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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 | Pat Butler# | 10 | 2044-2061 | |
| 3 | Bhagavan Antle | 9 | 2046-2062 | |
| 3 | Leslie Brooks | 9 | 2021-2030 | |
| 3 | Gregory Collins | 9 | 2047-2062 | |
| 3 | Shigemasa Horiuchi* | 9 | 2017-2031 | |
| 3 | Archie MacMurchy | 9 | 2048-2057 | |
| 8 | José Alaniz | 8 | 2016-2030 | |
| 8 | Bernardo Cruz# | 8 | 2054-2060 | |
| 8 | Armando Romano | 8 | 2033-2038 | |
| 11 | Billy Crawford | 7 | 2019-2024 | |
| 11 | Edison Larson | 7 | 2020-2039 | |
| 11 | Kevin Nogilny* | 7 | 2031-2046 | |
| 11 | Roderick Rhodes | 7 | 2015-2030 | |
| 11 | Juan Rodríguez# | 7 | 2055-2063 | |
| 11 | William Turner | 7 | 2049-2054 | |
| 11 | Jaganmani Vivek | 7 | 2041-2046 | |
| 11 | Markus Widner | 7 | 2034-2045 | |
| 19 | Volmer Aalbers# | 6 | 2048-2052 | |
| 19 | Gary Bailey* | 6 | 2015-2032 | |
| 19 | Faisal bin Nabeel | 6 | 2032-2041 | |
| 19 | John Brown | 6 | 2017-2031 | |
| 19 | Alfonso Caballero | 6 | 2038-2051 | |
| 19 | Jordan Calhoun | 6 | 2037-2046 | |
| 19 | Roberto Chaumond# | 6 | 2052-2060 | |
| 19 | Cheol-han Cho# | 6 | 2053-2062 | |
| 19 | Dan Dunn | 6 | 2043-2053 | |
| 19 | George Frazier | 6 | 2017-2037 | |
| 19 | Janghyun Han# | 6 | 2045-2062 | |
| 19 | Cris Herrera | 6 | 2024-2034 | |
| 19 | Zalontae Hillary | 6 | 2031-2038 | |
| 19 | Will Hunting | 6 | 2030-2044 | |
| 19 | Félix Jiménez | 6 | 2022-2026 | |
| 19 | Johnny Jones | 6 | 2042-2050 | |
| 19 | Keisuke Nishida | 6 | 2027-2031 | |
| 19 | Reynaldo Ortíz | 6 | 2022-2027 | |
| 19 | Coyote Peterson | 6 | 2045-2056 | |
| 19 | Jason Starkey | 6 | 2034-2048 | |
| 19 | Yan van der Meijden | 6 | 2043-2053 | |
| 19 | Joe Wagner | 6 | 2047-2054 | |
| 19 | Greg White | 6 | 2015-2028 | |
| 19 | Alfonso Zapata | 6 | 2022-2033 | |
| 43 | Art Adams | 5 | 2021-2030 | |
| 43 | Lance Barber | 5 | 2040-2046 | |
| 43 | Mike Bennett | 5 | 2043-2052 | |
| 43 | David Buchanan | 5 | 2029-2043 | |
| 43 | António Castillo | 5 | 2027-2038 | |
| 43 | Gabriel Durango | 5 | 2039-2049 | |
| 43 | Craig Fitzgerald | 5 | 2039-2043 | |
| 43 | Ben Frazier | 5 | 2050-2059 | |
| 43 | Raúl Fuentes | 5 | 2048-2055 | |
| 43 | Mark Garland# | 5 | 2054-2058 | |
| 43 | Neil Gilliam | 5 | 2021-2026 | |
| 43 | Mario Gonzáles# | 5 | 2043-2063 | |
| 43 | Toddster Gordo | 5 | 2029-2038 | |
| 43 | Melvin Haney | 5 | 2023-2030 | |
| 43 | Ronald Harmon | 5 | 2016-2029 | |
| 43 | Chris Holland | 5 | 2034-2043 | |
| 43 | Earl Hurdle | 5 | 2043-2055 | |
| 43 | Benton Johnston# | 5 | 2053-2061 | |
| 43 | Michael Machen* | 5 | 2029-2041 | |
| 43 | William MacKnight | 5 | 2022-2028 | |
| 43 | Ron Manning | 5 | 2029-2043 | |
| 43 | Jeffery Meyers | 5 | 2038-2053 | |
| 43 | Kazu Omori | 5 | 2030-2034 | |
| 43 | Milutin Panic | 5 | 2044-2056 | |
| 43 | Sidney Petty | 5 | 2043-2057 | |
| 43 | Luis Peña | 5 | 2025-2032 | |
| 43 | Roman Phansalker | 5 | 2038-2046 | |
| 43 | Tim Powell | 5 | 2015-2020 | |
| 43 | Doug Santamarina# | 5 | 2050-2053 | |
| 43 | Ricky Sellers | 5 | 2039-2043 | |
| 43 | Chase Sims | 5 | 2038-2048 | |
| 43 | Myron Snow | 5 | 2015-2025 | |
| 43 | Dave Tomlinson | 5 | 2017-2026 | |
| 43 | Juan Valéncia | 5 | 2023-2024 | |
| 43 | Tomás Vargas | 5 | 2029-2032 | |
| 43 | Myles Wilkerson | 5 | 2026-2033 | |
| 79 | Nick Altrock | 4 | 2039-2052 | |
| 79 | Dave Becker | 4 | 2040-2054 | |
| 79 | Robbie Betchley | 4 | 2030-2040 | |
| 79 | Chip Bishop | 4 | 2015-2030 | |
| 79 | Rafael Cardona | 4 | 2021-2031 | |
| 79 | Steven Carlson | 4 | 2046-2057 | |
| 79 | Jorge Castillo | 4 | 2020-2030 | |
| 79 | Enrique Castro | 4 | 2030-2037 | |
| 79 | Cliff Claven | 4 | 2035-2045 | |
| 79 | David Collingwood | 4 | 2018-2031 | |
| 79 | Daryl Crawford# | 4 | 2060-2063 | |
| 79 | Aaron Daniels# | 4 | 2051-2059 | |
| 79 | Jeremy Dean# | 4 | 2056-2060 | |
| 79 | Javier Desdin | 4 | 2026-2043 | |
| 79 | Juan Díaz | 4 | 2030-2034 | |
| 79 | Enrique García | 4 | 2024-2030 | |
| 79 | Jorge Gil* | 4 | 2042-2056 | |
| 79 | Walt Gould | 4 | 2049-2058 | |
| 79 | Ken Grant | 4 | 2042-2051 | |
| 79 | Henry Hall | 4 | 2017-2025 | |
| 79 | Bruce Hamilton | 4 | 2019-2030 | |
| 79 | Dale Hamilton | 4 | 2029-2042 |
