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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Rafael González# | 58 | 2033-2039 | |
| 2 | Raúl Pérez | 51 | 2015-2028 | |
| 3 | Fernando Reyna | 46 | 2015-2027 | |
| 4 | Ricardo Fraga# | 45 | 2030-2037 | |
| 5 | Raimo Kangas# | 44 | 2030-2038 | |
| 6 | Miguel Mora | 43 | 2015-2020 | |
| 7 | Joaquín Pérez# | 41 | 2033-2037 | |
| 7 | José Santiago | 41 | 2028-2032 | |
| 9 | Zion DeBose | 37 | 2030-2036 | |
| 9 | Steve Tedder | 37 | 2030-2034 | |
| 11 | Romano Martínez | 36 | 2024-2029 | |
| 11 | Horace McKenzie | 36 | 2016-2021 | |
| 11 | Dylan Telford# | 36 | 2032-2036 | |
| 14 | Zane Reed | 35 | 2017-2028 | |
| 15 | Il-gyung Kim | 34 | 2017-2026 | |
| 15 | Esteban Miroz | 34 | 2027-2034 | |
| 15 | Tomiji Saikawa | 34 | 2023-2028 | |
| 18 | Sergio Gallegos# | 32 | 2037-2039 | |
| 19 | Currito Melena# | 31 | 2025-2030 | |
| 19 | Javier Penela | 31 | 2015-2020 | |
| 21 | Miguel González | 30 | 2015-2018 | |
| 22 | Luis Castrejón | 29 | 2019-2031 | |
| 22 | Xavier Padilla | 29 | 2025-2031 | |
| 24 | Carlos Díaz | 28 | 2022-2028 | |
| 25 | Víctor García | 27 | 2017-2021 | |
| 25 | Kyung-nam Kim | 27 | 2030-2034 | |
| 25 | Abakada Mana | 27 | 2033-2038 | |
| 25 | Darren Minich | 27 | 2030-2036 | |
| 25 | Juan Núñez | 27 | 2015-2018 | |
| 25 | Satoshi Ono | 27 | 2030-2035 | |
| 31 | Jeff Moore | 26 | 2015-2017 | |
| 31 | Bob Payne | 26 | 2025-2027 | |
| 31 | Plinio Pedrulho | 26 | 2020-2030 | |
| 31 | Haden Pittman | 26 | 2023-2026 | |
| 31 | Jorge Velázquez | 26 | 2017-2025 | |
| 36 | Jules Goux | 25 | 2027-2037 | |
| 36 | Victor Lustig | 25 | 2029-2036 | |
| 36 | Jeff Merritt# | 25 | 2030-2035 | |
| 36 | Jeremy Petty | 25 | 2018-2023 | |
| 36 | Félix Torres | 25 | 2021-2026 | |
| 41 | Lawrence Bignold | 24 | 2016-2018 | |
| 41 | John Buck | 24 | 2015-2018 | |
| 41 | Júlio Hernández | 24 | 2015-2019 | |
| 41 | Xavier Navarro | 24 | 2023-2026 | |
| 41 | Ralph Owens# | 24 | 2037-2039 | |
| 41 | James Scott | 24 | 2018-2029 | |
| 41 | Ipe Talboom | 24 | 2024-2028 | |
| 48 | Tony Alfonso# | 23 | 2029-2030 | |
| 48 | Ryan Bentley | 23 | 2022-2024 | |
| 48 | Giuseppe Farina | 23 | 2033-2037 | |
| 48 | Alejandro García | 23 | 2032-2034 | |
| 48 | Ryan Ingram | 23 | 2023-2027 | |
| 48 | Mario López | 23 | 2029-2036 | |
| 48 | Matt O'Keevan | 23 | 2033-2035 | |
| 48 | Gustavo Pérez | 23 | 2018-2024 | |
| 56 | Alfonso Álvarez | 22 | 2018-2022 | |
| 56 | John Fowler | 22 | 2017-2019 | |
| 56 | Daryl Keirl# | 22 | 2037-2039 | |
| 56 | Sam MacKerras | 22 | 2017-2022 | |
| 56 | John Núñes# | 22 | 2035-2037 | |
| 56 | Luis Oropeza# | 22 | 2030-2037 | |
| 56 | Pat Pérez | 22 | 2020-2022 | |
| 56 | John Tanner | 22 | 2015-2019 | |
| 64 | Larry Branch | 21 | 2015-2023 | |
| 64 | Jorge Cruz | 21 | 2025-2032 | |
| 64 | Luis Domínguez | 21 | 2026-2033 | |
| 64 | Jeff Enamorado# | 21 | 2031-2034 | |
| 64 | Elroy Gardner | 21 | 2015-2019 | |
| 64 | Ricky Jackson | 21 | 2019-2024 | |
| 64 | Morgan MacDonald | 21 | 2017-2022 | |
| 64 | Kyle MacRae | 21 | 2025-2031 | |
| 64 | Leif Mayer | 21 | 2026-2028 | |
| 64 | Ainanani Oliwa# | 21 | 2033-2036 | |
| 64 | Fernando Peralta | 21 | 2017-2019 | |
| 64 | Albert Pérez# | 21 | 2033-2037 | |
| 64 | Robert Smith# | 21 | 2037-2039 | |
| 64 | Wilson Valenzuela# | 21 | 2037-2039 | |
| 78 | António Aguilar | 20 | 2015-2018 | |
| 78 | Dennis Blanchard | 20 | 2033-2037 | |
| 78 | Pat Brown | 20 | 2018-2020 | |
| 78 | Carlos Cardoso# | 20 | 2033-2039 | |
| 78 | Tony Cherena | 20 | 2015-2016 | |
| 78 | Walt Crouch | 20 | 2034-2036 | |
| 78 | Martyn Drdio | 20 | 2030-2037 | |
| 78 | Fernando Durán | 20 | 2023-2026 | |
| 78 | Neil Gilliam | 20 | 2015-2030 | |
| 78 | Ed Hammond# | 20 | 2034-2036 | |
| 78 | Damien Hayward# | 20 | 2028-2029 | |
| 78 | Ids Knegt# | 20 | 2034-2038 | |
| 78 | Ismael Lara | 20 | 2028-2033 | |
| 78 | Rizaldo Manansala | 20 | 2029-2032 | |
| 78 | Harry Mander | 20 | 2024-2030 | |
| 78 | José Martínez | 20 | 2020-2023 | |
| 78 | Bryan McKinney | 20 | 2026-2027 | |
| 78 | Don Miller | 20 | 2018-2019 | |
| 78 | Andrew Prieto | 20 | 2031-2033 | |
| 97 | Austin Abbott | 19 | 2015-2018 | |
| 97 | Jeremy de Vos | 19 | 2022-2025 | |
| 97 | Hank Downey | 19 | 2017-2025 | |
| 97 | Cameron Frye | 19 | 2024-2025 |
