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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 | Nam-shik Kwak | 32 | 2032-2035 | |
| 3 | Carlos López | 32 | 2033-2037 | |
| 5 | Gareth Mansvelt | 31 | 2050-2056 | |
| 6 | Xavier Padilla | 30 | 2021-2024 | |
| 7 | Malulani Anakone | 29 | 2025-2028 | |
| 7 | Luis Arreola | 29 | 2024-2027 | |
| 7 | Mick Ditka# | 29 | 2057-2061 | |
| 7 | Carlos Poujol | 29 | 2038-2040 | |
| 7 | Efren Rasonable | 29 | 2028-2033 | |
| 7 | Manuel Sánchez | 29 | 2026-2028 | |
| 13 | Tyson Robertson | 28 | 2050-2054 | |
| 13 | Brad Terry# | 28 | 2054-2059 | |
| 13 | Jonas Wisse | 28 | 2036-2039 | |
| 16 | Rob Ford | 27 | 2026-2030 | |
| 16 | Vitorio Méndez | 27 | 2020-2025 | |
| 16 | Brieuc Robert | 27 | 2053-2055 | |
| 19 | Norman Ayres# | 26 | 2057-2059 | |
| 19 | Sacco Brouwers | 26 | 2022-2024 | |
| 19 | Hwen-thiang Goei | 26 | 2033-2036 | |
| 19 | Jerry Gordon | 26 | 2051-2053 | |
| 19 | Eitoku Tanaka | 26 | 2043-2047 | |
| 24 | Gob Bluth | 25 | 2024-2028 | |
| 24 | Colby Hopkins | 25 | 2052-2054 | |
| 24 | Spike Mayer# | 25 | 2058-2061 | |
| 24 | Ming-hoa Zhou | 25 | 2028-2033 | |
| 28 | Juan Carbajal | 24 | 2030-2034 | |
| 28 | Frederick Jennings | 24 | 2052-2054 | |
| 28 | Luis Martínez | 24 | 2049-2051 | |
| 28 | José Pueblo | 24 | 2026-2028 | |
| 32 | Jim Ball# | 23 | 2054-2056 | |
| 32 | Rick Burnett# | 23 | 2055-2057 | |
| 32 | Bhu Damocles | 23 | 2040-2042 | |
| 32 | Byung-hyun Kim | 23 | 2043-2045 | |
| 32 | John Orton | 23 | 2022-2025 | |
| 32 | Alfred Osuch | 23 | 2031-2033 | |
| 38 | Basem Al-Saodi | 22 | 2039-2043 | |
| 38 | Nicholas Carey | 22 | 2045-2048 | |
| 38 | Steve de Regt | 22 | 2036-2038 | |
| 38 | Jason Huggins | 22 | 2032-2034 | |
| 38 | Ash Ibarra | 22 | 2022-2024 | |
| 38 | Curt Keeley# | 22 | 2056-2059 | |
| 38 | Mark Moss# | 22 | 2057-2060 | |
| 38 | Théo Picard | 22 | 2034-2037 | |
| 46 | Modeste Azagba | 21 | 2037-2038 | |
| 46 | Juan Carmona | 21 | 2040-2042 | |
| 46 | Greguorio Espora | 21 | 2030-2033 | |
| 46 | Todd Gould | 21 | 2045-2048 | |
| 46 | Kas Groen | 21 | 2023-2026 | |
| 46 | Carlos Ortega | 21 | 2022-2026 | |
| 46 | Sergio Rocha | 21 | 2048-2051 | |
| 46 | José Tapia# | 21 | 2058-2061 | |
| 46 | Leoncio Ulibarri | 21 | 2023-2028 | |
| 46 | Don Yi | 21 | 2033-2039 | |
| 46 | Neil Young | 21 | 2037-2038 | |
| 57 | Bob Ashley# | 20 | 2061-2062 | |
| 57 | Lloyd Best | 20 | 2053-2056 | |
| 57 | Trevor Bowden | 20 | 2037-2041 | |
| 57 | Cisco Cervantes | 20 | 2053-2057 | |
| 57 | Dan Craggs | 20 | 2034-2035 | |
| 57 | Ricardo Fernández | 20 | 2053-2056 | |
| 57 | Ben Huber | 20 | 2055-2058 | |
| 57 | Toshiharu Kuhabara | 20 | 2025-2028 | |
| 57 | Aimo Latva | 20 | 2028-2029 | |
| 57 | Culley McGeraghty | 20 | 2054-2056 | |
| 57 | Will McLeod | 20 | 2031-2033 | |
| 57 | Alonso Muñíz | 20 | 2020-2023 | |
| 57 | Francis Owens | 20 | 2058-2060 | |
| 57 | Dani Rodríguez# | 20 | 2061-2063 | |
| 71 | Rodrigo Alarcon | 19 | 2036-2038 | |
| 71 | Jesús Durán | 19 | 2053-2057 | |
| 71 | Carlos Díaz | 19 | 2021-2022 | |
| 71 | Kel Ellis | 19 | 2052-2054 | |
| 71 | Joop Els | 19 | 2038-2040 | |
| 71 | Felipe Filipe | 19 | 2030-2033 | |
| 71 | Domingo Gonzáles | 19 | 2054-2056 | |
| 71 | Tom Hegedus | 19 | 2029-2035 | |
| 71 | Masaki Ito | 19 | 2037-2040 | |
| 71 | Keanu Kolora | 19 | 2048-2052 | |
| 71 | Mike Lee | 19 | 2038-2041 | |
| 71 | Shalom Levasier | 19 | 2029-2034 | |
| 71 | Chia-kang Liang | 19 | 2053-2057 | |
| 71 | José Marín | 19 | 2030-2032 | |
| 71 | Stanton Maxwell | 19 | 2048-2050 | |
| 71 | Roberto Muñóz | 19 | 2025-2029 | |
| 71 | Henny Olthuis | 19 | 2047-2049 | |
| 71 | Chris Plummerton | 19 | 2024-2027 | |
| 71 | Alberto Reyes | 19 | 2020-2024 | |
| 71 | Gabriel Reyes | 19 | 2026-2027 | |
| 71 | Bartolo Ruíz | 19 | 2024-2026 | |
| 71 | Esteban Ruíz | 19 | 2021-2022 | |
| 71 | Ignacio Uribe | 19 | 2033-2035 | |
| 71 | Jessie Young | 19 | 2033-2035 | |
| 71 | Chun-hua Zhào# | 19 | 2057-2061 | |
| 96 | Tony Arce | 18 | 2054-2056 | |
| 96 | Felipe Arreola | 18 | 2033-2035 | |
| 96 | Teddy Barnes | 18 | 2047-2048 | |
| 96 | Felipe Becerra | 18 | 2021-2025 | |
| 96 | Torvald Bogermans | 18 | 2044-2047 |
