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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Ted Balloon# | 223 | 1901-1908 | |
| 2 | Armando Rodríguez# | 216 | 1902-1908 | |
| 3 | Rafael García# | 191 | 1903-1908 | |
| 4 | Ewan Mackenzie# | 187 | 1901-1908 | |
| 5 | Nerón Jiménez# | 177 | 1901-1908 | |
| 6 | Ezequiel Vásquez# | 173 | 1903-1908 | |
| 7 | Mike Bellenger# | 170 | 1901-1908 | |
| 8 | Eunosto Gutiérrez# | 168 | 1902-1908 | |
| 9 | Facundo Ramos# | 165 | 1901-1908 | |
| 10 | Domingo Villalobos# | 164 | 1901-1908 | |
| 11 | Manuel Cortés# | 163 | 1903-1908 | |
| 12 | Carmelo Castillo# | 162 | 1903-1908 | |
| 13 | Eugenio Hernández# | 160 | 1902-1908 | |
| 14 | Jeremías Cabrera# | 158 | 1903-1908 | |
| 14 | Damián Medina# | 158 | 1902-1908 | |
| 16 | Leonel Alvarrán# | 157 | 1903-1908 | |
| 16 | Renato Díaz# | 157 | 1903-1908 | |
| 16 | Fernando Mota# | 157 | 1902-1908 | |
| 19 | Nicodemo Ceja# | 153 | 1902-1908 | |
| 19 | Jan Pajkos# | 153 | 1902-1908 | |
| 21 | Dennis Lamkin# | 152 | 1901-1907 | |
| 21 | Nehemías Ruiz# | 152 | 1902-1908 | |
| 23 | Nuño González# | 151 | 1902-1908 | |
| 24 | Ramón Chávez# | 150 | 1903-1908 | |
| 25 | Santiago Martínez# | 148 | 1902-1908 | |
| 25 | Urbano Reyna# | 148 | 1903-1908 | |
| 25 | Gerardo Rodríguez# | 148 | 1903-1908 | |
| 28 | Marco Acosta# | 147 | 1902-1908 | |
| 28 | Jay Thomson# | 147 | 1901-1908 | |
| 30 | José Guerra# | 146 | 1902-1908 | |
| 30 | Diego Sánchez# | 146 | 1902-1908 | |
| 32 | Luis Castro# | 143 | 1903-1908 | |
| 33 | Efraín Calderón# | 142 | 1903-1908 | |
| 33 | Isidoro García# | 142 | 1902-1908 | |
| 33 | Alberto Garfias# | 142 | 1902-1908 | |
| 36 | José Hernández# | 141 | 1903-1908 | |
| 36 | Carlos Rubio# | 141 | 1901-1908 | |
| 38 | Everton Stack# | 140 | 1903-1908 | |
| 39 | Samuel Medina# | 139 | 1902-1908 | |
| 40 | Pedro Jácquez# | 138 | 1902-1908 | |
| 40 | Atilano Romano# | 138 | 1902-1908 | |
| 42 | Dane Grant# | 137 | 1901-1908 | |
| 43 | Hortensio Galicia# | 135 | 1904-1908 | |
| 43 | Steve Myall# | 135 | 1901-1907 | |
| 45 | Alfie Allen | 133 | 1901-1907 | |
| 45 | Plácido Polanco# | 133 | 1902-1908 | |
| 47 | Marco Colón# | 131 | 1903-1908 | |
| 47 | Raúl Marín# | 131 | 1903-1908 | |
| 49 | Javier Olivarez# | 127 | 1902-1908 | |
| 50 | Luis Flores# | 126 | 1903-1908 | |
| 51 | Lucas Smith | 125 | 1901-1907 | |
| 52 | Alberto Lozano# | 124 | 1903-1908 | |
| 53 | René Calva# | 123 | 1904-1908 | |
| 54 | Gerardo Escobar | 122 | 1901-1906 | |
| 54 | Alfonso Luján# | 122 | 1904-1908 | |
| 56 | Ciriaco Bartra# | 119 | 1902-1908 | |
| 57 | Benjamín Centeno# | 116 | 1902-1908 | |
| 57 | José Peralta# | 116 | 1902-1908 | |
| 59 | Luis Larios# | 115 | 1902-1907 | |
| 59 | Mateo Méndez# | 115 | 1902-1908 | |
| 61 | Alcides Camacho# | 114 | 1904-1908 | |
| 61 | Pedro Cárdenas# | 114 | 1902-1908 | |
| 61 | Cástor Herrera# | 114 | 1902-1907 | |
| 61 | Kane O'Leary# | 114 | 1903-1908 | |
| 65 | Vicente Cordova# | 113 | 1901-1908 | |
| 65 | Ildefonso Espinoza# | 113 | 1903-1908 | |
| 67 | Rodrigo del Villar | 112 | 1901-1907 | |
| 67 | Pierre Lemieux# | 112 | 1901-1907 | |
| 69 | Pedro Castro# | 111 | 1902-1908 | |
| 69 | Basilio Martínez# | 111 | 1902-1907 | |
| 69 | Álvaro Piedra# | 111 | 1902-1908 | |
| 69 | Alberto Silva | 111 | 1901-1906 | |
| 69 | Tomás Sánchez# | 111 | 1904-1908 | |
| 74 | Alberto Benítez# | 110 | 1902-1908 | |
| 74 | Jesús Monge# | 110 | 1903-1908 | |
| 76 | Ángel González | 108 | 1901-1906 | |
| 76 | Bryan Turney# | 108 | 1901-1908 | |
| 78 | Tomás Perdomo | 107 | 1901-1905 | |
| 78 | Martín Sigala# | 107 | 1901-1907 | |
| 78 | Diego Torres# | 107 | 1901-1907 | |
| 81 | Esteban Flores# | 106 | 1903-1908 | |
| 81 | Efraín Naranjo# | 106 | 1903-1908 | |
| 81 | José Villa# | 106 | 1904-1908 | |
| 84 | Rubén Meza# | 105 | 1904-1908 | |
| 84 | Induciomaro Osorio# | 105 | 1904-1908 | |
| 84 | Domingo Santamaría# | 105 | 1902-1908 | |
| 87 | Raúl Jaramillo# | 104 | 1902-1908 | |
| 87 | Juan Martín# | 104 | 1901-1906 | |
| 87 | Curro Terrazas# | 104 | 1903-1908 | |
| 90 | Jacques Mollet | 103 | 1901-1906 | |
| 90 | Marcelo Moreno# | 103 | 1903-1908 | |
| 92 | Alistair Oakley | 102 | 1901-1904 | |
| 92 | Esteban Robles# | 102 | 1904-1908 | |
| 94 | Enrique Caballero# | 101 | 1904-1908 | |
| 94 | Gaspar García# | 101 | 1904-1908 | |
| 94 | Boulos Haroun# | 101 | 1904-1908 | |
| 94 | Juan Ramos# | 101 | 1902-1907 | |
| 98 | Pedro Jiménez# | 100 | 1902-1908 | |
| 98 | Guillermo Rivera# | 100 | 1904-1908 | |
| 98 | Ángel Torres# | 100 | 1903-1908 |
