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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Shigemasa Horiuchi* | 125 | 2017-2031 | |
| 2 | Gary Bailey | 97 | 2015-2032 | |
| 3 | Michael Machen# | 84 | 2029-2036 | |
| 4 | Greg White | 79 | 2015-2028 | |
| 5 | Jon Briddon | 78 | 2022-2032 | |
| 6 | Carlos Sánchez | 68 | 2021-2028 | |
| 6 | Alexis Zambaco# | 68 | 2028-2039 | |
| 8 | Chip Bishop | 65 | 2015-2030 | |
| 8 | Sexto Rodríguez | 65 | 2015-2025 | |
| 10 | Benny York | 63 | 2015-2029 | |
| 11 | Will Hunting# | 62 | 2030-2037 | |
| 11 | Leroy Moody | 62 | 2025-2032 | |
| 13 | Walt Coffman | 59 | 2026-2035 | |
| 13 | Armando Romano# | 59 | 2033-2038 | |
| 15 | Hermenegildo Beliago# | 58 | 2027-2039 | |
| 15 | Mark Collingwood# | 58 | 2031-2039 | |
| 17 | José Alaniz | 55 | 2016-2030 | |
| 17 | Lou Meadows | 55 | 2016-2029 | |
| 17 | Panda Montana# | 55 | 2029-2035 | |
| 20 | Art Adams | 54 | 2021-2030 | |
| 21 | John Brown | 52 | 2017-2031 | |
| 21 | Gunner Hardy | 52 | 2016-2028 | |
| 21 | Cris Herrera | 52 | 2024-2034 | |
| 21 | Zalontae Hillary# | 52 | 2031-2038 | |
| 25 | Pete Rhue# | 50 | 2032-2039 | |
| 26 | Adrián Fierro | 48 | 2020-2034 | |
| 26 | Ryan Peterson | 48 | 2026-2036 | |
| 26 | Addie Samson | 48 | 2024-2034 | |
| 29 | William MacKnight | 47 | 2022-2028 | |
| 30 | George Frazier | 46 | 2017-2037 | |
| 30 | Ron Manning# | 46 | 2029-2039 | |
| 30 | Juan Montoya | 46 | 2025-2036 | |
| 30 | Rusty Swanson | 46 | 2026-2035 | |
| 30 | Shunen Takahashi | 46 | 2023-2035 | |
| 35 | John Alvarado | 44 | 2017-2021 | |
| 35 | Robbie Betchley# | 44 | 2030-2039 | |
| 35 | Woody Carlson | 44 | 2020-2033 | |
| 35 | Melvin Haney | 44 | 2023-2030 | |
| 35 | Mal Houser# | 44 | 2029-2038 | |
| 35 | Tim Powell | 44 | 2015-2020 | |
| 41 | Edison Larson | 43 | 2020-2039 | |
| 41 | Roderick Rhodes | 43 | 2015-2030 | |
| 43 | António Castillo | 42 | 2027-2038 | |
| 43 | Nolan Howard# | 42 | 2034-2039 | |
| 43 | Quintiliano Seixal | 42 | 2025-2036 | |
| 46 | David Buchanan# | 41 | 2029-2039 | |
| 46 | Roberto Calderón | 41 | 2026-2035 | |
| 46 | Luis Díaz# | 41 | 2033-2039 | |
| 46 | Neil Franson# | 41 | 2030-2038 | |
| 46 | Doug Green | 41 | 2022-2032 | |
| 46 | Dale Hamilton# | 41 | 2029-2038 | |
| 46 | Matt Harris | 41 | 2020-2031 | |
| 53 | Merlin Bassett | 40 | 2029-2038 | |
| 53 | Manny Castro | 40 | 2030-2037 | |
| 53 | Marvin Martin# | 40 | 2025-2039 | |
| 53 | Jeff Territt | 40 | 2020-2035 | |
| 57 | David Collingwood | 39 | 2018-2031 | |
| 57 | Ronald Harmon | 39 | 2016-2029 | |
| 57 | Domingo Ramírez# | 39 | 2023-2039 | |
| 57 | Pedro Ritodíaz | 39 | 2015-2024 | |
| 61 | Félix Jiménez | 38 | 2022-2026 | |
| 61 | Myles Wilkerson | 38 | 2026-2033 | |
| 63 | Neil Gilliam | 37 | 2021-2026 | |
| 63 | Alfonso Miranda | 37 | 2022-2031 | |
| 63 | Eduardo Molina | 37 | 2022-2033 | |
| 63 | Kevin Nogilny# | 37 | 2031-2039 | |
| 63 | Maru Pao Pao# | 37 | 2030-2038 | |
| 63 | Christian Patrick | 37 | 2019-2028 | |
| 63 | Harry Stuterberg# | 37 | 2034-2039 | |
| 63 | Alfonso Zapata | 37 | 2022-2033 | |
| 71 | Yusuke Chikafuji | 36 | 2024-2032 | |
| 71 | Juan Díaz | 36 | 2030-2034 | |
| 71 | Kenshin Koike | 36 | 2018-2032 | |
| 71 | John Riggleman# | 36 | 2026-2039 | |
| 71 | Bob Roth | 36 | 2029-2033 | |
| 71 | José Ruíz# | 36 | 2035-2039 | |
| 77 | Jared Cox | 35 | 2016-2022 | |
| 77 | Fernando Padilla# | 35 | 2028-2039 | |
| 77 | Luis Peña | 35 | 2025-2032 | |
| 77 | Jim Roberts | 35 | 2016-2020 | |
| 77 | Hunter Wilson | 35 | 2022-2027 | |
| 82 | Bob Compton | 34 | 2015-2023 | |
| 82 | Jorge Garza | 34 | 2022-2031 | |
| 82 | Il-young Kim | 34 | 2025-2036 | |
| 82 | Román Mejía# | 34 | 2034-2039 | |
| 82 | Dan Mitchell | 34 | 2020-2025 | |
| 82 | Bill Prowse | 34 | 2015-2020 | |
| 82 | Ángel Rosas# | 34 | 2032-2039 | |
| 82 | Shawn Williams# | 34 | 2030-2039 | |
| 90 | Ryan Bentley | 33 | 2030-2032 | |
| 90 | Quentin Bowers# | 33 | 2027-2037 | |
| 90 | Javier Castillo# | 33 | 2024-2036 | |
| 90 | Kent Clement | 33 | 2021-2032 | |
| 90 | Holden Rosen Grupp# | 33 | 2030-2039 | |
| 90 | Harrison Jones | 33 | 2017-2021 | |
| 90 | Johnny Joyce | 33 | 2015-2019 | |
| 90 | Paul Lowery | 33 | 2015-2020 | |
| 90 | John A. Mais# | 33 | 2036-2038 | |
| 90 | Lorenzo Sánchez | 33 | 2020-2029 | |
| 90 | Dave Stephenson | 33 | 2029-2035 |
