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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Rich Choquette# | 36 | 2028-2030 | |
| 2 | Fernando Elías# | 33 | 2024-2028 | |
| 3 | Xavier Padilla# | 30 | 2021-2024 | |
| 4 | Malulani Anakone# | 29 | 2025-2028 | |
| 4 | Luis Arreola# | 29 | 2024-2027 | |
| 4 | Manuel Sánchez# | 29 | 2026-2028 | |
| 7 | Rob Ford# | 27 | 2026-2030 | |
| 7 | Vitorio Méndez | 27 | 2020-2025 | |
| 9 | Sacco Brouwers# | 26 | 2022-2024 | |
| 10 | Gob Bluth# | 25 | 2024-2028 | |
| 11 | José Pueblo# | 24 | 2026-2028 | |
| 12 | John Orton# | 23 | 2022-2025 | |
| 13 | Ash Ibarra# | 22 | 2022-2024 | |
| 14 | Kas Groen# | 21 | 2023-2026 | |
| 14 | Carlos Ortega | 21 | 2022-2026 | |
| 14 | Leoncio Ulibarri# | 21 | 2023-2028 | |
| 17 | Toshiharu Kuhabara# | 20 | 2025-2028 | |
| 17 | Aimo Latva# | 20 | 2028-2029 | |
| 17 | Alonso Muñíz | 20 | 2020-2023 | |
| 20 | Carlos Díaz# | 19 | 2021-2022 | |
| 20 | Roberto Muñóz# | 19 | 2025-2029 | |
| 20 | Chris Plummerton# | 19 | 2024-2027 | |
| 20 | Efren Rasonable# | 19 | 2028-2030 | |
| 20 | Alberto Reyes# | 19 | 2020-2024 | |
| 20 | Gabriel Reyes# | 19 | 2026-2027 | |
| 20 | Bartolo Ruíz# | 19 | 2024-2026 | |
| 20 | Esteban Ruíz# | 19 | 2021-2022 | |
| 28 | Felipe Becerra | 18 | 2021-2025 | |
| 28 | Baruc Garibay# | 18 | 2025-2026 | |
| 28 | Edgar Lankford# | 18 | 2023-2024 | |
| 28 | Horacio Pérez | 18 | 2020-2023 | |
| 28 | Tomás Vargas# | 18 | 2023-2025 | |
| 33 | Yura Edel | 17 | 2021-2025 | |
| 33 | David Gómez# | 17 | 2021-2023 | |
| 33 | Francisco Gonsáles# | 17 | 2022-2024 | |
| 33 | Eugenio Piñeiro# | 17 | 2029-2030 | |
| 33 | Valentín Rivera# | 17 | 2024-2025 | |
| 38 | José Fuentes# | 16 | 2025-2028 | |
| 38 | Jeff Greer# | 16 | 2026-2029 | |
| 38 | Andrew Prieto# | 16 | 2029-2030 | |
| 38 | León Vallejo# | 16 | 2027-2028 | |
| 42 | Reid Garrett# | 15 | 2023-2026 | |
| 42 | Mike Harris# | 15 | 2022-2023 | |
| 42 | Pedro Núñez# | 15 | 2021-2023 | |
| 42 | Giel Overwater# | 15 | 2029-2029 | |
| 42 | Ricardo Ramírez# | 15 | 2021-2025 | |
| 42 | Bernie Sanders# | 15 | 2023-2024 | |
| 42 | Gustavo Tobías# | 15 | 2026-2027 | |
| 42 | Harrison Tuff# | 15 | 2027-2030 | |
| 42 | Luis Vega# | 15 | 2020-2023 | |
| 42 | Marvin Wasmund# | 15 | 2028-2030 | |
| 42 | Edward Whipp# | 15 | 2020-2021 | |
| 53 | Stefan Famintsyn# | 14 | 2028-2029 | |
| 53 | Mario Gonzáles# | 14 | 2022-2024 | |
| 53 | Darren Minich# | 14 | 2027-2030 | |
| 53 | Kazuchika Okada# | 14 | 2028-2029 | |
| 53 | Jerry Pellerin# | 14 | 2027-2027 | |
| 53 | Daniel Riley# | 14 | 0-0 | |
| 53 | Valentín Robles# | 14 | 2022-2023 | |
| 53 | Vicente Romero# | 14 | 2029-2030 | |
| 53 | Morlack Spurgeon# | 14 | 2024-2026 | |
| 53 | Manuel Torres# | 14 | 2025-2028 | |
| 53 | Eduardo Villa | 14 | 2021-2025 | |
| 64 | Carlos Acosta | 13 | 2020-2022 | |
| 64 | Alberto Bahe# | 13 | 2027-2028 | |
| 64 | Noah Beck# | 13 | 2029-2030 | |
| 64 | Jorge Cruzan# | 13 | 2028-2029 | |
| 64 | Octávio Fernández# | 13 | 2023-2024 | |
| 64 | Santiago Gómez | 13 | 2021-2025 | |
| 64 | Mal Houser# | 13 | 2025-2026 | |
| 64 | Yoshida Kudo# | 13 | 2021-2023 | |
| 64 | Pedro Lara# | 13 | 2020-2023 | |
| 64 | Bu-wei Law# | 13 | 2028-2030 | |
| 64 | Jorge Rivera# | 13 | 2022-2024 | |
| 64 | Rubén Rodríguez# | 13 | 2021-2022 | |
| 64 | Pete Venegas# | 13 | 2027-2029 | |
| 77 | Bill Beauregard | 12 | 2020-2023 | |
| 77 | Miguel Cervantes# | 12 | 2023-2024 | |
| 77 | Steve Costlow# | 12 | 2028-2029 | |
| 77 | Floyd Cotton# | 12 | 2021-2021 | |
| 77 | Pompeyo Davalillo# | 12 | 2024-2025 | |
| 77 | Lance de Valk# | 12 | 2022-2024 | |
| 77 | Augusto Deleón# | 12 | 2026-2028 | |
| 77 | Jeff Enamorado# | 12 | 2028-2030 | |
| 77 | William Fothergill# | 12 | 2028-2029 | |
| 77 | Bennett Garland# | 12 | 2024-2025 | |
| 77 | Fred Gunther# | 12 | 2026-2026 | |
| 77 | Kyuichi Hori# | 12 | 2027-2027 | |
| 77 | Ryunosuke Kurota# | 12 | 2029-2030 | |
| 77 | Kanakanui Lokomaikainani# | 12 | 2029-2030 | |
| 77 | Ollie McDaniell# | 12 | 2028-2029 | |
| 77 | José Morales# | 12 | 2022-2023 | |
| 77 | Marcos Oquendo# | 12 | 2026-2026 | |
| 77 | Jesús Otero# | 12 | 2023-2026 | |
| 77 | Octavius Pringle# | 12 | 2027-2028 | |
| 77 | Andrés Quezada# | 12 | 2022-2024 | |
| 77 | Daniel Ryan# | 12 | 2025-2026 | |
| 77 | Masahiro Sakei# | 12 | 2028-2029 | |
| 77 | Héctor Salazar | 12 | 2021-2026 | |
| 77 | Alfredo Sánchez | 12 | 2020-2022 |
