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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 | Drew Cullen | 41 | 2027-2035 | |
| 3 | Matt Davenport# | 41 | 2029-2036 | |
| 5 | Luis Hernández# | 40 | 2030-2036 | |
| 6 | Mario Ruíz | 39 | 2023-2031 | |
| 7 | Chae-seong Kim | 38 | 2023-2033 | |
| 8 | Miguel Cervantes# | 35 | 2026-2030 | |
| 8 | Claudio Díaz | 35 | 2022-2031 | |
| 8 | José Salinas | 35 | 2017-2027 | |
| 11 | Francisco Barrios | 34 | 2020-2033 | |
| 11 | Marvin Mangin | 34 | 2023-2028 | |
| 13 | Miguel Cabañas# | 33 | 2029-2035 | |
| 14 | Miguel Álvarez | 32 | 2027-2033 | |
| 14 | Dennis Brown | 32 | 2022-2030 | |
| 14 | Earl Brown | 32 | 2023-2031 | |
| 14 | Antonio Godfrey | 32 | 2028-2033 | |
| 14 | Shunen Takahashi | 32 | 2022-2035 | |
| 19 | King Fletcher | 31 | 2023-2030 | |
| 19 | Artie Horton | 31 | 2022-2025 | |
| 19 | Louis McDowell | 31 | 2016-2028 | |
| 19 | Larry Strozier# | 31 | 2030-2035 | |
| 23 | Raúl Andrés | 30 | 2016-2021 | |
| 23 | Bob Warford | 30 | 2018-2034 | |
| 25 | Lucas Begay | 29 | 2025-2028 | |
| 25 | Roberto Calderón# | 29 | 2024-2035 | |
| 25 | Roberto Gómez | 29 | 2022-2031 | |
| 25 | José Guillén# | 29 | 2028-2030 | |
| 25 | Cris Herrera# | 29 | 2022-2034 | |
| 25 | Giovanni Mireles# | 29 | 2026-2029 | |
| 25 | Sammy Nash | 29 | 2024-2029 | |
| 32 | Frank Bryant | 28 | 2021-2028 | |
| 32 | Arturo Guerrero# | 28 | 2028-2032 | |
| 32 | Doug Ryan | 28 | 2016-2024 | |
| 32 | Liam Thomson# | 28 | 2032-2034 | |
| 36 | Gary Barber# | 27 | 2021-2033 | |
| 36 | Eduardo Capata | 27 | 2019-2032 | |
| 36 | Carlos Díaz | 27 | 2030-2033 | |
| 36 | Hank Downey | 27 | 2021-2030 | |
| 36 | Norberto Flores | 27 | 2027-2033 | |
| 36 | Aurélien Godet | 27 | 2015-2023 | |
| 36 | Ben Hopley | 27 | 2024-2034 | |
| 36 | Emil Olsson# | 27 | 2027-2036 | |
| 36 | José Ortíz# | 27 | 2026-2036 | |
| 45 | José Acevedo | 26 | 2013-2023 | |
| 45 | Roy Alsobrook# | 26 | 2028-2036 | |
| 45 | Norm Burris | 26 | 2016-2021 | |
| 45 | Logan Gregory | 26 | 2027-2035 | |
| 45 | Ricardo Suárez | 26 | 2027-2032 | |
| 50 | Alejandro Araya# | 25 | 2028-2033 | |
| 50 | Anastasio Cabanillas Jr.# | 25 | 2033-2036 | |
| 50 | Jorge Cedeño# | 25 | 2033-2036 | |
| 50 | Woo-suk Cho | 25 | 2031-2035 | |
| 50 | Roberto De La Cruz | 25 | 2024-2027 | |
| 50 | Wayne Downey | 25 | 2022-2025 | |
| 50 | Travis Grant | 25 | 2024-2034 | |
| 50 | Tony Hernández | 25 | 2016-2020 | |
| 50 | Pedro Lara | 25 | 2025-2028 | |
| 50 | Yoshi Minamoto# | 25 | 2032-2036 | |
| 50 | Doruk Oyan | 25 | 2016-2018 | |
| 50 | Brian Scalabrine | 25 | 2027-2032 | |
| 62 | Wop Baars# | 24 | 2032-2035 | |
| 62 | Travis Carson | 24 | 2022-2032 | |
| 62 | Steve Costlow# | 24 | 2032-2036 | |
| 62 | Stanley Eldrige | 24 | 2027-2035 | |
| 62 | Hervé Favier# | 24 | 2028-2035 | |
| 62 | Enrique García | 24 | 2023-2034 | |
| 62 | Júlio Martínez | 24 | 2019-2028 | |
| 62 | Júlio Palma | 24 | 2019-2022 | |
| 62 | Henri Pollini | 24 | 2019-2030 | |
| 62 | Jeff Schneider | 24 | 2022-2028 | |
| 62 | Jason Troughton | 24 | 2023-2027 | |
| 73 | Dave Conley | 23 | 2015-2018 | |
| 73 | Ezio Deodato | 23 | 2023-2033 | |
| 73 | Sam Groves | 23 | 2030-2034 | |
| 73 | Marcos Mesa | 23 | 2023-2030 | |
| 73 | Olegário Pa | 23 | 2026-2034 | |
| 73 | Augusto Ramos | 23 | 2024-2031 | |
| 73 | Drake Riley | 23 | 2023-2034 | |
| 73 | Doran Turchin | 23 | 2030-2032 | |
| 81 | Greyfriars Bobby# | 22 | 2031-2035 | |
| 81 | José Castaneda | 22 | 2020-2032 | |
| 81 | Jean-François Chapon# | 22 | 2025-2036 | |
| 81 | Dalton García | 22 | 2016-2030 | |
| 81 | Francisco Hernández | 22 | 2013-2018 | |
| 81 | Miguel Hernández | 22 | 2023-2033 | |
| 81 | Seung-yeop Kim | 22 | 2023-2035 | |
| 81 | Rocky Lannan | 22 | 2026-2030 | |
| 81 | Joey McCarthy | 22 | 2023-2030 | |
| 81 | Pedro Pacheco | 22 | 2020-2032 | |
| 81 | Cisco Pérez# | 22 | 2034-2036 | |
| 81 | Bobby Roode# | 22 | 2031-2036 | |
| 81 | Ted Thompson | 22 | 2020-2030 | |
| 81 | Won-u Yi# | 22 | 2029-2033 | |
| 95 | Jesús Acosta# | 21 | 2024-2027 | |
| 95 | Herman Barnes | 21 | 2017-2029 | |
| 95 | Huai-yu Kan | 21 | 2024-2027 | |
| 95 | Paul Nance | 21 | 2015-2019 | |
| 95 | Morris Nicholson | 21 | 2013-2021 | |
| 95 | Lindsay Novak | 21 | 2024-2034 |
