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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Nathaniel Riley | 12 | 2016-2030 | |
| 2 | Jason Kofod# | 11 | 2051-2062 | |
| 2 | Bobby Swain | 11 | 2020-2031 | |
| 4 | Pedro Castro | 10 | 2018-2032 | |
| 4 | Wes Hamm* | 10 | 2021-2037 | |
| 4 | Janghyun Han# | 10 | 2044-2062 | |
| 4 | Eddie Kop* | 10 | 2023-2042 | |
| 4 | Gustavo Tobías | 10 | 2032-2044 | |
| 9 | Andy Coker | 9 | 2016-2026 | |
| 9 | Wayne Craig | 9 | 2015-2023 | |
| 9 | Van Hileman* | 9 | 2041-2058 | |
| 9 | Steve Romero# | 9 | 2059-2063 | |
| 9 | Allen Yohemas | 9 | 2022-2031 | |
| 14 | Chip Bishop | 8 | 2018-2028 | |
| 14 | Kevin Brown# | 8 | 2050-2060 | |
| 14 | Eddie Daniel# | 8 | 2053-2062 | |
| 14 | Vincent Hall | 8 | 2021-2031 | |
| 14 | Nick Long# | 8 | 2049-2061 | |
| 14 | Fernando Lujino | 8 | 2042-2060 | |
| 14 | Javier Mora | 8 | 2020-2034 | |
| 14 | Travis Morgan | 8 | 2039-2049 | |
| 14 | Jay Newton | 8 | 2042-2054 | |
| 14 | Chase Sims | 8 | 2039-2049 | |
| 14 | Juan Torres | 8 | 2021-2032 | |
| 25 | Kjeld Burger | 7 | 2048-2060 | |
| 25 | Pat Butler# | 7 | 2045-2062 | |
| 25 | Rafael Cardona | 7 | 2022-2035 | |
| 25 | Matthew Fallows | 7 | 2034-2048 | |
| 25 | Teika Fukuda# | 7 | 2046-2062 | |
| 25 | Cris Mendoza | 7 | 2017-2029 | |
| 25 | Kevin Nogilny* | 7 | 2032-2046 | |
| 25 | Jorge Otero* | 7 | 2030-2040 | |
| 25 | Sylvain Richard | 7 | 2042-2054 | |
| 25 | Elroy Thompkins | 7 | 2029-2043 | |
| 25 | Bill Tugwell | 7 | 2029-2034 | |
| 36 | Robbie Baxter | 6 | 2022-2037 | |
| 36 | Dave Becker | 6 | 2040-2054 | |
| 36 | Magnus Belli | 6 | 2040-2051 | |
| 36 | Alfonso Caballero | 6 | 2038-2051 | |
| 36 | Kent Clement | 6 | 2022-2033 | |
| 36 | David Collingwood | 6 | 2019-2028 | |
| 36 | Chase Davis | 6 | 2049-2061 | |
| 36 | John Dempsey | 6 | 2022-2036 | |
| 36 | Virgil Dickerson | 6 | 2043-2054 | |
| 36 | Juan Díaz | 6 | 2025-2036 | |
| 36 | Zaki Fakhiri | 6 | 2034-2046 | |
| 36 | George Frazier | 6 | 2017-2036 | |
| 36 | Mark Garland# | 6 | 2055-2061 | |
| 36 | Juan Guillén* | 6 | 2027-2039 | |
| 36 | Cole Hall | 6 | 2016-2027 | |
| 36 | John Holley | 6 | 2014-2022 | |
| 36 | Tsugahara Hori | 6 | 2029-2040 | |
| 36 | Anatoly Ivanovich | 6 | 2030-2039 | |
| 36 | Bartolomeu Lio | 6 | 2019-2034 | |
| 36 | Jeff Mahl | 6 | 2035-2046 | |
| 36 | Lou Meadows | 6 | 2016-2027 | |
| 36 | Jon Phillips | 6 | 2051-2058 | |
| 36 | José Quiñones | 6 | 2034-2043 | |
| 36 | Roderick Rhodes | 6 | 2017-2028 | |
| 36 | Luis Rojas# | 6 | 2058-2062 | |
| 36 | Cory Sanders | 6 | 2021-2036 | |
| 36 | Quintiliano Seixal | 6 | 2025-2037 | |
| 36 | Noud Taaij# | 6 | 2047-2063 | |
| 36 | Pedro Valdéz | 6 | 2020-2040 | |
| 36 | Jesús Vidro* | 6 | 2033-2045 | |
| 66 | Volmer Aalbers# | 5 | 2047-2060 | |
| 66 | Javier Ariza | 5 | 2040-2056 | |
| 66 | Gary Bailey* | 5 | 2022-2031 | |
| 66 | John Brown | 5 | 2016-2031 | |
| 66 | Juan Contreras | 5 | 2030-2042 | |
| 66 | Craig Culver# | 5 | 2047-2061 | |
| 66 | Dorian Daly | 5 | 2028-2036 | |
| 66 | Aaron Daniels# | 5 | 2048-2055 | |
| 66 | Pablo De La Torre | 5 | 2022-2036 | |
| 66 | Manuel Delgadillo | 5 | 2028-2038 | |
| 66 | Paul Díaz | 5 | 2019-2030 | |
| 66 | Craig Fitzgerald | 5 | 2036-2050 | |
| 66 | Stewart Fleming | 5 | 2029-2033 | |
| 66 | Jesús Franco | 5 | 2028-2034 | |
| 66 | Ronald Fritz | 5 | 2045-2052 | |
| 66 | Mario Gonzáles# | 5 | 2045-2055 | |
| 66 | Raúl Gómez | 5 | 2026-2034 | |
| 66 | Henry Hall | 5 | 2015-2026 | |
| 66 | Kyle Horton | 5 | 2047-2056 | |
| 66 | Hong-bin Hua | 5 | 2037-2046 | |
| 66 | Todd Hunter | 5 | 2047-2060 | |
| 66 | Wayne Hurst | 5 | 2015-2028 | |
| 66 | Chris Jackson# | 5 | 2048-2059 | |
| 66 | Masami Kogawa | 5 | 2031-2034 | |
| 66 | Nam-shik Kwak | 5 | 2038-2047 | |
| 66 | Edison Larson | 5 | 2020-2038 | |
| 66 | Raúl Luna | 5 | 2028-2036 | |
| 66 | Michael Machen* | 5 | 2029-2041 | |
| 66 | Archie MacMurchy | 5 | 2045-2058 | |
| 66 | Daisuke Maeda | 5 | 2047-2058 | |
| 66 | Pat Martin | 5 | 2043-2055 | |
| 66 | José Martínez# | 5 | 2049-2063 | |
| 66 | Júlio Martínez# | 5 | 2055-2063 | |
| 66 | Eric Matson* | 5 | 2027-2041 | |
| 66 | Francis McBride | 5 | 2023-2027 |
