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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 | 2023-2033 | |
| 5 | Miguel Cervantes# | 35 | 2026-2030 | |
| 5 | Matt Davenport# | 35 | 2029-2033 | |
| 5 | Claudio Díaz# | 35 | 2022-2031 | |
| 5 | José Salinas | 35 | 2017-2027 | |
| 9 | Francisco Barrios | 34 | 2020-2033 | |
| 9 | Marvin Mangin | 34 | 2023-2028 | |
| 11 | Miguel Álvarez# | 32 | 2027-2033 | |
| 11 | Dennis Brown | 32 | 2022-2030 | |
| 11 | Earl Brown# | 32 | 2023-2031 | |
| 11 | Antonio Godfrey# | 32 | 2028-2033 | |
| 11 | Luis Hernández# | 32 | 2030-2033 | |
| 11 | Shunen Takahashi# | 32 | 2022-2030 | |
| 17 | King Fletcher | 31 | 2023-2030 | |
| 17 | Artie Horton | 31 | 2022-2025 | |
| 17 | Louis McDowell | 31 | 2016-2028 | |
| 20 | Raúl Andrés | 30 | 2016-2021 | |
| 20 | Bob Warford# | 30 | 2018-2033 | |
| 22 | Lucas Begay# | 29 | 2025-2028 | |
| 22 | Roberto Gómez | 29 | 2022-2031 | |
| 22 | José Guillén# | 29 | 2028-2030 | |
| 22 | Giovanni Mireles# | 29 | 2026-2029 | |
| 22 | Sammy Nash | 29 | 2024-2029 | |
| 27 | Frank Bryant# | 28 | 2021-2028 | |
| 27 | Arturo Guerrero# | 28 | 2028-2032 | |
| 27 | Doug Ryan | 28 | 2016-2024 | |
| 30 | Gary Barber# | 27 | 2021-2033 | |
| 30 | Miguel Cabañas# | 27 | 2029-2032 | |
| 30 | Eduardo Capata# | 27 | 2019-2032 | |
| 30 | Drew Cullen# | 27 | 2027-2033 | |
| 30 | Carlos Díaz# | 27 | 2030-2033 | |
| 30 | Hank Downey | 27 | 2021-2030 | |
| 30 | Norberto Flores# | 27 | 2027-2033 | |
| 30 | Aurélien Godet | 27 | 2015-2023 | |
| 30 | Cris Herrera# | 27 | 2022-2027 | |
| 39 | José Acevedo | 26 | 2013-2023 | |
| 39 | Norm Burris | 26 | 2016-2021 | |
| 39 | Roberto Calderón# | 26 | 2024-2027 | |
| 39 | Ricardo Suárez# | 26 | 2027-2032 | |
| 43 | Alejandro Araya# | 25 | 2028-2033 | |
| 43 | Roberto De La Cruz | 25 | 2024-2027 | |
| 43 | Wayne Downey | 25 | 2022-2025 | |
| 43 | Travis Grant# | 25 | 2024-2029 | |
| 43 | Tony Hernández | 25 | 2016-2020 | |
| 43 | Pedro Lara# | 25 | 2025-2028 | |
| 43 | Doruk Oyan | 25 | 2016-2018 | |
| 43 | Brian Scalabrine# | 25 | 2027-2032 | |
| 51 | Travis Carson# | 24 | 2022-2032 | |
| 51 | Enrique García# | 24 | 2023-2033 | |
| 51 | Júlio Martínez# | 24 | 2019-2028 | |
| 51 | Júlio Palma# | 24 | 2019-2022 | |
| 51 | Henri Pollini | 24 | 2019-2030 | |
| 51 | Jeff Schneider# | 24 | 2022-2028 | |
| 51 | Jason Troughton# | 24 | 2023-2027 | |
| 58 | Dave Conley | 23 | 2015-2018 | |
| 58 | Ezio Deodato# | 23 | 2023-2033 | |
| 58 | Stanley Eldrige# | 23 | 2027-2029 | |
| 58 | Marcos Mesa | 23 | 2023-2030 | |
| 58 | Augusto Ramos# | 23 | 2024-2031 | |
| 58 | Drake Riley# | 23 | 2023-2032 | |
| 58 | Doran Turchin# | 23 | 2030-2032 | |
| 65 | José Castaneda# | 22 | 2020-2032 | |
| 65 | Dalton García | 22 | 2016-2030 | |
| 65 | Francisco Hernández | 22 | 2013-2018 | |
| 65 | Miguel Hernández# | 22 | 2023-2033 | |
| 65 | Ben Hopley# | 22 | 2024-2027 | |
| 65 | Seung-yeop Kim# | 22 | 2023-2033 | |
| 65 | Rocky Lannan# | 22 | 2026-2030 | |
| 65 | Joey McCarthy# | 22 | 2023-2030 | |
| 65 | Olegário Pa# | 22 | 2026-2033 | |
| 65 | Pedro Pacheco# | 22 | 2020-2032 | |
| 65 | Ted Thompson | 22 | 2020-2030 | |
| 65 | Won-u Yi# | 22 | 2029-2033 | |
| 77 | Jesús Acosta# | 21 | 2024-2027 | |
| 77 | Herman Barnes | 21 | 2017-2029 | |
| 77 | Huai-yu Kan | 21 | 2024-2027 | |
| 77 | Paul Nance | 21 | 2015-2019 | |
| 77 | Morris Nicholson | 21 | 2013-2021 | |
| 77 | José Ortíz# | 21 | 2026-2033 | |
| 77 | Seong-rae Park# | 21 | 2023-2031 | |
| 77 | Reynaldo Sánchez# | 21 | 2024-2032 | |
| 77 | Roberto Silva# | 21 | 2029-2032 | |
| 77 | Liam Thomson# | 21 | 2032-2033 | |
| 77 | Mark Walker | 21 | 2017-2024 | |
| 77 | Louis Webber | 21 | 2019-2025 | |
| 77 | Dave Wheeler# | 21 | 2026-2032 | |
| 90 | Woo-suk Cho# | 20 | 2031-2033 | |
| 90 | Logan Gregory# | 20 | 2027-2033 | |
| 90 | Sam Groves# | 20 | 2030-2033 | |
| 90 | Henry Hart | 20 | 2016-2027 | |
| 90 | Dahab Kanda# | 20 | 2029-2032 | |
| 90 | Juan Montoya# | 20 | 2024-2032 | |
| 90 | Paul O'Callahan | 20 | 2017-2025 | |
| 90 | Carlos Peret# | 20 | 2029-2032 | |
| 90 | Karl Pratt | 20 | 2013-2023 | |
| 90 | Earl Simmons# | 20 | 2029-2032 | |
| 90 | Harold Taylor | 20 | 2016-2028 |
