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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Toby Adams | 5 | 2034-2047 | |
| 1 | Michael Calhoun | 5 | 2044-2049 | |
| 3 | Bill Davis | 4 | 2030-2037 | |
| 3 | Luis Leyva | 4 | 2013-2019 | |
| 3 | Elvis Warren | 4 | 2028-2032 | |
| 6 | Greg Bailey | 3 | 2023-2023 | |
| 6 | Jarred Benson | 3 | 2038-2043 | |
| 6 | Ira Franklin | 3 | 2034-2041 | |
| 6 | Derek Howard | 3 | 2038-2041 | |
| 6 | Takeichi Koike | 3 | 2017-2020 | |
| 6 | Bill Spracklin | 3 | 2035-2043 | |
| 6 | Stan Woods# | 3 | 2047-2048 | |
| 13 | Edward Adams# | 2 | 2047-2047 | |
| 13 | Guillermo Ayala | 2 | 2026-2027 | |
| 13 | Dave Beauchamp# | 2 | 2050-2051 | |
| 13 | Dave Boyer# | 2 | 2043-2051 | |
| 13 | Todd Brown# | 2 | 2036-2037 | |
| 13 | Mike Byrd | 2 | 2012-2025 | |
| 13 | Júlio Caraballo | 2 | 2030-2034 | |
| 13 | Bob Collins | 2 | 2017-2017 | |
| 13 | Nick Coomer | 2 | 2033-2046 | |
| 13 | David Dittmer | 2 | 2042-2049 | |
| 13 | Mike Dwyer | 2 | 2025-2028 | |
| 13 | Clarence Elkins | 2 | 2016-2027 | |
| 13 | Ryoichi Endo# | 2 | 2048-2048 | |
| 13 | Alfredo Fernández | 2 | 2014-2016 | |
| 13 | David Franklin | 2 | 2032-2036 | |
| 13 | Juan Carlos Gallardo | 2 | 2024-2026 | |
| 13 | Lou Godfrey* | 2 | 2028-2029 | |
| 13 | Ernesto González | 2 | 2040-2045 | |
| 13 | Mark Graham# | 2 | 2039-2041 | |
| 13 | Brian Hankins | 2 | 2033-2039 | |
| 13 | Ken Hayes | 2 | 2026-2029 | |
| 13 | Clint Henderson# | 2 | 2048-2051 | |
| 13 | Dave Hudson | 2 | 2027-2043 | |
| 13 | Randolph Hutchison | 2 | 2017-2019 | |
| 13 | Tomokazu Kamida | 2 | 2018-2020 | |
| 13 | David Lee | 2 | 2027-2029 | |
| 13 | Will Lester | 2 | 2021-2023 | |
| 13 | Kel Lewis | 2 | 2033-2035 | |
| 13 | António López# | 2 | 2047-2051 | |
| 13 | Diego López | 2 | 2023-2025 | |
| 13 | Grant Love | 2 | 2020-2021 | |
| 13 | Dorian Mack# | 2 | 2040-2051 | |
| 13 | Bob MacKinley | 2 | 2043-2043 | |
| 13 | Miguel Martínez | 2 | 2018-2019 | |
| 13 | Jean-François Massicotte | 2 | 2033-2034 | |
| 13 | Sterling May | 2 | 2036-2049 | |
| 13 | Bubba McCall# | 2 | 2046-2051 | |
| 13 | Félix Mendoza | 2 | 2038-2049 | |
| 13 | José Molina# | 2 | 2047-2048 | |
| 13 | Donald Moore | 2 | 2030-2031 | |
| 13 | Raúl Morán | 2 | 2038-2038 | |
| 13 | Horiuchi Morishita | 2 | 2011-2014 | |
| 13 | Bobby Neely | 2 | 2018-2019 | |
| 13 | Chase Pearce | 2 | 2026-2035 | |
| 13 | Jorge Perales | 2 | 2012-2013 | |
| 13 | Felipe Pérez | 2 | 2032-2034 | |
| 13 | Pedro Reyes | 2 | 2045-2046 | |
| 13 | Hunter Richardson | 2 | 2023-2026 | |
| 13 | Ignacio Rivera | 2 | 2041-2046 | |
| 13 | Doug Roberts | 2 | 2012-2014 | |
| 13 | Ian Robeson | 2 | 2017-2017 | |
| 13 | Joe Robinson | 2 | 2017-2017 | |
| 13 | Randy Russell | 2 | 2018-2023 | |
| 13 | Craig Stewart | 2 | 2039-2040 | |
| 13 | Ralph Stump Jr. | 2 | 2028-2030 | |
| 13 | Bill Tucker | 2 | 2028-2033 | |
| 13 | Dave Turner | 2 | 2012-2014 | |
| 13 | William Young | 2 | 2020-2032 | |
| 71 | Jorge Aguilar | 1 | 2013-2015 | |
| 71 | Howard Anderson# | 1 | 2042-2044 | |
| 71 | Matt Anderson | 1 | 2021-2023 | |
| 71 | Glenn Barker Jr. | 1 | 2029-2039 | |
| 71 | Lucas Barreiras | 1 | 2025-2027 | |
| 71 | Carl Bean | 1 | 2045-2045 | |
| 71 | Bret Beatty# | 1 | 2049-2050 | |
| 71 | Keith Bissett# | 1 | 2046-2047 | |
| 71 | Ed Blue | 1 | 2029-2037 | |
| 71 | Frank Bryant# | 1 | 2050-2051 | |
| 71 | Jud Buckley | 1 | 2039-2045 | |
| 71 | Chandler Burns | 1 | 2023-2023 | |
| 71 | Colton Burns# | 1 | 2046-2050 | |
| 71 | Greg Burris# | 1 | 2049-2051 | |
| 71 | Diego Cadaoas | 1 | 2040-2051 | |
| 71 | John Campbell | 1 | 2026-2035 | |
| 71 | Duane Carter | 1 | 2023-2025 | |
| 71 | Drew Cason | 1 | 2034-2039 | |
| 71 | Ronnie Chase# | 1 | 2050-2051 | |
| 71 | David Chávez | 1 | 2034-2037 | |
| 71 | José Chávez | 1 | 2040-2047 | |
| 71 | Miguel Chávez | 1 | 2032-2034 | |
| 71 | Robert Collard | 1 | 2029-2047 | |
| 71 | Albert Collier# | 1 | 2047-2048 | |
| 71 | Mike Cook | 1 | 2033-2034 | |
| 71 | Neil Corbin# | 1 | 2044-2044 | |
| 71 | Michael Curtis# | 1 | 2047-2050 | |
| 71 | Joe Dalton | 1 | 2020-2026 | |
| 71 | Norberto Dastas# | 1 | 2048-2049 | |
| 71 | Richard Davis | 1 | 2027-2027 |
