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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Victor Brey# | 72 | 2021-2028 | |
| 2 | Willie Cameron | 54 | 2016-2031 | |
| 3 | Mario Ruíz# | 39 | 2023-2031 | |
| 4 | Chae-seong Kim# | 38 | 2023-2032 | |
| 5 | Miguel Cervantes# | 35 | 2026-2030 | |
| 5 | Claudio Díaz# | 35 | 2022-2031 | |
| 5 | José Salinas | 35 | 2017-2027 | |
| 8 | Marvin Mangin | 34 | 2023-2028 | |
| 9 | Dennis Brown | 32 | 2022-2030 | |
| 9 | Earl Brown# | 32 | 2023-2031 | |
| 9 | Shunen Takahashi# | 32 | 2022-2030 | |
| 12 | Miguel Álvarez# | 31 | 2027-2032 | |
| 12 | King Fletcher# | 31 | 2023-2030 | |
| 12 | Artie Horton | 31 | 2022-2025 | |
| 12 | Louis McDowell | 31 | 2016-2028 | |
| 16 | Raúl Andrés | 30 | 2016-2021 | |
| 16 | Antonio Godfrey# | 30 | 2028-2032 | |
| 18 | Francisco Barrios# | 29 | 2020-2032 | |
| 18 | Lucas Begay# | 29 | 2025-2028 | |
| 18 | Roberto Gómez | 29 | 2022-2031 | |
| 18 | José Guillén# | 29 | 2028-2030 | |
| 18 | Giovanni Mireles# | 29 | 2026-2029 | |
| 18 | Sammy Nash | 29 | 2024-2029 | |
| 24 | Frank Bryant# | 28 | 2021-2028 | |
| 24 | Arturo Guerrero# | 28 | 2028-2032 | |
| 24 | Doug Ryan | 28 | 2016-2024 | |
| 27 | Miguel Cabañas# | 27 | 2029-2032 | |
| 27 | Eduardo Capata# | 27 | 2019-2032 | |
| 27 | Matt Davenport# | 27 | 2029-2032 | |
| 27 | Hank Downey | 27 | 2021-2030 | |
| 27 | Aurélien Godet | 27 | 2015-2023 | |
| 27 | Cris Herrera# | 27 | 2022-2027 | |
| 33 | José Acevedo | 26 | 2013-2023 | |
| 33 | Norm Burris | 26 | 2016-2021 | |
| 33 | Roberto Calderón# | 26 | 2024-2027 | |
| 33 | Carlos Díaz# | 26 | 2030-2032 | |
| 33 | Ricardo Suárez# | 26 | 2027-2032 | |
| 33 | Bob Warford# | 26 | 2018-2032 | |
| 39 | Drew Cullen# | 25 | 2027-2032 | |
| 39 | Roberto De La Cruz# | 25 | 2024-2027 | |
| 39 | Wayne Downey | 25 | 2022-2025 | |
| 39 | Travis Grant# | 25 | 2024-2029 | |
| 39 | Tony Hernández | 25 | 2016-2020 | |
| 39 | Pedro Lara# | 25 | 2025-2028 | |
| 39 | Doruk Oyan | 25 | 2016-2018 | |
| 39 | Brian Scalabrine# | 25 | 2027-2032 | |
| 47 | Gary Barber# | 24 | 2021-2032 | |
| 47 | Travis Carson# | 24 | 2022-2032 | |
| 47 | Enrique García# | 24 | 2023-2032 | |
| 47 | Luis Hernández# | 24 | 2030-2032 | |
| 47 | Júlio Martínez# | 24 | 2019-2028 | |
| 47 | Júlio Palma# | 24 | 2019-2022 | |
| 47 | Henri Pollini# | 24 | 2019-2030 | |
| 47 | Jeff Schneider# | 24 | 2022-2028 | |
| 47 | Jason Troughton# | 24 | 2023-2027 | |
| 56 | Dave Conley | 23 | 2015-2018 | |
| 56 | Stanley Eldrige# | 23 | 2027-2029 | |
| 56 | Norberto Flores# | 23 | 2027-2032 | |
| 56 | Marcos Mesa | 23 | 2023-2030 | |
| 56 | Augusto Ramos# | 23 | 2024-2031 | |
| 56 | Drake Riley# | 23 | 2023-2032 | |
| 56 | Doran Turchin# | 23 | 2030-2032 | |
| 63 | José Castaneda# | 22 | 2020-2032 | |
| 63 | Dalton García | 22 | 2016-2030 | |
| 63 | Francisco Hernández | 22 | 2013-2018 | |
| 63 | Ben Hopley# | 22 | 2024-2027 | |
| 63 | Rocky Lannan# | 22 | 2026-2030 | |
| 63 | Joey McCarthy# | 22 | 2023-2030 | |
| 63 | Pedro Pacheco# | 22 | 2020-2032 | |
| 63 | Ted Thompson | 22 | 2020-2030 | |
| 71 | Jesús Acosta# | 21 | 2024-2027 | |
| 71 | Herman Barnes | 21 | 2017-2029 | |
| 71 | Huai-yu Kan | 21 | 2024-2027 | |
| 71 | Seung-yeop Kim# | 21 | 2023-2032 | |
| 71 | Paul Nance | 21 | 2015-2019 | |
| 71 | Morris Nicholson | 21 | 2013-2021 | |
| 71 | José Ortíz# | 21 | 2026-2030 | |
| 71 | Seong-rae Park# | 21 | 2023-2031 | |
| 71 | Reynaldo Sánchez# | 21 | 2024-2032 | |
| 71 | Roberto Silva# | 21 | 2029-2032 | |
| 71 | Mark Walker | 21 | 2017-2024 | |
| 71 | Louis Webber | 21 | 2019-2025 | |
| 71 | Dave Wheeler# | 21 | 2026-2032 | |
| 84 | Henry Hart | 20 | 2016-2027 | |
| 84 | Dahab Kanda# | 20 | 2029-2032 | |
| 84 | Juan Montoya# | 20 | 2024-2032 | |
| 84 | Paul O'Callahan | 20 | 2017-2025 | |
| 84 | Carlos Peret# | 20 | 2029-2032 | |
| 84 | Karl Pratt | 20 | 2013-2023 | |
| 84 | Earl Simmons# | 20 | 2029-2032 | |
| 84 | Harold Taylor | 20 | 2016-2028 | |
| 92 | John Ashley | 19 | 2020-2026 | |
| 92 | Mike Foltynewicz# | 19 | 2029-2031 | |
| 92 | Gilberto Ibarra | 19 | 2017-2019 | |
| 92 | Jack King | 19 | 2020-2029 | |
| 92 | António Venegas | 19 | 2022-2026 | |
| 92 | José Zavala | 19 | 2023-2028 | |
| 98 | Shawn Arnold | 18 | 2015-2024 | |
| 98 | Greg Beaver | 18 | 2016-2019 | |
| 98 | David Collingwood# | 18 | 2018-2032 |
