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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 | Cisco Pérez# | 23 | 2029-2030 | |
| 10 | Alejandro Ramos# | 23 | 2021-2025 | |
| 12 | Gonzalo Montés | 22 | 2022-2026 | |
| 12 | Nick Richie# | 22 | 2022-2024 | |
| 14 | Francisco Burgos# | 21 | 2025-2028 | |
| 14 | José López# | 21 | 2026-2028 | |
| 16 | Benjamin Busto# | 20 | 2025-2027 | |
| 16 | Justin Flynn# | 20 | 2029-2030 | |
| 16 | Kewiki Pua# | 20 | 2029-2030 | |
| 19 | Song-saeng Kim# | 19 | 2021-2024 | |
| 19 | António Marés# | 19 | 2021-2022 | |
| 19 | José Santiago# | 19 | 2024-2027 | |
| 19 | Alberto Solís# | 19 | 2025-2027 | |
| 19 | Josef Strolz# | 19 | 2023-2025 | |
| 24 | Darius Baxa# | 18 | 2025-2026 | |
| 24 | Jim Davis# | 18 | 2021-2025 | |
| 24 | Ramiro García# | 18 | 2022-2024 | |
| 24 | Chae-seong Kim# | 18 | 2021-2022 | |
| 24 | Ánibal Rivera# | 18 | 2020-2022 | |
| 24 | Jon Shirley# | 18 | 2023-2024 | |
| 30 | Andy Fallon# | 17 | 2029-2030 | |
| 30 | Ismael Lara# | 17 | 2024-2027 | |
| 30 | James Neutron# | 17 | 2024-2026 | |
| 30 | Osiris St. Brown# | 17 | 2027-2028 | |
| 30 | Jorge Travieso# | 17 | 2028-2030 | |
| 35 | Luis Hernández# | 16 | 2025-2026 | |
| 35 | Juan López# | 16 | 2020-2022 | |
| 35 | António Muńóz# | 16 | 2026-2027 | |
| 35 | Tony Solíz# | 16 | 2023-2024 | |
| 39 | Don Bender | 15 | 2020-2021 | |
| 39 | Manuel Ceja# | 15 | 2027-2028 | |
| 39 | Hänsel Freeh | 15 | 2020-2021 | |
| 39 | NaNomi Lojore# | 15 | 2030-2030 | |
| 39 | Sjoerd Reynoud# | 15 | 2027-2029 | |
| 39 | Jon Schultz# | 15 | 2021-2023 | |
| 39 | Marco Sledge# | 15 | 2024-2029 | |
| 46 | Ramón Cortéz# | 14 | 2028-2029 | |
| 46 | Ryan Dull# | 14 | 2024-2028 | |
| 46 | Harold Elkins# | 14 | 2020-2022 | |
| 46 | Tomás Gonzáles | 14 | 2020-2021 | |
| 46 | Enrique Madrid | 14 | 2021-2023 | |
| 46 | Roger Murdock | 14 | 2026-2027 | |
| 46 | Adrian Neumann# | 14 | 2020-2021 | |
| 46 | Pang Qin# | 14 | 2026-2027 | |
| 46 | Chet Saks# | 14 | 2027-2028 | |
| 46 | Shunen Takahashi# | 14 | 2021-2021 | |
| 56 | Chiel Abspoel# | 13 | 2025-2026 | |
| 56 | António Andrade# | 13 | 2025-2026 | |
| 56 | Mark Bell# | 13 | 2020-2022 | |
| 56 | Luis Bustamante# | 13 | 2027-2029 | |
| 56 | Natalino Golaio# | 13 | 2020-2021 | |
| 56 | Joe Griffin# | 13 | 2020-2021 | |
| 56 | Sam Groves# | 13 | 2024-2024 | |
| 56 | Santos Guzowski# | 13 | 2024-2025 | |
| 56 | Heyg Lamper# | 13 | 2025-2027 | |
| 56 | Jeff Lee | 13 | 2020-2020 | |
| 56 | Claudio Mateo# | 13 | 2027-2030 | |
| 56 | Manuel Montés# | 13 | 2023-2026 | |
| 56 | Fernando Ramírez# | 13 | 2024-2024 | |
| 56 | Juan Valdéz# | 13 | 2023-2027 | |
| 56 | Tomás Vargas# | 13 | 2026-2026 | |
| 71 | Danial Apodaca# | 12 | 2022-2023 | |
| 71 | Tom Bass | 12 | 2022-2023 | |
| 71 | Mannus Dijkman# | 12 | 2026-2030 | |
| 71 | Raúl Gálvez | 12 | 2020-2023 | |
| 71 | Will Hoffman# | 12 | 2029-2029 | |
| 71 | Shawn Holliday | 12 | 2020-2022 | |
| 71 | Jin Kwon# | 12 | 2027-2029 | |
| 71 | José Macías# | 12 | 2027-2027 | |
| 71 | Javier Matajudíos# | 12 | 2023-2026 | |
| 71 | Ollie McDaniell# | 12 | 2030-2030 | |
| 71 | Tommy Middleton | 12 | 2021-2023 | |
| 71 | Héctor Rodríguez# | 12 | 2021-2023 | |
| 71 | Carlos Rosales# | 12 | 2021-2025 | |
| 71 | Dave Turner# | 12 | 2021-2023 | |
| 71 | Iván Vázquez# | 12 | 2027-2028 | |
| 86 | Carlos Acosta | 11 | 2021-2021 | |
| 86 | Santiago Alonza# | 11 | 2023-2023 | |
| 86 | Cecil Beijeman# | 11 | 2025-2027 | |
| 86 | Eduardo Bravo# | 11 | 2020-2021 | |
| 86 | Santiago Carrión | 11 | 2021-2022 | |
| 86 | Walt Cooley# | 11 | 2024-2024 | |
| 86 | José Díaz | 11 | 2025-2026 | |
| 86 | Alfonso Dolton# | 11 | 2024-2027 | |
| 86 | Baruc Garibay# | 11 | 2027-2027 | |
| 86 | Ángel Gómez# | 11 | 2024-2026 | |
| 86 | Raúl Gómez# | 11 | 2024-2024 | |
| 86 | Travis Grant# | 11 | 2021-2023 | |
| 86 | Min-chin Kim# | 11 | 2029-2029 | |
| 86 | Jerry Kumpf# | 11 | 2029-2030 | |
| 86 | Tyler Lund# | 11 | 2026-2026 |
