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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 | Bobby Swain | 11 | 2020-2031 | |
| 3 | Pedro Castro | 10 | 2018-2032 | |
| 3 | Wes Hamm* | 10 | 2021-2037 | |
| 3 | Janghyun Han# | 10 | 2044-2057 | |
| 3 | Eddie Kop* | 10 | 2023-2042 | |
| 3 | Gustavo Tobías | 10 | 2032-2044 | |
| 8 | Andy Coker | 9 | 2016-2026 | |
| 8 | Wayne Craig | 9 | 2015-2023 | |
| 8 | Van Hileman | 9 | 2041-2058 | |
| 8 | Jason Kofod# | 9 | 2051-2061 | |
| 8 | Allen Yohemas | 9 | 2022-2031 | |
| 13 | Chip Bishop | 8 | 2018-2028 | |
| 13 | Kevin Brown# | 8 | 2050-2060 | |
| 13 | Eddie Daniel# | 8 | 2053-2061 | |
| 13 | Vincent Hall | 8 | 2021-2031 | |
| 13 | Nick Long# | 8 | 2049-2061 | |
| 13 | Fernando Lujino | 8 | 2042-2060 | |
| 13 | Javier Mora | 8 | 2020-2034 | |
| 13 | Travis Morgan | 8 | 2039-2049 | |
| 13 | Jay Newton | 8 | 2042-2054 | |
| 13 | Chase Sims | 8 | 2039-2049 | |
| 13 | Juan Torres | 8 | 2021-2032 | |
| 24 | Kjeld Burger# | 7 | 2048-2060 | |
| 24 | Pat Butler# | 7 | 2045-2060 | |
| 24 | Rafael Cardona | 7 | 2022-2035 | |
| 24 | Matthew Fallows | 7 | 2034-2048 | |
| 24 | Teika Fukuda# | 7 | 2046-2055 | |
| 24 | Cris Mendoza | 7 | 2017-2029 | |
| 24 | Kevin Nogilny* | 7 | 2032-2046 | |
| 24 | Jorge Otero* | 7 | 2030-2040 | |
| 24 | Sylvain Richard | 7 | 2042-2054 | |
| 24 | Elroy Thompkins | 7 | 2029-2043 | |
| 24 | Bill Tugwell | 7 | 2029-2034 | |
| 35 | Robbie Baxter | 6 | 2022-2037 | |
| 35 | Dave Becker | 6 | 2040-2054 | |
| 35 | Magnus Belli | 6 | 2040-2051 | |
| 35 | Alfonso Caballero | 6 | 2038-2051 | |
| 35 | Kent Clement | 6 | 2022-2033 | |
| 35 | David Collingwood | 6 | 2019-2028 | |
| 35 | John Dempsey | 6 | 2022-2036 | |
| 35 | Virgil Dickerson | 6 | 2043-2054 | |
| 35 | Juan Díaz | 6 | 2025-2036 | |
| 35 | Zaki Fakhiri | 6 | 2034-2046 | |
| 35 | George Frazier | 6 | 2017-2036 | |
| 35 | Juan Guillén* | 6 | 2027-2039 | |
| 35 | Cole Hall | 6 | 2016-2027 | |
| 35 | John Holley | 6 | 2014-2022 | |
| 35 | Tsugahara Hori | 6 | 2029-2040 | |
| 35 | Anatoly Ivanovich | 6 | 2030-2039 | |
| 35 | Bartolomeu Lio | 6 | 2019-2034 | |
| 35 | Jeff Mahl | 6 | 2035-2046 | |
| 35 | Lou Meadows | 6 | 2016-2027 | |
| 35 | Jon Phillips# | 6 | 2051-2058 | |
| 35 | José Quiñones | 6 | 2034-2043 | |
| 35 | Roderick Rhodes | 6 | 2017-2028 | |
| 35 | Cory Sanders | 6 | 2021-2036 | |
| 35 | Quintiliano Seixal | 6 | 2025-2037 | |
| 35 | Noud Taaij# | 6 | 2047-2059 | |
| 35 | Pedro Valdéz | 6 | 2020-2040 | |
| 35 | Jesús Vidro* | 6 | 2033-2045 | |
| 62 | Volmer Aalbers# | 5 | 2047-2060 | |
| 62 | Javier Ariza | 5 | 2040-2056 | |
| 62 | Gary Bailey* | 5 | 2022-2031 | |
| 62 | John Brown | 5 | 2016-2031 | |
| 62 | Juan Contreras | 5 | 2030-2042 | |
| 62 | Craig Culver# | 5 | 2047-2057 | |
| 62 | Dorian Daly | 5 | 2028-2036 | |
| 62 | Aaron Daniels# | 5 | 2048-2055 | |
| 62 | Chase Davis# | 5 | 2049-2061 | |
| 62 | Pablo De La Torre | 5 | 2022-2036 | |
| 62 | Manuel Delgadillo | 5 | 2028-2038 | |
| 62 | Paul Díaz | 5 | 2019-2030 | |
| 62 | Craig Fitzgerald | 5 | 2036-2050 | |
| 62 | Stewart Fleming | 5 | 2029-2033 | |
| 62 | Jesús Franco | 5 | 2028-2034 | |
| 62 | Ronald Fritz | 5 | 2045-2052 | |
| 62 | Mark Garland# | 5 | 2055-2060 | |
| 62 | Mario Gonzáles# | 5 | 2045-2055 | |
| 62 | Raúl Gómez | 5 | 2026-2034 | |
| 62 | Henry Hall | 5 | 2015-2026 | |
| 62 | Kyle Horton | 5 | 2047-2056 | |
| 62 | Hong-bin Hua | 5 | 2037-2046 | |
| 62 | Todd Hunter | 5 | 2047-2060 | |
| 62 | Wayne Hurst | 5 | 2015-2028 | |
| 62 | Chris Jackson# | 5 | 2048-2059 | |
| 62 | Masami Kogawa | 5 | 2031-2034 | |
| 62 | Nam-shik Kwak | 5 | 2038-2047 | |
| 62 | Edison Larson | 5 | 2020-2038 | |
| 62 | Raúl Luna | 5 | 2028-2036 | |
| 62 | Michael Machen* | 5 | 2029-2041 | |
| 62 | Archie MacMurchy | 5 | 2045-2058 | |
| 62 | Daisuke Maeda | 5 | 2047-2058 | |
| 62 | Pat Martin | 5 | 2043-2055 | |
| 62 | José Martínez# | 5 | 2049-2061 | |
| 62 | Júlio Martínez# | 5 | 2055-2060 | |
| 62 | Eric Matson* | 5 | 2027-2041 | |
| 62 | Francis McBride | 5 | 2023-2027 | |
| 62 | Gerardo Pagán | 5 | 2027-2036 | |
| 62 | Milutin Panic | 5 | 2040-2046 |
