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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jesús Ramírez# | 50 | 2024-2027 | |
| 2 | César Pérez# | 46 | 2027-2030 | |
| 3 | Tommy Zellers# | 44 | 2018-2020 | |
| 4 | Christian Guillaume# | 43 | 2027-2029 | |
| 5 | Tate McAleer# | 42 | 2023-2026 | |
| 6 | Darrell Hicks# | 41 | 2024-2027 | |
| 7 | Tirta Suharto | 40 | 2017-2020 | |
| 8 | Mario Portillo# | 38 | 2025-2029 | |
| 9 | Roberto Montaño# | 37 | 2026-2028 | |
| 9 | Phillip Pollock# | 37 | 2028-2031 | |
| 9 | Russell Wolff# | 37 | 2024-2028 | |
| 12 | Neal Bowers# | 35 | 2016-2018 | |
| 13 | Juan Luis Díaz# | 34 | 2019-2021 | |
| 13 | Domingo Guerrero# | 34 | 2024-2027 | |
| 13 | Ramiro Lozano# | 34 | 2018-2021 | |
| 13 | Scott Mahoney# | 34 | 2019-2021 | |
| 13 | Chase Shaw# | 34 | 2018-2019 | |
| 18 | Juan Carlos Calderón# | 33 | 2025-2027 | |
| 18 | Jesús Gonzáles# | 33 | 2018-2020 | |
| 18 | José Mendoza# | 33 | 2026-2028 | |
| 21 | Mike Jacobson# | 32 | 2024-2027 | |
| 21 | Daniel Martínez# | 32 | 2027-2028 | |
| 21 | Bosko Radosavijevic# | 32 | 2022-2027 | |
| 21 | Mario Santiago# | 32 | 2024-2029 | |
| 21 | Raúl Álvarez# | 32 | 2027-2031 | |
| 26 | Javier Pérez# | 31 | 2020-2023 | |
| 26 | Pedro Pérez# | 31 | 2022-2024 | |
| 26 | Miguel Rincón# | 31 | 2029-2031 | |
| 26 | Dan Stewart# | 31 | 2024-2027 | |
| 30 | Henry Barnard# | 30 | 2026-2028 | |
| 30 | Norm Edwards# | 30 | 2024-2025 | |
| 30 | Sergio Peña# | 30 | 2023-2025 | |
| 33 | Rafael Hidalgo# | 29 | 2025-2029 | |
| 33 | Glenn Kessler | 29 | 2016-2018 | |
| 33 | Rafael Maldonado# | 29 | 2025-2027 | |
| 33 | Greg Straley# | 29 | 2022-2024 | |
| 33 | Scott Thompson# | 29 | 2021-2025 | |
| 38 | Koos Aarden# | 28 | 2025-2027 | |
| 38 | William Barrett | 28 | 2017-2019 | |
| 38 | Henning Bello# | 28 | 2023-2027 | |
| 38 | Rick Boudewijn# | 28 | 2028-2030 | |
| 38 | Rory Clarke# | 28 | 2029-2031 | |
| 38 | José Costello# | 28 | 2024-2028 | |
| 38 | Kyle Giles# | 28 | 2021-2024 | |
| 38 | Toshiyuki Hayagawa# | 28 | 2029-2031 | |
| 38 | Miguel Hernández# | 28 | 2020-2022 | |
| 38 | Tadakuni Kawano# | 28 | 2025-2027 | |
| 38 | Jong-suk Kim# | 28 | 2024-2029 | |
| 38 | Tobias Lagerveld# | 28 | 2025-2030 | |
| 38 | Gary McGinnis# | 28 | 2022-2025 | |
| 38 | Dalton Moon# | 28 | 2016-2019 | |
| 38 | Carlos Morales# | 28 | 2029-2030 | |
| 38 | Héctor Olivares# | 28 | 2020-2023 | |
| 54 | Don Chartrand# | 27 | 2027-2029 | |
| 54 | Carlos Durán# | 27 | 2022-2024 | |
| 54 | Enrique Díaz# | 27 | 2028-2031 | |
| 54 | Mark Finley | 27 | 2014-2016 | |
| 54 | Lawrence Flowers# | 27 | 2028-2031 | |
| 54 | Iván Juárez# | 27 | 2025-2028 | |
| 54 | Wilson Rosário# | 27 | 2028-2031 | |
| 54 | Andrés Sandoval# | 27 | 2024-2027 | |
| 54 | Miguel Santana# | 27 | 2026-2028 | |
| 54 | Sang-oo Yi# | 27 | 2026-2028 | |
| 64 | José Aguilar# | 26 | 2026-2030 | |
| 64 | Damon Alexander# | 26 | 2024-2027 | |
| 64 | Pete Cross# | 26 | 2026-2028 | |
| 64 | Eduardo Franco# | 26 | 2023-2025 | |
| 64 | José Féliz# | 26 | 2027-2030 | |
| 64 | Anthony King | 26 | 2016-2019 | |
| 64 | Masamune Maekawa# | 26 | 2026-2031 | |
| 64 | Enrique Martínez# | 26 | 2025-2028 | |
| 64 | Artie McCray# | 26 | 2021-2023 | |
| 64 | Ismael Román# | 26 | 2026-2029 | |
| 64 | Jay White# | 26 | 2021-2022 | |
| 64 | David Williams# | 26 | 2029-2031 | |
| 76 | Humberto Atares# | 25 | 2022-2023 | |
| 76 | Alje Bertram# | 25 | 2029-2031 | |
| 76 | Jason Cummings# | 25 | 2021-2023 | |
| 76 | Bob Dudley# | 25 | 2022-2024 | |
| 76 | Odemar Kruit# | 25 | 2027-2028 | |
| 76 | Ricardo López# | 25 | 2025-2026 | |
| 76 | Berend Melman# | 25 | 2023-2025 | |
| 76 | Mike O'Farrell# | 25 | 2021-2023 | |
| 76 | Anthony Qualtrough# | 25 | 2030-2031 | |
| 76 | Dennis Redden# | 25 | 2025-2026 | |
| 76 | Kevin Smith# | 25 | 2022-2025 | |
| 76 | Conrad Weeteling# | 25 | 2024-2028 | |
| 76 | George Yates | 25 | 2010-2014 | |
| 89 | Rob Abbotson# | 24 | 2016-2018 | |
| 89 | Salvador Aguilar# | 24 | 2029-2031 | |
| 89 | José Cruz# | 24 | 2025-2029 | |
| 89 | Steven Finch# | 24 | 2020-2022 | |
| 89 | Mike Frye# | 24 | 2016-2019 | |
| 89 | MacKenzie Gore# | 24 | 2021-2024 | |
| 89 | George Henderson# | 24 | 2021-2024 | |
| 89 | Van Martínez | 24 | 2019-2024 | |
| 89 | Gabriel Mena# | 24 | 2025-2027 | |
| 89 | Connor Mossop# | 24 | 2030-2031 | |
| 89 | Otojiro Murakami# | 24 | 2028-2031 | |
| 89 | Hyung-kwang Pak# | 24 | 2025-2027 |
