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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Curtis Barnes | 5 | 2027-2031 | |
| 1 | Jorge Santos# | 5 | 2046-2051 | |
| 3 | Kauna Fabiano# | 4 | 2052-2055 | |
| 3 | Jimmy Greenwood | 4 | 2026-2045 | |
| 3 | José Guerra | 4 | 2022-2025 | |
| 3 | Félix Hernández | 4 | 2027-2028 | |
| 3 | Natsuo Kono# | 4 | 2053-2057 | |
| 3 | Jim Oberdorsten | 4 | 2045-2049 | |
| 3 | Robert Oliver | 4 | 2026-2026 | |
| 3 | Javier Velázquez | 4 | 2025-2031 | |
| 11 | Juan Acevedo | 3 | 2020-2026 | |
| 11 | Jorge Baca | 3 | 2041-2044 | |
| 11 | Josh Brown | 3 | 2032-2033 | |
| 11 | Héctor Carvajal | 3 | 2021-2028 | |
| 11 | Armando Cruz | 3 | 2024-2029 | |
| 11 | Max Dawe# | 3 | 2050-2053 | |
| 11 | Jesús Duarte | 3 | 2026-2028 | |
| 11 | Abel Gibson | 3 | 2028-2035 | |
| 11 | Hani Goddard# | 3 | 2044-2054 | |
| 11 | António González | 3 | 2028-2034 | |
| 11 | José Hernández | 3 | 2027-2032 | |
| 11 | George House | 3 | 2028-2029 | |
| 11 | Clyde Irvin | 3 | 2044-2049 | |
| 11 | Keizo Kaneko | 3 | 2033-2041 | |
| 11 | Reynaldo Limón | 3 | 2025-2035 | |
| 11 | Juan Lozano | 3 | 2022-2032 | |
| 11 | Jeff Mason# | 3 | 2056-2058 | |
| 11 | Doug McLaughlin# | 3 | 2057-2058 | |
| 11 | Jean Mendes | 3 | 2035-2035 | |
| 11 | Brady Miller# | 3 | 2043-2051 | |
| 11 | Tom Miller | 3 | 2022-2028 | |
| 11 | Jesús Pacheco | 3 | 2023-2027 | |
| 11 | Andresa Pires | 3 | 2040-2053 | |
| 11 | Héctor Romero | 3 | 2021-2029 | |
| 11 | Ricardo Sánchez | 3 | 2037-2044 | |
| 11 | Daniel Thornton# | 3 | 2054-2054 | |
| 11 | Raúl Vallejo | 3 | 2041-2046 | |
| 11 | Fernando Vázquez | 3 | 2038-2041 | |
| 39 | Sotaro Abe# | 2 | 2047-2054 | |
| 39 | Héctor Acevedo | 2 | 2018-2033 | |
| 39 | Fred Ackerman | 2 | 2024-2027 | |
| 39 | Ángel Alaniz | 2 | 2026-2034 | |
| 39 | Hercules Argos# | 2 | 2056-2058 | |
| 39 | Celestino Balazes | 2 | 2025-2035 | |
| 39 | José Bermúdez | 2 | 2024-2025 | |
| 39 | Malik bin Adnan# | 2 | 2049-2050 | |
| 39 | Anrrique Blasco | 2 | 2038-2042 | |
| 39 | Phil Brown | 2 | 2040-2045 | |
| 39 | Marino Canavaro | 2 | 2035-2040 | |
| 39 | Augusto Cardenas | 2 | 2034-2034 | |
| 39 | Pedro Cardoza | 2 | 2027-2039 | |
| 39 | Jing Chao | 2 | 2045-2053 | |
| 39 | Brian Chappell# | 2 | 2053-2057 | |
| 39 | Jean Chaumont | 2 | 2029-2034 | |
| 39 | Jorge Cintrón | 2 | 2026-2027 | |
| 39 | Steven Clayton# | 2 | 2047-2048 | |
| 39 | Jorge Cordola | 2 | 2031-2039 | |
| 39 | Greg Cragg | 2 | 2044-2049 | |
| 39 | Thomas Crane | 2 | 2030-2030 | |
| 39 | Gilberto Cruz | 2 | 2040-2040 | |
| 39 | Abel Curro | 2 | 2028-2029 | |
| 39 | Ralph Davis | 2 | 2047-2052 | |
| 39 | Jeremy Donahue# | 2 | 2047-2053 | |
| 39 | Daryl Drake | 2 | 2023-2023 | |
| 39 | Téo Dumont | 2 | 2021-2024 | |
| 39 | Dave Durán | 2 | 2027-2032 | |
| 39 | Ralph Dye# | 2 | 2051-2054 | |
| 39 | Raúl Díaz | 2 | 2040-2042 | |
| 39 | José Escalante | 2 | 2018-2023 | |
| 39 | Ramón Esesbeno | 2 | 2025-2031 | |
| 39 | Keith Fitter# | 2 | 2057-2058 | |
| 39 | Keith Forrest# | 2 | 2053-2057 | |
| 39 | Nick Garner | 2 | 2041-2046 | |
| 39 | Gus Garza | 2 | 2040-2041 | |
| 39 | Luciano Gonzáles | 2 | 2040-2041 | |
| 39 | Salvador Gonzáles | 2 | 2027-2035 | |
| 39 | Marcos González | 2 | 2042-2046 | |
| 39 | Carlos Guillén | 2 | 2029-2030 | |
| 39 | José Guzmán | 2 | 2026-2032 | |
| 39 | Steve Harrison | 2 | 2039-2041 | |
| 39 | Ricardo Jaramillo | 2 | 2029-2029 | |
| 39 | Robin Johnson# | 2 | 2042-2054 | |
| 39 | Chris Kelly | 2 | 2032-2032 | |
| 39 | Chiang-hui Lou | 2 | 2027-2027 | |
| 39 | Jorge Luna | 2 | 2024-2032 | |
| 39 | Juan Lópes | 2 | 2034-2034 | |
| 39 | José López | 2 | 2036-2046 | |
| 39 | Júlio Machado | 2 | 2037-2042 | |
| 39 | David McGowen | 2 | 2032-2040 | |
| 39 | Larry McVey | 2 | 2044-2050 | |
| 39 | Scott Merritt# | 2 | 2050-2057 | |
| 39 | Mark Moore# | 2 | 2050-2051 | |
| 39 | Quintin Moore | 2 | 2029-2033 | |
| 39 | Fernando Moreno | 2 | 2031-2035 | |
| 39 | Ramón Negrón | 2 | 2036-2038 | |
| 39 | Álex Nieves | 2 | 2027-2032 | |
| 39 | Dan O'Manning | 2 | 2027-2036 | |
| 39 | Juan Oliveira# | 2 | 2058-2058 | |
| 39 | José Ontiveros | 2 | 2044-2045 | |
| 39 | Nick Pearce | 2 | 2038-2045 |
