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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Armando Ortíz# | 43 | 2021-2025 | |
| 2 | Pedro Adame# | 28 | 2026-2028 | |
| 3 | Edward Scarborough# | 27 | 2026-2029 | |
| 4 | Loren Berdine# | 25 | 2027-2029 | |
| 4 | Bob Browning# | 25 | 2023-2025 | |
| 4 | Gabriel Escobar# | 25 | 2022-2025 | |
| 4 | Felipe Pereira# | 25 | 2024-2027 | |
| 8 | Morihiro Sai# | 24 | 2025-2027 | |
| 8 | Rusty Swanson# | 24 | 2023-2025 | |
| 10 | Alejandro Ramos# | 23 | 2021-2025 | |
| 11 | Gonzalo Montés# | 22 | 2022-2026 | |
| 11 | Nick Richie# | 22 | 2022-2024 | |
| 13 | Francisco Burgos# | 21 | 2025-2028 | |
| 13 | José López# | 21 | 2026-2028 | |
| 15 | Benjamin Busto# | 20 | 2025-2027 | |
| 16 | Song-saeng Kim# | 19 | 2021-2024 | |
| 16 | António Marés# | 19 | 2021-2022 | |
| 16 | José Santiago# | 19 | 2024-2027 | |
| 16 | Alberto Solís# | 19 | 2025-2027 | |
| 16 | Josef Strolz# | 19 | 2023-2025 | |
| 21 | Darius Baxa# | 18 | 2025-2026 | |
| 21 | Jim Davis# | 18 | 2021-2025 | |
| 21 | Ramiro García# | 18 | 2022-2024 | |
| 21 | Chae-seong Kim# | 18 | 2021-2022 | |
| 21 | Ánibal Rivera# | 18 | 2020-2022 | |
| 21 | Jon Shirley# | 18 | 2023-2024 | |
| 27 | Ismael Lara# | 17 | 2024-2027 | |
| 27 | James Neutron# | 17 | 2024-2026 | |
| 27 | Osiris St. Brown# | 17 | 2027-2028 | |
| 30 | Luis Hernández# | 16 | 2025-2026 | |
| 30 | Juan López# | 16 | 2020-2022 | |
| 30 | António Muńóz# | 16 | 2026-2027 | |
| 30 | Tony Solíz# | 16 | 2023-2024 | |
| 34 | Don Bender | 15 | 2020-2021 | |
| 34 | Manuel Ceja# | 15 | 2027-2028 | |
| 34 | Hänsel Freeh | 15 | 2020-2021 | |
| 34 | Sjoerd Reynoud# | 15 | 2027-2029 | |
| 34 | Jon Schultz# | 15 | 2021-2023 | |
| 34 | Marco Sledge# | 15 | 2024-2029 | |
| 34 | Jorge Travieso# | 15 | 2028-2029 | |
| 41 | Ramón Cortéz# | 14 | 2028-2029 | |
| 41 | Ryan Dull# | 14 | 2024-2028 | |
| 41 | Harold Elkins# | 14 | 2020-2022 | |
| 41 | Tomás Gonzáles | 14 | 2020-2021 | |
| 41 | Enrique Madrid | 14 | 2021-2023 | |
| 41 | Roger Murdock# | 14 | 2026-2027 | |
| 41 | Adrian Neumann# | 14 | 2020-2021 | |
| 41 | Pang Qin# | 14 | 2026-2027 | |
| 41 | Chet Saks# | 14 | 2027-2028 | |
| 41 | Shunen Takahashi# | 14 | 2021-2021 | |
| 51 | Chiel Abspoel# | 13 | 2025-2026 | |
| 51 | António Andrade# | 13 | 2025-2026 | |
| 51 | Mark Bell# | 13 | 2020-2022 | |
| 51 | Luis Bustamante# | 13 | 2027-2029 | |
| 51 | Natalino Golaio# | 13 | 2020-2021 | |
| 51 | Joe Griffin# | 13 | 2020-2021 | |
| 51 | Sam Groves# | 13 | 2024-2024 | |
| 51 | Santos Guzowski# | 13 | 2024-2025 | |
| 51 | Heyg Lamper# | 13 | 2025-2027 | |
| 51 | Jeff Lee# | 13 | 2020-2020 | |
| 51 | Manuel Montés# | 13 | 2023-2026 | |
| 51 | Fernando Ramírez# | 13 | 2024-2024 | |
| 51 | Juan Valdéz# | 13 | 2023-2027 | |
| 51 | Tomás Vargas# | 13 | 2026-2026 | |
| 65 | Danial Apodaca# | 12 | 2022-2023 | |
| 65 | Tom Bass | 12 | 2022-2023 | |
| 65 | Raúl Gálvez | 12 | 2020-2023 | |
| 65 | Will Hoffman# | 12 | 2029-2029 | |
| 65 | Shawn Holliday | 12 | 2020-2022 | |
| 65 | Jin Kwon# | 12 | 2027-2029 | |
| 65 | José Macías# | 12 | 2027-2027 | |
| 65 | Javier Matajudíos# | 12 | 2023-2026 | |
| 65 | Claudio Mateo# | 12 | 2027-2029 | |
| 65 | Tommy Middleton | 12 | 2021-2023 | |
| 65 | Héctor Rodríguez# | 12 | 2021-2023 | |
| 65 | Carlos Rosales# | 12 | 2021-2025 | |
| 65 | Dave Turner# | 12 | 2021-2023 | |
| 65 | Iván Vázquez# | 12 | 2027-2028 | |
| 79 | Carlos Acosta | 11 | 2021-2021 | |
| 79 | Santiago Alonza# | 11 | 2023-2023 | |
| 79 | Cecil Beijeman# | 11 | 2025-2027 | |
| 79 | Eduardo Bravo# | 11 | 2020-2021 | |
| 79 | Santiago Carrión# | 11 | 2021-2022 | |
| 79 | Walt Cooley# | 11 | 2024-2024 | |
| 79 | José Díaz | 11 | 2025-2026 | |
| 79 | Alfonso Dolton# | 11 | 2024-2027 | |
| 79 | Baruc Garibay# | 11 | 2027-2027 | |
| 79 | Ángel Gómez# | 11 | 2024-2026 | |
| 79 | Raúl Gómez# | 11 | 2024-2024 | |
| 79 | Travis Grant# | 11 | 2021-2023 | |
| 79 | Min-chin Kim# | 11 | 2029-2029 | |
| 79 | Tyler Lund# | 11 | 2026-2026 | |
| 79 | Jorge Méndez | 11 | 2021-2022 | |
| 79 | Alberto Mendoza# | 11 | 2025-2025 | |
| 79 | Nathan Moree# | 11 | 2025-2026 | |
| 79 | Esteban Ruíz# | 11 | 2020-2020 | |
| 79 | Gabriel Valenzuela# | 11 | 2024-2024 | |
| 79 | Marnix van Rijn# | 11 | 2026-2029 | |
| 79 | Henry Vandenberg | 11 | 2020-2021 | |
| 79 | Domingo Velasco# | 11 | 2024-2025 |
