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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 | Zach Pinyerrel# | 23 | 2029-2031 | |
| 10 | Alejandro Ramos# | 23 | 2021-2025 | |
| 13 | Gonzalo Montés | 22 | 2022-2026 | |
| 13 | Nick Richie# | 22 | 2022-2024 | |
| 15 | Francisco Burgos# | 21 | 2025-2028 | |
| 15 | José López# | 21 | 2026-2028 | |
| 17 | Benjamin Busto# | 20 | 2025-2027 | |
| 17 | Harrison Dunning# | 20 | 2030-2031 | |
| 17 | Justin Flynn# | 20 | 2029-2030 | |
| 17 | Kewiki Pua# | 20 | 2029-2030 | |
| 21 | Song-saeng Kim# | 19 | 2021-2024 | |
| 21 | António Marés# | 19 | 2021-2022 | |
| 21 | José Santiago# | 19 | 2024-2027 | |
| 21 | Alberto Solís# | 19 | 2025-2027 | |
| 21 | Josef Strolz# | 19 | 2023-2025 | |
| 26 | Darius Baxa# | 18 | 2025-2026 | |
| 26 | Jim Davis | 18 | 2021-2025 | |
| 26 | Ramiro García# | 18 | 2022-2024 | |
| 26 | Chae-seong Kim# | 18 | 2021-2022 | |
| 26 | Ánibal Rivera# | 18 | 2020-2022 | |
| 26 | Jon Shirley | 18 | 2023-2024 | |
| 32 | Andy Fallon# | 17 | 2029-2030 | |
| 32 | Ismael Lara# | 17 | 2024-2027 | |
| 32 | James Neutron# | 17 | 2024-2026 | |
| 32 | Osiris St. Brown# | 17 | 2027-2028 | |
| 32 | Jorge Travieso# | 17 | 2028-2030 | |
| 37 | Luis Hernández# | 16 | 2025-2026 | |
| 37 | Juan López# | 16 | 2020-2022 | |
| 37 | António Muńóz# | 16 | 2026-2027 | |
| 37 | Tony Solíz# | 16 | 2023-2024 | |
| 41 | Don Bender | 15 | 2020-2021 | |
| 41 | Manuel Ceja# | 15 | 2027-2028 | |
| 41 | Amando Codes# | 15 | 2030-2031 | |
| 41 | Hänsel Freeh | 15 | 2020-2021 | |
| 41 | NaNomi Lojore# | 15 | 2030-2030 | |
| 41 | Ed Molloy# | 15 | 2030-2031 | |
| 41 | Sjoerd Reynoud# | 15 | 2027-2029 | |
| 41 | Jon Schultz# | 15 | 2021-2023 | |
| 41 | Marco Sledge# | 15 | 2024-2029 | |
| 50 | Ramón Cortéz# | 14 | 2028-2029 | |
| 50 | Ryan Dull# | 14 | 2024-2028 | |
| 50 | Harold Elkins# | 14 | 2020-2022 | |
| 50 | Tomás Gonzáles | 14 | 2020-2021 | |
| 50 | Kent Horton# | 14 | 2030-2031 | |
| 50 | Enrique Madrid | 14 | 2021-2023 | |
| 50 | Roger Murdock | 14 | 2026-2027 | |
| 50 | Adrian Neumann# | 14 | 2020-2021 | |
| 50 | Pang Qin# | 14 | 2026-2027 | |
| 50 | Chet Saks# | 14 | 2027-2028 | |
| 50 | Shunen Takahashi# | 14 | 2021-2021 | |
| 61 | Chiel Abspoel# | 13 | 2025-2026 | |
| 61 | António Andrade# | 13 | 2025-2026 | |
| 61 | Mark Bell# | 13 | 2020-2022 | |
| 61 | Luis Bustamante# | 13 | 2027-2029 | |
| 61 | Natalino Golaio# | 13 | 2020-2021 | |
| 61 | Joe Griffin# | 13 | 2020-2021 | |
| 61 | Sam Groves# | 13 | 2024-2024 | |
| 61 | Santos Guzowski# | 13 | 2024-2025 | |
| 61 | Heyg Lamper# | 13 | 2025-2027 | |
| 61 | Jeff Lee | 13 | 2020-2020 | |
| 61 | Claudio Mateo# | 13 | 2027-2030 | |
| 61 | Manuel Montés# | 13 | 2023-2026 | |
| 61 | Fernando Ramírez# | 13 | 2024-2024 | |
| 61 | Turner Shamburger# | 13 | 2030-2031 | |
| 61 | Juan Valdéz# | 13 | 2023-2027 | |
| 61 | Tomás Vargas# | 13 | 2026-2026 | |
| 77 | Danial Apodaca# | 12 | 2022-2023 | |
| 77 | Tom Bass | 12 | 2022-2023 | |
| 77 | Mannus Dijkman# | 12 | 2026-2030 | |
| 77 | Raúl Gálvez | 12 | 2020-2023 | |
| 77 | Will Hoffman# | 12 | 2029-2029 | |
| 77 | Shawn Holliday | 12 | 2020-2022 | |
| 77 | Jin Kwon# | 12 | 2027-2029 | |
| 77 | José Macías# | 12 | 2027-2027 | |
| 77 | Javier Matajudíos# | 12 | 2023-2026 | |
| 77 | Ollie McDaniell# | 12 | 2030-2030 | |
| 77 | Tommy Middleton | 12 | 2021-2023 | |
| 77 | Héctor Rodríguez# | 12 | 2021-2023 | |
| 77 | Carlos Rosales# | 12 | 2021-2025 | |
| 77 | Dave Turner# | 12 | 2021-2023 | |
| 77 | Iván Vázquez# | 12 | 2027-2028 | |
| 92 | Carlos Acosta | 11 | 2021-2021 | |
| 92 | Santiago Alonza# | 11 | 2023-2023 | |
| 92 | Cecil Beijeman# | 11 | 2025-2027 | |
| 92 | Eduardo Bravo# | 11 | 2020-2021 | |
| 92 | Santiago Carrión | 11 | 2021-2022 | |
| 92 | Pong-keun Ch'oe# | 11 | 2029-2031 | |
| 92 | Walt Cooley# | 11 | 2024-2024 | |
| 92 | José Díaz | 11 | 2025-2026 | |
| 92 | Alfonso Dolton# | 11 | 2024-2027 |
