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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Orlando Pérez | 1.000 | 2041 | |
| 1 | Ricardo Sánchez | 1.000 | 2038 | |
| 1 | José Hernández | 1.000 | 2027 | |
| 1 | Chet Parrish | 1.000 | 2033 | |
| 1 | Jorge Alvarado | 1.000 | 2044 | |
| 1 | José Escalante | 1.000 | 2023 | |
| 1 | Manny Gabriel | 1.000 | 2033 | |
| 1 | Carlos Valentín | 1.000 | 2025 | |
| 1 | Brian Chappell# | 1.000 | 2054 | |
| 1 | Ramón Negrón | 1.000 | 2038 | |
| 1 | Quintin Moore | 1.000 | 2029 | |
| 1 | Dan Voelzke# | 1.000 | 2055 | |
| 1 | Héctor Acevedo | 1.000 | 2026 | |
| 1 | Daniel Thornton# | 1.000 | 2054 | |
| 1 | Abel Curro | 1.000 | 2028 | |
| 1 | Daryl Drake | 1.000 | 2023 | |
| 1 | Keith Forrest# | 1.000 | 2056 | |
| 1 | Justin Archer | 1.000 | 2036 | |
| 1 | Mauro Valentín | 1.000 | 2027 | |
| 1 | José Pezina | 1.000 | 2023 | |
| 1 | Josh Brown | 1.000 | 2032 | |
| 1 | Stanley Roberts | 1.000 | 2050 | |
| 1 | Steven Clayton# | 1.000 | 2048 | |
| 1 | Luis Valentín | 1.000 | 2027 | |
| 1 | Jorge Santos# | 1.000 | 2048 | |
| 1 | Chris Kelly | 1.000 | 2032 | |
| 1 | Xiao-shuang Chi# | 1.000 | 2049 | |
| 1 | Paul Jones | 1.000 | 2035 | |
| 1 | António González | 1.000 | 2028 | |
| 1 | Reynaldo Limón | 1.000 | 2025 | |
| 1 | Pedro Cardoza | 1.000 | 2030 | |
| 1 | Sotaro Abe# | 1.000 | 2054 | |
| 1 | Francisco Estrada | 1.000 | 2047 | |
| 1 | Felipe Soto# | 1.000 | 2055 | |
| 1 | José Guerra | 1.000 | 2024 | |
| 1 | Ramón Esesbeno | 1.000 | 2026 | |
| 1 | José Vázquez | 1.000 | 2047 | |
| 1 | Ricardo Jaramillo | 1.000 | 2029 | |
| 1 | Brady Miller# | 1.000 | 2051 | |
| 1 | Manuel Trujillo | 1.000 | 2028 | |
| 1 | Gilberto Cruz | 1.000 | 2040 | |
| 1 | Javier Velázquez | 1.000 | 2030 | |
| 1 | Jorge Cintrón | 1.000 | 2026 | |
| 1 | Celestino Balazes | 1.000 | 2025 | |
| 1 | Andresa Pires | 1.000 | 2053 | |
| 1 | Thomas Morrison | 1.000 | 2040 | |
| 1 | Álex Nieves | 1.000 | 2028 | |
| 1 | Juan Oliveira# | 1.000 | 2058 | |
| 1 | Jimi Thing | 1.000 | 2029 | |
| 1 | Jorge Váquez | 1.000 | 2043 | |
| 1 | Eustace Tilley | 1.000 | 2041 | |
| 1 | Yun Zhang | 1.000 | 2053 | |
| 1 | Raúl Díaz | 1.000 | 2042 | |
| 54 | Jimmy Greenwood | .800 | 2026 | |
| 55 | Jesús Duarte | .750 | 2028 | |
| 55 | Curtis Barnes | .750 | 2030 | |
| 55 | Félix Hernández | .750 | 2027 | |
| 55 | Héctor Romero | .750 | 2024 | |
| 55 | Abel Gibson | .750 | 2028 | |
| 60 | Luis Yánez | .667 | 2028 | |
| 60 | Jesús Pacheco | .667 | 2024 | |
| 60 | Mike Singleton | .667 | 2029 | |
| 60 | Jean Chaumont | .667 | 2030 | |
| 60 | Fred Ackerman | .667 | 2024 | |
| 60 | Juan Rosales | .667 | 2028 | |
| 60 | Chiang-hui Lou | .667 | 2027 | |
| 60 | Salvador Gonzáles | .667 | 2030 | |
| 60 | Gus Garza | .667 | 2041 | |
| 60 | Curtis Barnes | .667 | 2029 | |
| 60 | José Bermúdez | .667 | 2025 | |
| 60 | Ángel Alaniz | .667 | 2026 | |
| 72 | George House | .600 | 2029 | |
| 73 | José Vega | .500 | 2049 | |
| 73 | Takanori Goto | .500 | 2052 | |
| 73 | Giobbe Pozziano | .500 | 2026 | |
| 73 | Luis Manuel Torres | .500 | 2027 | |
| 73 | Fernando García# | .500 | 2055 | |
| 73 | Carlos López | .500 | 2030 | |
| 73 | Norm MacDonald | .500 | 2030 | |
| 73 | Carlos Guillén | .500 | 2030 | |
| 73 | Dan O'Manning | .500 | 2030 | |
| 73 | Juan Martínez | .500 | 2026 | |
| 73 | Ken Houston# | .500 | 2053 | |
| 73 | Miguel Abreu | .500 | 2023 | |
| 73 | Alvin Anstey# | .500 | 2053 | |
| 73 | Rubén Castillo | .500 | 2033 | |
| 73 | Héctor Freitas | .500 | 2027 | |
| 73 | José Rosas | .500 | 2027 | |
| 73 | Júlio Reyes | .500 | 2029 | |
| 73 | Harold Aspell | .500 | 2026 | |
| 73 | Carlos Pineda | .500 | 2039 | |
| 73 | Nadir Akili | .500 | 2034 | |
| 93 | José Reyes | .400 | 2030 | |
| 94 | José Rodríguez | .333 | 2051 | |
| 94 | Jorge Ramírez | .333 | 2023 | |
| 94 | Lorenzo Velásquez | .333 | 2024 | |
| 94 | Darby Howell | .333 | 2027 | |
| 94 | Maurice Anslow | .333 | 2024 | |
| 94 | Juan Acevedo | .333 | 2026 | |
| 94 | Miguel Brito | .333 | 2026 |
