |
| 13 | Ignacio Montoya# | 3 | 2032-2042 | |
| 13 | Takiji Nakamura | 3 | 2013-2017 | |
| 13 | Sergio Pinzón# | 3 | 2029-2042 | |
| 13 | Ramón Pérez# | 3 | 2037-2042 | |
| 13 | Esteban Ramírez# | 3 | 2036-2042 | |
| 13 | Manuel Ramírez | 3 | 2007-2014 | |
| 13 | Pedro Ramírez | 3 | 2007-2011 | |
| 13 | Pedro Reyes | 3 | 2025-2040 | |
| 13 | António Salazar# | 3 | 2037-2042 | |
| 13 | José Torres# | 3 | 2022-2042 | |
| 39 | Ángel Alemán | 2 | 2007-2010 | |
| 39 | Gilberto Alvarado# | 2 | 2033-2042 | |
| 39 | Álex Amalla# | 2 | 2039-2042 | |
| 39 | Jaime Camacho | 2 | 2015-2024 | |
| 39 | José Castro# | 2 | 2030-2042 | |
| 39 | Tomás Costa | 2 | 2007-2021 | |
| 39 | Ricardo Encarnación# | 2 | 2039-2042 | |
| 39 | Javier Ferreira# | 2 | 2039-2042 | |
| 39 | Alejandro Galindo | 2 | 2011-2028 | |
| 39 | Matt Hancock | 2 | 2017-2021 | |
| 39 | David Hernández | 2 | 2008-2013 | |
| 39 | Carlos Icaza | 2 | 2031-2034 | |
| 39 | Bernie Jacoby | 2 | 2021-2021 | |
| 39 | António Lima# | 2 | 2029-2042 | |
| 39 | César López | 2 | 2028-2034 | |
| 39 | Carlos Martínez | 2 | 2007-2013 | |
| 39 | Mario Martínez | 2 | 2007-2018 | |
| 39 | Álex Martínez | 2 | 2009-2017 | |
| 39 | Ángel Martínez# | 2 | 2036-2042 | |
| 39 | Mario Mendoza | 2 | 2007-2017 | |
| 39 | Leonardo Morales# | 2 | 2035-2042 | |
| 39 | Orinosuke Ohara | 2 | 2012-2012 | |
| 39 | Eduardo Parra# | 2 | 2036-2042 | |
| 39 | Jesús Pedilla# | 2 | 2029-2042 | |
| 39 | Augusto Peralta | 2 | 2018-2020 | |
| 39 | Luis Ramos | 2 | 2011-2026 | |
| 39 | Pedro Ramírez# | 2 | 2027-2042 | |
| 39 | Juan Rodríguez# | 2 | 2024-2042 | |
| 39 | Ángel Rodríguez# | 2 | 2032-2042 | |
| 39 | Eduardo Romano | 2 | 2011-2021 | |
| 39 | José Sandoval | 2 | 2022-2034 | |
| 39 | Alejandro Soto# | 2 | 2037-2042 | |
| 39 | Harry Sullivan | 2 | 2011-2012 | |
| 39 | Hideki Takahashi | 2 | 2010-2016 | |
| 73 | Claudio Acevedo | 1 | 2026-2033 | |
| 73 | Julián Alaniz# | 1 | 2029-2042 | |
| 73 | Tony Alvarado# | 1 | 2037-2042 | |
| 73 | Manuel Arroyo | 1 | 2015-2036 | |
| 73 | Juan Barrón# | 1 | 2030-2042 | |
| 73 | Preston Bell | 1 | 2015-2021 | |
| 73 | Santiago Benítez# | 1 | 2028-2042 | |
| 73 | David Bienavides# | 1 | 2031-2041 | |
| 73 | Júlio Burgos | 1 | 2025-2040 | |
| 73 | José Campos# | 1 | 2030-2042 | |
| 73 | Juan Cardenas | 1 | 2012-2030 | |
| 73 | Juan Castro | 1 | 2013-2040 | |
| 73 | Augusto Cervantes | 1 | 2016-2030 | |
| 73 | Félix Concepción# | 1 | 2034-2041 | |
| 73 | Carlos Cosme# | 1 | 2029-2042 | |
| 73 | Anthony Cox | 1 | 2013-2013 | |
| 73 | Carlos Domínguez# | 1 | 2027-2042 | |
| 73 | Gerardo Díaz# | 1 | 2035-2042 | |
| 73 | Tomás Figueroa# | 1 | 2033-2042 | |
| 73 | José Flores# | 1 | 2040-2042 | |
| 73 | Alonso García# | 1 | 2036-2042 | |
| 73 | Félix García# | 1 | 2032-2042 | |
| 73 | Enrique Gibson | 1 | 2019-2021 | |
| 73 | Felipe Gómez | 1 | 2018-2020 | |
| 73 | Martín Gómez# | 1 | 2028-2042 | |
| 73 | Xavier Gómez# | 1 | 2033-2042 | |
| 73 | José Hale | 1 | 2019-2020 | |
| 73 | Juan Hernández# | 1 | 2038-2042 |
