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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Armando Rodríguez# | 399 | 1902-1915 | |
| 2 | Ted Balloon# | 375 | 1901-1915 | |
| 3 | Rafael García# | 366 | 1903-1915 | |
| 4 | Ezequiel Vásquez# | 334 | 1903-1915 | |
| 5 | Leonel Alvarrán# | 330 | 1903-1915 | |
| 6 | Jeremías Cabrera# | 319 | 1903-1915 | |
| 7 | Diego Sánchez# | 316 | 1902-1915 | |
| 8 | Everton Stack | 315 | 1903-1914 | |
| 9 | Jan Pajkos | 311 | 1902-1913 | |
| 10 | Ramón Chávez# | 310 | 1903-1915 | |
| 11 | René Calva# | 309 | 1904-1915 | |
| 11 | Renato Díaz# | 309 | 1903-1915 | |
| 13 | Carmelo Castillo# | 308 | 1903-1915 | |
| 14 | Ewan Mackenzie | 306 | 1901-1915 | |
| 15 | Gerardo Rodríguez# | 304 | 1903-1915 | |
| 16 | Hortensio Galicia# | 303 | 1904-1915 | |
| 16 | Damián Medina# | 303 | 1902-1915 | |
| 18 | Eunosto Gutiérrez# | 300 | 1902-1915 | |
| 19 | Nicodemo Ceja# | 293 | 1902-1915 | |
| 20 | Eugenio Hernández# | 289 | 1902-1915 | |
| 21 | Luis Castro# | 284 | 1903-1915 | |
| 22 | Guillermo Rivera# | 282 | 1904-1915 | |
| 23 | Tomás Sánchez# | 279 | 1904-1915 | |
| 24 | Nuño González# | 278 | 1902-1915 | |
| 25 | Fernando Mota# | 277 | 1902-1915 | |
| 26 | Raúl Marín# | 276 | 1903-1915 | |
| 26 | Tomás Pérez# | 276 | 1904-1915 | |
| 28 | Benjamín Centeno# | 273 | 1902-1915 | |
| 29 | Manuel Cortés# | 272 | 1903-1915 | |
| 30 | Alfonso Luján# | 267 | 1904-1915 | |
| 30 | Marcelo Moreno# | 267 | 1903-1915 | |
| 32 | Luis Flores# | 266 | 1903-1915 | |
| 33 | Domingo Villalobos | 261 | 1901-1914 | |
| 34 | Rubén Meza# | 260 | 1904-1915 | |
| 34 | Facundo Ramos | 260 | 1901-1914 | |
| 36 | Esteban Flores# | 258 | 1903-1915 | |
| 37 | Domingo Santamaría# | 256 | 1902-1915 | |
| 37 | Arjun Vipperla# | 256 | 1902-1915 | |
| 39 | Marco Colón# | 250 | 1903-1915 | |
| 39 | José Peralta# | 250 | 1902-1915 | |
| 41 | Alberto Lozano# | 248 | 1903-1915 | |
| 42 | Plácido Polanco# | 247 | 1902-1915 | |
| 43 | Jesús Monge# | 244 | 1903-1915 | |
| 44 | Samuel Medina# | 241 | 1902-1915 | |
| 44 | Álvaro Piedra# | 241 | 1902-1915 | |
| 46 | Urbano Reyna# | 240 | 1903-1913 | |
| 47 | Julio Ochoa# | 238 | 1903-1915 | |
| 48 | Alcides Camacho# | 236 | 1904-1915 | |
| 48 | José Villa# | 236 | 1904-1915 | |
| 50 | Gustavo Dávalos# | 235 | 1905-1915 | |
| 50 | Boulos Haroun# | 235 | 1904-1915 | |
| 50 | Scott Peterson | 235 | 1904-1915 | |
| 50 | Federico Urtiaga# | 235 | 1904-1915 | |
| 54 | Gabriel Acuña# | 233 | 1905-1915 | |
| 55 | Feliciano Marín# | 232 | 1904-1915 | |
| 56 | Eugenio Franco# | 230 | 1902-1915 | |
| 57 | Isidoro García# | 229 | 1902-1915 | |
| 58 | Gaspar García# | 228 | 1904-1915 | |
| 59 | Efraín Calderón# | 225 | 1903-1915 | |
| 60 | Rubén García# | 224 | 1905-1915 | |
| 60 | Nerón Jiménez | 224 | 1901-1910 | |
| 62 | Graciano Marcano# | 223 | 1904-1915 | |
| 63 | Keegan Daly# | 222 | 1904-1915 | |
| 63 | José Hernández# | 222 | 1903-1915 | |
| 65 | Hilario Rodríguez# | 221 | 1904-1915 | |
| 66 | Sansón Apaez# | 219 | 1906-1915 | |
| 66 | Eulalio Castillo# | 219 | 1903-1915 | |
| 68 | Eduino Rizo# | 218 | 1905-1915 | |
| 69 | Cleto Jiménez# | 217 | 1905-1915 | |
| 70 | Ciriaco Bartra# | 216 | 1902-1915 | |
| 71 | José María Tello# | 213 | 1905-1915 | |
| 72 | Herodes Cabrera# | 212 | 1904-1915 | |
| 73 | Redmond Brier# | 210 | 1906-1915 | |
| 74 | Fulgencio García# | 209 | 1906-1915 | |
| 74 | Fernando López# | 209 | 1904-1915 | |
| 76 | Nicodemo Caballero# | 208 | 1904-1915 | |
| 77 | Miguel Vásquez# | 206 | 1904-1915 | |
| 78 | Alberto Benítez# | 203 | 1902-1915 | |
| 79 | Héctor Delgado# | 202 | 1903-1915 | |
| 79 | Francisco Ramírez# | 202 | 1904-1915 | |
| 81 | Luis Piñero# | 201 | 1903-1915 | |
| 81 | José Rico# | 201 | 1906-1915 | |
| 83 | Luis Sánchez# | 198 | 1906-1915 | |
| 84 | Marco Acosta# | 197 | 1902-1915 | |
| 85 | Santiago Martínez | 196 | 1902-1912 | |
| 86 | Sebastián Suárez# | 195 | 1905-1915 | |
| 87 | José Reyes# | 193 | 1904-1915 | |
| 87 | Ross Taylor# | 193 | 1904-1915 | |
| 89 | Efraín Ayala# | 191 | 1906-1915 | |
| 89 | José Guerra | 191 | 1902-1914 | |
| 89 | Raúl Jaramillo# | 191 | 1902-1915 | |
| 92 | Celedonio Gutiérrez# | 189 | 1905-1915 | |
| 92 | Eduardo Padilla# | 189 | 1905-1915 | |
| 94 | Javier Olivarez | 187 | 1902-1912 | |
| 94 | Vicente Ruvalcaba# | 187 | 1905-1915 | |
| 96 | Samuel Vásquez# | 185 | 1904-1915 | |
| 97 | Marcos Solís# | 184 | 1907-1915 | |
| 98 | Esteban Robles# | 183 | 1904-1913 | |
| 99 | Columbano Alvarado# | 182 | 1905-1915 | |
| 99 | Mike Bellenger | 182 | 1901-1909 |
