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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Fernando Elías# | 33 | 2024-2028 | |
| 2 | Xavier Padilla# | 30 | 2021-2024 | |
| 3 | Malulani Anakone# | 29 | 2025-2028 | |
| 3 | Luis Arreola# | 29 | 2024-2027 | |
| 3 | Manuel Sánchez# | 29 | 2026-2028 | |
| 6 | Vitorio Méndez | 27 | 2020-2025 | |
| 7 | Sacco Brouwers# | 26 | 2022-2024 | |
| 7 | Rob Ford# | 26 | 2026-2028 | |
| 9 | Gob Bluth# | 25 | 2024-2028 | |
| 10 | José Pueblo# | 24 | 2026-2028 | |
| 11 | John Orton# | 23 | 2022-2025 | |
| 12 | Ash Ibarra# | 22 | 2022-2024 | |
| 13 | Kas Groen# | 21 | 2023-2026 | |
| 13 | Carlos Ortega# | 21 | 2022-2026 | |
| 13 | Leoncio Ulibarri# | 21 | 2023-2028 | |
| 16 | Toshiharu Kuhabara# | 20 | 2025-2028 | |
| 16 | Alonso Muñíz | 20 | 2020-2023 | |
| 18 | Carlos Díaz# | 19 | 2021-2022 | |
| 18 | Chris Plummerton# | 19 | 2024-2027 | |
| 18 | Alberto Reyes# | 19 | 2020-2024 | |
| 18 | Gabriel Reyes# | 19 | 2026-2027 | |
| 18 | Bartolo Ruíz# | 19 | 2024-2026 | |
| 18 | Esteban Ruíz# | 19 | 2021-2022 | |
| 24 | Felipe Becerra# | 18 | 2021-2025 | |
| 24 | Baruc Garibay# | 18 | 2025-2026 | |
| 24 | Edgar Lankford# | 18 | 2023-2024 | |
| 24 | Horacio Pérez | 18 | 2020-2023 | |
| 24 | Tomás Vargas# | 18 | 2023-2025 | |
| 29 | Yura Edel | 17 | 2021-2025 | |
| 29 | David Gómez# | 17 | 2021-2023 | |
| 29 | Francisco Gonsáles# | 17 | 2022-2024 | |
| 29 | Valentín Rivera# | 17 | 2024-2025 | |
| 33 | José Fuentes# | 16 | 2025-2028 | |
| 33 | León Vallejo# | 16 | 2027-2028 | |
| 35 | Reid Garrett# | 15 | 2023-2026 | |
| 35 | Mike Harris# | 15 | 2022-2023 | |
| 35 | Pedro Núñez# | 15 | 2021-2023 | |
| 35 | Ricardo Ramírez# | 15 | 2021-2025 | |
| 35 | Bernie Sanders# | 15 | 2023-2024 | |
| 35 | Gustavo Tobías# | 15 | 2026-2027 | |
| 35 | Luis Vega# | 15 | 2020-2023 | |
| 35 | Edward Whipp# | 15 | 2020-2021 | |
| 43 | Mario Gonzáles# | 14 | 2022-2024 | |
| 43 | Jerry Pellerin# | 14 | 2027-2027 | |
| 43 | Daniel Riley# | 14 | 2025-2026 | |
| 43 | Valentín Robles# | 14 | 2022-2023 | |
| 43 | Morlack Spurgeon# | 14 | 2024-2026 | |
| 43 | Manuel Torres# | 14 | 2025-2028 | |
| 43 | Eduardo Villa | 14 | 2021-2025 | |
| 50 | Carlos Acosta | 13 | 2020-2022 | |
| 50 | Alberto Bahe# | 13 | 2027-2028 | |
| 50 | Octávio Fernández# | 13 | 2023-2024 | |
| 50 | Santiago Gómez | 13 | 2021-2025 | |
| 50 | Mal Houser# | 13 | 2025-2026 | |
| 50 | Yoshida Kudo# | 13 | 2021-2023 | |
| 50 | Pedro Lara# | 13 | 2020-2023 | |
| 50 | Roberto Muñóz# | 13 | 2025-2028 | |
| 50 | Jorge Rivera# | 13 | 2022-2024 | |
| 50 | Rubén Rodríguez# | 13 | 2021-2022 | |
| 60 | Bill Beauregard | 12 | 2020-2023 | |
| 60 | Miguel Cervantes# | 12 | 2023-2024 | |
| 60 | Floyd Cotton# | 12 | 2021-2021 | |
| 60 | Pompeyo Davalillo# | 12 | 2024-2025 | |
| 60 | Lance de Valk# | 12 | 2022-2024 | |
| 60 | Augusto Deleón# | 12 | 2026-2028 | |
| 60 | Bennett Garland# | 12 | 2024-2025 | |
| 60 | Fred Gunther# | 12 | 2026-2026 | |
| 60 | Kyuichi Hori# | 12 | 2027-2027 | |
| 60 | Aimo Latva# | 12 | 2028-2028 | |
| 60 | José Morales# | 12 | 2022-2023 | |
| 60 | Marcos Oquendo# | 12 | 2026-2026 | |
| 60 | Jesús Otero# | 12 | 2023-2026 | |
| 60 | Octavius Pringle# | 12 | 2027-2028 | |
| 60 | Andrés Quezada# | 12 | 2022-2024 | |
| 60 | Daniel Ryan# | 12 | 2025-2026 | |
| 60 | Héctor Salazar | 12 | 2021-2026 | |
| 60 | Alfredo Sánchez | 12 | 2020-2022 | |
| 60 | Mark Sanders# | 12 | 2024-2025 | |
| 60 | Dave Seals# | 12 | 2023-2024 | |
| 60 | Ken Shelton# | 12 | 2020-2022 | |
| 60 | António Uribe# | 12 | 2020-2020 | |
| 60 | Allen Yohemas# | 12 | 2020-2020 | |
| 83 | Darius Baxa# | 11 | 2024-2024 | |
| 83 | Miguel Cabañas# | 11 | 2026-2027 | |
| 83 | Ramón Castaneda | 11 | 2022-2024 | |
| 83 | Luis Domínguez# | 11 | 2024-2026 | |
| 83 | Gabriel Escobar# | 11 | 2026-2027 | |
| 83 | Eduardo García# | 11 | 2024-2025 | |
| 83 | Jeff Greer# | 11 | 2026-2028 | |
| 83 | Zalontae Hillary# | 11 | 2027-2027 | |
| 83 | José Larranaga# | 11 | 2023-2025 | |
| 83 | Juan Méndez# | 11 | 2020-2021 | |
| 83 | Gerardo Pagán# | 11 | 2024-2025 | |
| 83 | Germán Rodríguez# | 11 | 2022-2022 | |
| 83 | Claudio Salazar# | 11 | 2026-2027 | |
| 83 | Burm Snart# | 11 | 2025-2027 | |
| 83 | Robinson Suárez# | 11 | 2024-2024 | |
| 83 | Sook Sung-Man# | 11 | 2024-2026 | |
| 83 | Cecil Szatkowski# | 11 | 2025-2027 | |
| 83 | Luis Torres# | 11 | 2022-2022 |
