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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Ron Wilkerson | 41 | 2021-2025 | |
| 2 | Rubén Soto | 36 | 2018-2020 | |
| 3 | Joey Daniels | 34 | 2017-2020 | |
| 4 | Freddy López | 33 | 2017-2020 | |
| 4 | Jim O'Brien | 33 | 2018-2020 | |
| 4 | Teinosuke Yoshida | 33 | 2018-2020 | |
| 7 | Garry Coleman | 32 | 2017-2020 | |
| 7 | Tony Logan | 32 | 2017-2020 | |
| 7 | Don MacGruder | 32 | 2018-2020 | |
| 7 | Jim Smith | 32 | 2021-2022 | |
| 7 | Pete Wilson* | 32 | 2018-2020 | |
| 12 | Gil Bryant | 30 | 2023-2026 | |
| 12 | Ben Frazier | 30 | 2017-2020 | |
| 14 | Tim Black | 29 | 2027-2028 | |
| 14 | Greg Davis | 29 | 2017-2019 | |
| 14 | Bob Martin | 29 | 2017-2020 | |
| 17 | Tony Erwin | 28 | 2018-2020 | |
| 17 | Ben Jones | 28 | 2018-2020 | |
| 17 | Jamie Martin | 28 | 2017-2020 | |
| 17 | Bob Osborne | 28 | 2018-2020 | |
| 21 | Dylan Taylor | 27 | 2017-2020 | |
| 22 | Bob Allen | 26 | 2018-2020 | |
| 22 | Bobby Dodson | 26 | 2018-2020 | |
| 22 | Désiré Garcia | 26 | 2017-2020 | |
| 22 | Juan García | 26 | 2018-2020 | |
| 22 | Jimmy Horn | 26 | 2018-2020 | |
| 22 | Reginald Newell | 26 | 2018-2020 | |
| 22 | Patrick Rey | 26 | 2017-2020 | |
| 29 | Pat Bowles* | 25 | 2018-2020 | |
| 29 | Pete Dupree | 25 | 2017-2019 | |
| 29 | Jeremy Emery* | 25 | 2019-2020 | |
| 29 | Eric Horton | 25 | 2018-2020 | |
| 29 | Wing-chiu Ouyang | 25 | 2017-2020 | |
| 29 | António Rodríguez | 25 | 2018-2020 | |
| 29 | Ken Smith | 25 | 2026-2027 | |
| 36 | Dian Alisjahbana | 24 | 2019-2020 | |
| 36 | Eric Cook | 24 | 2018-2020 | |
| 36 | Ed Jenkins | 24 | 2021-2023 | |
| 36 | Ken Miller | 24 | 2017-2018 | |
| 36 | Donnie Skinner | 24 | 2018-2020 | |
| 41 | José Garza | 23 | 2017-2018 | |
| 41 | Steve Helms | 23 | 2023-2024 | |
| 41 | Dave Kelly | 23 | 2018-2020 | |
| 41 | José Madrid | 23 | 2017-2020 | |
| 41 | Derek McConnell | 23 | 2018-2020 | |
| 41 | Luis Pérez | 23 | 2021-2022 | |
| 41 | Stan Rutherford | 23 | 2017-2020 | |
| 48 | Brad Anderson | 22 | 2018-2020 | |
| 48 | Jim Coleman | 22 | 2022-2023 | |
| 48 | Brian Cromsie | 22 | 2031-2036 | |
| 48 | Charlie Hart | 22 | 2018-2020 | |
| 48 | Kevin Parker | 22 | 2022-2023 | |
| 48 | Thom Seals | 22 | 2017-2019 | |
| 48 | Tim Wilder | 22 | 2021-2022 | |
| 55 | Norm Brown | 21 | 2028-2029 | |
| 55 | Harland Guillou | 21 | 2044-2045 | |
| 55 | Tony Ramírez | 21 | 2028-2029 | |
| 55 | José Sánchez | 21 | 2027-2028 | |
| 59 | Alex Bond | 20 | 2024-2025 | |
| 59 | Jared Corbin | 20 | 2023-2024 | |
| 59 | Aurelio García | 20 | 2022-2023 | |
| 59 | Sancho Gonzáles | 20 | 2022-2023 | |
| 59 | Hussein Husam | 20 | 2021-2024 | |
| 59 | Curt Kennedy | 20 | 2017-2018 | |
| 59 | Jamie Morris | 20 | 2017-2019 | |
| 59 | Wilson Pérez | 20 | 2028-2029 | |
| 67 | Juan Arroyo | 19 | 2019-2020 | |
| 67 | Jonathan Castle# | 19 | 2059-2062 | |
| 67 | Tim Chase | 19 | 2017-2019 | |
| 67 | Vic Dacres | 19 | 2043-2044 | |
| 67 | Jorge De Los Santos# | 19 | 2052-2056 | |
| 67 | Chris Duke | 19 | 2045-2046 | |
| 67 | Artie Hollingsworth | 19 | 2018-2020 | |
| 67 | Ron Nelson | 19 | 2020-2021 | |
| 67 | Eric Spencer | 19 | 2027-2028 | |
| 67 | Chris Steiner# | 19 | 2057-2059 | |
| 67 | Dave Wolf | 19 | 2023-2024 | |
| 78 | Gil Adams | 18 | 2024-2025 | |
| 78 | Zach Anderson | 18 | 2018-2020 | |
| 78 | Andrew Ferr# | 18 | 2056-2058 | |
| 78 | Tim Gibson# | 18 | 2047-2049 | |
| 78 | Mitch Hannah | 18 | 2023-2024 | |
| 78 | Kunitaro Kodama | 18 | 2018-2020 | |
| 78 | Luigi Le Bris | 18 | 2018-2020 | |
| 78 | Bo McDonald | 18 | 2017-2018 | |
| 78 | Jeff Mitchell | 18 | 2042-2043 | |
| 78 | Jerry O'Bryan# | 18 | 2047-2049 | |
| 78 | Rocky Robbins | 18 | 2021-2022 | |
| 78 | Colt Roberts | 18 | 2022-2023 | |
| 78 | Isaac Roberts | 18 | 2021-2023 | |
| 78 | José Rosário | 18 | 2019-2020 | |
| 78 | Juan Villa | 18 | 2023-2024 | |
| 93 | Phil Anderson | 17 | 2041-2042 | |
| 93 | Carl Carr | 17 | 2030-2032 | |
| 93 | Steeve Hardy | 17 | 2020-2021 | |
| 93 | Jim Joseph | 17 | 2043-2044 | |
| 93 | Dave Kessler | 17 | 2030-2032 | |
| 93 | Geoff Melsom | 17 | 2017-2019 | |
| 93 | Pat Meyer | 17 | 2017-2018 | |
| 93 | Thad Piña | 17 | 2018-2020 |
