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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Bartolomeu Lio# | 89 | 2019-2034 | |
| 2 | Nathaniel Riley | 85 | 2016-2030 | |
| 3 | Rafael Cardona# | 82 | 2022-2034 | |
| 4 | Jeff Hale | 81 | 2014-2027 | |
| 5 | Nicholas Wells | 79 | 2019-2032 | |
| 6 | Eddie Kop# | 74 | 2023-2034 | |
| 7 | Juan Guillén# | 73 | 2027-2034 | |
| 8 | Javier Mora# | 63 | 2020-2034 | |
| 9 | Robbie Baxter# | 62 | 2022-2034 | |
| 9 | Pedro Valdéz# | 62 | 2020-2033 | |
| 11 | Héctor Alarcon | 57 | 2015-2027 | |
| 11 | Paul Díaz | 57 | 2019-2030 | |
| 13 | Wayne Craig | 56 | 2015-2023 | |
| 14 | Wes Hamm# | 55 | 2021-2034 | |
| 14 | Allen Yohemas | 55 | 2022-2031 | |
| 16 | Andy Coker | 54 | 2016-2026 | |
| 16 | Wayne Hurst | 54 | 2015-2028 | |
| 18 | Walt Coffman# | 52 | 2026-2034 | |
| 19 | Pedro Castro | 49 | 2018-2032 | |
| 19 | Domingo Ramírez# | 49 | 2022-2034 | |
| 21 | Chip Bishop | 48 | 2018-2028 | |
| 21 | Allen Blair | 48 | 2015-2032 | |
| 21 | Tyler MacHugh# | 48 | 2023-2033 | |
| 21 | Bobby Swain | 48 | 2020-2031 | |
| 21 | John Wilkins* | 48 | 2015-2026 | |
| 26 | John Braun | 46 | 2014-2022 | |
| 26 | John Holley | 46 | 2014-2022 | |
| 26 | Roderick Rhodes | 46 | 2017-2028 | |
| 29 | Aurelio López# | 43 | 2022-2031 | |
| 29 | Truman Valentine# | 43 | 2022-2031 | |
| 31 | Vincent Hall | 42 | 2021-2031 | |
| 31 | Ralph McKinney | 42 | 2019-2034 | |
| 31 | Arnie Pittman | 42 | 2022-2030 | |
| 34 | Juan Torres# | 40 | 2021-2032 | |
| 35 | Henry Hall | 39 | 2015-2026 | |
| 35 | Stanley Yelnats# | 39 | 2030-2034 | |
| 37 | Michael Battle | 38 | 2017-2021 | |
| 37 | Lynwood Matos | 38 | 2021-2031 | |
| 37 | Guillermo Pérez | 38 | 2015-2025 | |
| 37 | Luis Torres# | 38 | 2024-2031 | |
| 41 | Pat Horton | 37 | 2014-2019 | |
| 42 | António Marés# | 36 | 2024-2031 | |
| 43 | George Frazier# | 35 | 2017-2033 | |
| 43 | Ricardo Hernández | 35 | 2014-2018 | |
| 43 | Félix Jiménez | 35 | 2018-2028 | |
| 43 | Rafael Rodríguez# | 35 | 2026-2031 | |
| 43 | Hunter Wilson | 35 | 2019-2031 | |
| 43 | Benny York | 35 | 2016-2027 | |
| 49 | Gavin Blackburn | 34 | 2017-2032 | |
| 49 | Pablo De La Torre# | 34 | 2022-2034 | |
| 49 | Germán Rodríguez# | 34 | 2025-2031 | |
| 52 | Gary Bailey | 33 | 2022-2031 | |
| 52 | Juan Díaz# | 33 | 2025-2030 | |
| 52 | Jon Dunn# | 33 | 2024-2034 | |
| 52 | Roger Garrett | 33 | 2014-2024 | |
| 52 | Lou Hartling | 33 | 2019-2030 | |
| 52 | Keisuke Nishida# | 33 | 2027-2032 | |
| 52 | Francisco Valdés# | 33 | 2022-2033 | |
| 59 | Manny Caraballo | 32 | 2022-2028 | |
| 59 | Ji Jing# | 32 | 2027-2034 | |
| 59 | Stanford McCain# | 32 | 2031-2034 | |
| 59 | Drake Montgomery | 32 | 2015-2020 | |
| 59 | Javier Roldán# | 32 | 2025-2032 | |
| 59 | Cory Sanders# | 32 | 2021-2034 | |
| 59 | Decheng Sun | 32 | 2018-2028 | |
| 66 | Adrián Fierro | 31 | 2017-2032 | |
| 66 | Rich Hunter | 31 | 2014-2021 | |
| 66 | Anatoly Ivanovich# | 31 | 2030-2034 | |
| 66 | Raúl Luna# | 31 | 2028-2034 | |
| 66 | Aaron Wise | 31 | 2019-2029 | |
| 71 | Leslie Brooks | 30 | 2019-2030 | |
| 71 | Ton Jobse# | 30 | 2031-2034 | |
| 71 | Rafael Rivera# | 30 | 2027-2034 | |
| 74 | Art Adams | 29 | 2020-2031 | |
| 74 | Pedro Alejándrez# | 29 | 2022-2034 | |
| 74 | Kirby Brown | 29 | 2014-2030 | |
| 74 | Ilie Paunescu# | 29 | 2017-2032 | |
| 74 | Gustavo Pérez# | 29 | 2027-2033 | |
| 74 | Brandeis Vogt# | 29 | 2022-2034 | |
| 80 | Timothy Allen | 28 | 2014-2017 | |
| 80 | Manuel Delgadillo# | 28 | 2028-2033 | |
| 80 | Joe Ellis | 28 | 2016-2021 | |
| 80 | Cole Hall | 28 | 2016-2027 | |
| 80 | Devin Hinton | 28 | 2015-2025 | |
| 80 | Ash Ibarra# | 28 | 2029-2032 | |
| 80 | Bill Oulton# | 28 | 2021-2033 | |
| 80 | Ron Stone# | 28 | 2024-2034 | |
| 80 | Scott William# | 28 | 2023-2033 | |
| 80 | Alfonso Zapata# | 28 | 2020-2032 | |
| 90 | Domingo Álvarez | 27 | 2022-2029 | |
| 90 | Walt Johnston | 27 | 2014-2019 | |
| 90 | Juan Carlos Maestas | 27 | 2016-2021 | |
| 90 | Francis McBride# | 27 | 2023-2027 | |
| 90 | César Vatgos | 27 | 2017-2021 | |
| 95 | Harris Howard | 26 | 2014-2017 | |
| 95 | Cris Mendoza | 26 | 2017-2029 | |
| 95 | Will Savage | 26 | 2017-2024 | |
| 95 | Richard Sykes | 26 | 2020-2027 | |
| 95 | Bill Tugwell# | 26 | 2029-2034 | |
| 100 | Albert Emery | 25 | 2016-2026 |
