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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Henry Valentine | 7 | 2021-2031 | |
| 2 | Clive Smedley | 6 | 2026-2039 | |
| 3 | Tom Bancroft# | 5 | 2044-2050 | |
| 3 | Chandler Burns | 5 | 2024-2036 | |
| 3 | Robert Collard | 5 | 2030-2046 | |
| 6 | Lawrence Chaworth | 4 | 2017-2026 | |
| 6 | Mark Clark | 4 | 2030-2048 | |
| 6 | Will Lester | 4 | 2023-2024 | |
| 6 | Woodrow McKay | 4 | 2042-2049 | |
| 6 | Jorge Mendoza | 4 | 2038-2044 | |
| 11 | Desi Bradley | 3 | 2021-2026 | |
| 11 | Reginald Dyer* | 3 | 2016-2031 | |
| 11 | Manny Flores | 3 | 2033-2039 | |
| 11 | David Franklin | 3 | 2033-2041 | |
| 11 | Felipe González# | 3 | 2048-2049 | |
| 11 | Rafael Guardado | 3 | 2018-2020 | |
| 11 | Kian Hayward# | 3 | 2047-2049 | |
| 11 | Toshikazu Higashi | 3 | 2021-2029 | |
| 11 | Stan Long | 3 | 2025-2030 | |
| 11 | Mike Lynch | 3 | 2026-2037 | |
| 11 | Troy MacNider | 3 | 2022-2029 | |
| 11 | Donald Melchor | 3 | 2010-2015 | |
| 11 | Vittorio Montuluo | 3 | 2010-2014 | |
| 11 | Pat Rice | 3 | 2016-2031 | |
| 11 | Esequiel Rivera | 3 | 2010-2018 | |
| 11 | Bobby Sanders | 3 | 2028-2042 | |
| 11 | Donald Wiggins | 3 | 2034-2036 | |
| 28 | Nakamaro Abe# | 2 | 2047-2051 | |
| 28 | José Batalona | 2 | 2042-2047 | |
| 28 | Roy Benson | 2 | 2029-2037 | |
| 28 | Adam Berry | 2 | 2015-2025 | |
| 28 | Mark Bryant | 2 | 2031-2032 | |
| 28 | Bob Buckley# | 2 | 2046-2051 | |
| 28 | Cory Carlson | 2 | 2033-2040 | |
| 28 | Jon Carter# | 2 | 2043-2051 | |
| 28 | Matt Carter | 2 | 2013-2019 | |
| 28 | Seung-min Chang | 2 | 2042-2048 | |
| 28 | Jason D'Abrichecourt | 2 | 2035-2035 | |
| 28 | Blaine Delgado# | 2 | 2050-2051 | |
| 28 | Doug Ednams# | 2 | 2044-2051 | |
| 28 | Tim Edwards | 2 | 2022-2033 | |
| 28 | Adam Fedchenko | 2 | 2030-2036 | |
| 28 | Ken Finch# | 2 | 2045-2046 | |
| 28 | Ed Flores# | 2 | 2050-2051 | |
| 28 | Juan Flores | 2 | 2023-2023 | |
| 28 | Ernesto Garza | 2 | 2044-2049 | |
| 28 | Keith Gómez | 2 | 2031-2040 | |
| 28 | Mark Graham# | 2 | 2041-2043 | |
| 28 | Tim Haggar# | 2 | 2048-2051 | |
| 28 | Benny Harridge# | 2 | 2045-2050 | |
| 28 | Michael Haynes | 2 | 2017-2027 | |
| 28 | Willis Hines | 2 | 2029-2037 | |
| 28 | Garland Hobbs | 2 | 2022-2033 | |
| 28 | Avery Hutchins | 2 | 2038-2041 | |
| 28 | Donald Jackson# | 2 | 2049-2050 | |
| 28 | Phil Jackson | 2 | 2027-2040 | |
| 28 | Randall Johnson | 2 | 2030-2040 | |
| 28 | Randy Kerr | 2 | 2027-2038 | |
| 28 | Matt King | 2 | 2036-2046 | |
| 28 | Dustin Kinlaw | 2 | 2010-2014 | |
| 28 | Rodger Kramer# | 2 | 2050-2050 | |
| 28 | Ed Lewis | 2 | 2044-2046 | |
| 28 | Andrew Lovell | 2 | 2017-2022 | |
| 28 | Jesús Luna | 2 | 2034-2048 | |
| 28 | Augusto Marquis | 2 | 2018-2028 | |
| 28 | Gregg McClendon | 2 | 2016-2024 | |
| 28 | Fred Moore | 2 | 2032-2045 | |
| 28 | John Morris | 2 | 2017-2020 | |
| 28 | John Murphy | 2 | 2033-2046 | |
| 28 | Martin Murphy | 2 | 2025-2031 | |
| 28 | John Nance | 2 | 2021-2030 | |
| 28 | Ernest Nelson | 2 | 2019-2034 | |
| 28 | Mauro Olivas | 2 | 2013-2017 | |
| 28 | José Pacheco | 2 | 2020-2022 | |
| 28 | António Patino | 2 | 2018-2019 | |
| 28 | Luis Pérez | 2 | 2021-2033 | |
| 28 | David Ramón# | 2 | 2045-2050 | |
| 28 | Roberto Romano | 2 | 2035-2041 | |
| 28 | Juan Sánchez# | 2 | 2045-2051 | |
| 28 | Manuel Sánchez | 2 | 2035-2041 | |
| 28 | Warren Shoemaker | 2 | 2030-2032 | |
| 28 | Chris Sinclair | 2 | 2012-2016 | |
| 28 | Sergio Torres* | 2 | 2014-2016 | |
| 28 | José Vargas | 2 | 2036-2049 | |
| 28 | Paul Villatoro | 2 | 2010-2015 | |
| 28 | Victor Vinson | 2 | 2021-2029 | |
| 28 | Raymundo Vogado | 2 | 2038-2049 | |
| 28 | Joe Wilkerson | 2 | 2021-2034 | |
| 28 | Thad Williams | 2 | 2014-2025 | |
| 28 | Eugene Woods | 2 | 2034-2041 | |
| 28 | Matt Wooten | 2 | 2018-2020 | |
| 28 | Joo-young Yon | 2 | 2016-2019 | |
| 93 | Ed Aguilar | 1 | 2029-2040 | |
| 93 | Dan Alarcon | 1 | 2043-2051 | |
| 93 | Santiago Alonso | 1 | 2010-2015 | |
| 93 | Roberto Alvardo | 1 | 2044-2051 | |
| 93 | Clayton Anderson | 1 | 2014-2020 | |
| 93 | Matias Anzaldua | 1 | 2010-2014 | |
| 93 | Brian Ball | 1 | 2034-2041 | |
| 93 | Kevin Ball | 1 | 2040-2043 |
