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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Raúl Pérez | 51 | 2015-2028 | |
| 2 | Fernando Reyna | 46 | 2015-2027 | |
| 3 | Miguel Mora | 43 | 2015-2020 | |
| 4 | Romano Martínez# | 36 | 2024-2029 | |
| 4 | Horace McKenzie# | 36 | 2016-2021 | |
| 6 | Zane Reed | 35 | 2017-2028 | |
| 7 | Il-gyung Kim | 34 | 2017-2026 | |
| 7 | Tomiji Saikawa | 34 | 2023-2028 | |
| 9 | José Santiago# | 33 | 2028-2031 | |
| 10 | Currito Melena# | 31 | 2025-2030 | |
| 10 | Javier Penela | 31 | 2015-2020 | |
| 12 | Miguel González | 30 | 2015-2018 | |
| 13 | Luis Castrejón# | 29 | 2019-2031 | |
| 13 | Xavier Padilla# | 29 | 2025-2031 | |
| 15 | Carlos Díaz# | 28 | 2022-2028 | |
| 16 | Víctor García# | 27 | 2017-2021 | |
| 16 | Juan Núñez | 27 | 2015-2018 | |
| 18 | Jeff Moore | 26 | 2015-2017 | |
| 18 | Bob Payne# | 26 | 2025-2027 | |
| 18 | Plinio Pedrulho# | 26 | 2020-2030 | |
| 18 | Haden Pittman# | 26 | 2023-2026 | |
| 18 | Jorge Velázquez | 26 | 2017-2025 | |
| 23 | Esteban Miroz# | 25 | 2027-2031 | |
| 23 | Jeremy Petty | 25 | 2018-2023 | |
| 23 | Félix Torres | 25 | 2021-2026 | |
| 26 | Lawrence Bignold | 24 | 2016-2018 | |
| 26 | John Buck | 24 | 2015-2018 | |
| 26 | Júlio Hernández | 24 | 2015-2019 | |
| 26 | Xavier Navarro | 24 | 2023-2026 | |
| 26 | James Scott | 24 | 2018-2029 | |
| 26 | Ipe Talboom# | 24 | 2024-2028 | |
| 32 | Tony Alfonso# | 23 | 2029-2030 | |
| 32 | Ryan Bentley# | 23 | 2022-2024 | |
| 32 | Ryan Ingram | 23 | 2023-2027 | |
| 32 | Gustavo Pérez# | 23 | 2018-2024 | |
| 36 | Alfonso Álvarez# | 22 | 2018-2022 | |
| 36 | John Fowler | 22 | 2017-2019 | |
| 36 | Sam MacKerras | 22 | 2017-2022 | |
| 36 | Pat Pérez# | 22 | 2020-2022 | |
| 36 | John Tanner | 22 | 2015-2019 | |
| 41 | Larry Branch | 21 | 2015-2023 | |
| 41 | Elroy Gardner | 21 | 2015-2019 | |
| 41 | Ricky Jackson# | 21 | 2019-2024 | |
| 41 | Morgan MacDonald | 21 | 2017-2022 | |
| 41 | Kyle MacRae# | 21 | 2025-2031 | |
| 41 | Leif Mayer# | 21 | 2026-2028 | |
| 41 | Fernando Peralta | 21 | 2017-2019 | |
| 48 | António Aguilar | 20 | 2015-2018 | |
| 48 | Pat Brown | 20 | 2018-2020 | |
| 48 | Tony Cherena | 20 | 2015-2016 | |
| 48 | Fernando Durán | 20 | 2023-2026 | |
| 48 | Neil Gilliam# | 20 | 2015-2030 | |
| 48 | Damien Hayward# | 20 | 2028-2029 | |
| 48 | Harry Mander# | 20 | 2024-2030 | |
| 48 | José Martínez | 20 | 2020-2023 | |
| 48 | Bryan McKinney# | 20 | 2026-2027 | |
| 48 | Don Miller# | 20 | 2018-2019 | |
| 58 | Austin Abbott | 19 | 2015-2018 | |
| 58 | Jeremy de Vos | 19 | 2022-2025 | |
| 58 | Hank Downey | 19 | 2017-2025 | |
| 58 | Cameron Frye# | 19 | 2024-2025 | |
| 58 | Jules Goux# | 19 | 2027-2031 | |
| 58 | Ernest Gunter | 19 | 2015-2024 | |
| 58 | Jason Hamilton# | 19 | 2020-2022 | |
| 58 | Matt Harris# | 19 | 2015-2019 | |
| 58 | Ash Ibarra# | 19 | 2025-2027 | |
| 58 | Javier López# | 19 | 2016-2018 | |
| 58 | Rizaldo Manansala# | 19 | 2029-2031 | |
| 58 | Kenny Ryan | 19 | 2020-2024 | |
| 58 | Masahiro Sakei# | 19 | 2030-2031 | |
| 58 | Poto Scacceri# | 19 | 2029-2031 | |
| 58 | Pedro Silva# | 19 | 2024-2028 | |
| 58 | Joaquín Soto | 19 | 2016-2019 | |
| 58 | Steve Tedder# | 19 | 2030-2031 | |
| 58 | Tomás Torres | 19 | 2020-2023 | |
| 76 | Alejandro Arteaga# | 18 | 2019-2021 | |
| 76 | Eduardo Bravo# | 18 | 2017-2024 | |
| 76 | Jack King | 18 | 2017-2019 | |
| 76 | Mauro Marín | 18 | 2015-2024 | |
| 76 | Juan Martínez | 18 | 2019-2030 | |
| 76 | Emershan Naidoo# | 18 | 2026-2027 | |
| 76 | Roberto Silva# | 18 | 2025-2026 | |
| 76 | Nobuhito Tanaka# | 18 | 2029-2031 | |
| 76 | Bill Washington | 18 | 2017-2019 | |
| 85 | Domingo Álvarez# | 17 | 2018-2020 | |
| 85 | Jorge Cruz# | 17 | 2025-2031 | |
| 85 | Terry Dwyer | 17 | 2015-2022 | |
| 85 | Ricardo Fraga# | 17 | 2030-2031 | |
| 85 | R.J. Good | 17 | 2016-2019 | |
| 85 | Tim Harris | 17 | 2015-2022 | |
| 85 | Tom Jones | 17 | 2016-2022 | |
| 85 | Mario López# | 17 | 2029-2031 | |
| 85 | Javier Luna# | 17 | 2025-2031 | |
| 85 | Juan Méndez | 17 | 2022-2023 | |
| 85 | Ed O'Quinn | 17 | 2026-2027 | |
| 85 | Manuel Sánchez# | 17 | 2029-2031 | |
| 97 | Jeff Burrell | 16 | 2015-2018 | |
| 97 | Octávio Fernández# | 16 | 2024-2031 | |
| 97 | Doug Freeth# | 16 | 2026-2028 | |
| 97 | Gus Gamble | 16 | 2024-2028 |
