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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Carlos Sánchez | 12 | 2021-2028 | |
| 2 | Leslie Brooks | 9 | 2021-2030 | |
| 2 | Pat Butler# | 9 | 2044-2056 | |
| 2 | Shigemasa Horiuchi* | 9 | 2017-2031 | |
| 2 | Archie MacMurchy# | 9 | 2048-2056 | |
| 6 | José Alaniz | 8 | 2016-2030 | |
| 6 | Armando Romano | 8 | 2033-2038 | |
| 8 | Gregory Collins# | 7 | 2047-2055 | |
| 8 | Billy Crawford | 7 | 2019-2024 | |
| 8 | Edison Larson | 7 | 2020-2039 | |
| 8 | Kevin Nogilny | 7 | 2031-2046 | |
| 8 | Roderick Rhodes | 7 | 2015-2030 | |
| 8 | William Turner | 7 | 2049-2054 | |
| 8 | Jaganmani Vivek | 7 | 2041-2046 | |
| 8 | Markus Widner | 7 | 2034-2045 | |
| 16 | Volmer Aalbers# | 6 | 2048-2052 | |
| 16 | Gary Bailey* | 6 | 2015-2032 | |
| 16 | Faisal bin Nabeel | 6 | 2032-2041 | |
| 16 | John Brown | 6 | 2017-2031 | |
| 16 | Alfonso Caballero | 6 | 2038-2051 | |
| 16 | Jordan Calhoun | 6 | 2037-2046 | |
| 16 | Dan Dunn | 6 | 2043-2053 | |
| 16 | George Frazier | 6 | 2017-2037 | |
| 16 | Janghyun Han# | 6 | 2045-2055 | |
| 16 | Cris Herrera | 6 | 2024-2034 | |
| 16 | Zalontae Hillary | 6 | 2031-2038 | |
| 16 | Will Hunting | 6 | 2030-2044 | |
| 16 | Félix Jiménez | 6 | 2022-2026 | |
| 16 | Johnny Jones | 6 | 2042-2050 | |
| 16 | Keisuke Nishida | 6 | 2027-2031 | |
| 16 | Reynaldo Ortíz | 6 | 2022-2027 | |
| 16 | Coyote Peterson# | 6 | 2045-2056 | |
| 16 | Jason Starkey | 6 | 2034-2048 | |
| 16 | Yan van der Meijden | 6 | 2043-2053 | |
| 16 | Joe Wagner# | 6 | 2047-2054 | |
| 16 | Greg White | 6 | 2015-2028 | |
| 16 | Alfonso Zapata | 6 | 2022-2033 | |
| 38 | Art Adams | 5 | 2021-2030 | |
| 38 | Lance Barber | 5 | 2040-2046 | |
| 38 | Mike Bennett | 5 | 2043-2052 | |
| 38 | David Buchanan | 5 | 2029-2043 | |
| 38 | António Castillo | 5 | 2027-2038 | |
| 38 | Cheol-han Cho# | 5 | 2053-2056 | |
| 38 | Gabriel Durango | 5 | 2039-2049 | |
| 38 | Craig Fitzgerald | 5 | 2039-2043 | |
| 38 | Ben Frazier# | 5 | 2050-2056 | |
| 38 | Raúl Fuentes# | 5 | 2048-2055 | |
| 38 | Neil Gilliam | 5 | 2021-2026 | |
| 38 | Toddster Gordo | 5 | 2029-2038 | |
| 38 | Melvin Haney | 5 | 2023-2030 | |
| 38 | Ronald Harmon | 5 | 2016-2029 | |
| 38 | Chris Holland | 5 | 2034-2043 | |
| 38 | Earl Hurdle | 5 | 2043-2055 | |
| 38 | Michael Machen* | 5 | 2029-2041 | |
| 38 | William MacKnight | 5 | 2022-2028 | |
| 38 | Ron Manning | 5 | 2029-2043 | |
| 38 | Jeffery Meyers | 5 | 2038-2053 | |
| 38 | Kazu Omori | 5 | 2030-2034 | |
| 38 | Milutin Panic# | 5 | 2044-2056 | |
| 38 | Sidney Petty# | 5 | 2043-2055 | |
| 38 | Luis Peña | 5 | 2025-2032 | |
| 38 | Roman Phansalker | 5 | 2038-2046 | |
| 38 | Tim Powell | 5 | 2015-2020 | |
| 38 | Doug Santamarina# | 5 | 2050-2053 | |
| 38 | Ricky Sellers | 5 | 2039-2043 | |
| 38 | Chase Sims | 5 | 2038-2048 | |
| 38 | Myron Snow | 5 | 2015-2025 | |
| 38 | Dave Tomlinson | 5 | 2017-2026 | |
| 38 | Juan Valéncia | 5 | 2023-2024 | |
| 38 | Tomás Vargas | 5 | 2029-2032 | |
| 38 | Myles Wilkerson | 5 | 2026-2033 | |
| 72 | Nick Altrock | 4 | 2039-2052 | |
| 72 | Dave Becker | 4 | 2040-2054 | |
| 72 | Robbie Betchley | 4 | 2030-2040 | |
| 72 | Chip Bishop | 4 | 2015-2030 | |
| 72 | Rafael Cardona | 4 | 2021-2031 | |
| 72 | Jorge Castillo | 4 | 2020-2030 | |
| 72 | Enrique Castro | 4 | 2030-2037 | |
| 72 | Cliff Claven | 4 | 2035-2045 | |
| 72 | David Collingwood | 4 | 2018-2031 | |
| 72 | Javier Desdin | 4 | 2026-2043 | |
| 72 | Juan Díaz | 4 | 2030-2034 | |
| 72 | Enrique García | 4 | 2024-2030 | |
| 72 | Jorge Gil# | 4 | 2042-2056 | |
| 72 | Ken Grant | 4 | 2042-2051 | |
| 72 | Henry Hall | 4 | 2017-2025 | |
| 72 | Bruce Hamilton | 4 | 2019-2030 | |
| 72 | Dale Hamilton | 4 | 2029-2042 | |
| 72 | Corbin Holling | 4 | 2034-2045 | |
| 72 | David Hudson | 4 | 2022-2032 | |
| 72 | Andrew Johnson# | 4 | 2050-2055 | |
| 72 | Makoto Kato | 4 | 2018-2026 | |
| 72 | Yeon-kyu Kim | 4 | 2033-2040 | |
| 72 | Eddie Kop* | 4 | 2026-2042 | |
| 72 | Jared LaBarge | 4 | 2040-2050 | |
| 72 | George Law# | 4 | 2049-2053 | |
| 72 | Fernando Lujino# | 4 | 2042-2056 | |
| 72 | Tyler MacHugh | 4 | 2025-2032 | |
| 72 | Eric Matson* | 4 | 2027-2040 | |
| 72 | Nelson McNeil# | 4 | 2049-2056 |
