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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Pat Hunt | 50 | 2017-2029 | |
| 2 | Juan Pérez | 38 | 2017-2023 | |
| 3 | Lance de Valk | 35 | 2025-2030 | |
| 4 | John Ball | 34 | 2023-2031 | |
| 4 | Ken Carter | 34 | 2017-2025 | |
| 6 | Carlos Hernández | 33 | 2021-2028 | |
| 7 | César González | 31 | 2020-2029 | |
| 8 | Ben Logan | 28 | 2019-2023 | |
| 9 | Shawn Arnold | 27 | 2017-2020 | |
| 9 | Luis Castrejón# | 27 | 2024-2029 | |
| 9 | Paco Hernández | 27 | 2021-2027 | |
| 9 | Aurelio López# | 27 | 2019-2021 | |
| 9 | Leif Mayer | 27 | 2024-2029 | |
| 14 | Norberto Concepción# | 26 | 2029-2032 | |
| 14 | Stanley Williams | 26 | 2017-2020 | |
| 16 | Severiano Duclos | 25 | 2018-2021 | |
| 16 | Pedro Reynoso# | 25 | 2029-2032 | |
| 16 | Byron Rosebotham# | 25 | 2029-2034 | |
| 19 | Johnnie Bough# | 24 | 2026-2032 | |
| 19 | John Hamilton | 24 | 2017-2027 | |
| 19 | Pat Horton | 24 | 2021-2022 | |
| 19 | Jesús López | 24 | 2015-2021 | |
| 19 | Mathieu Neri# | 24 | 2024-2033 | |
| 19 | Lester Sullivan | 24 | 2018-2020 | |
| 25 | Jeff Cox | 23 | 2018-2021 | |
| 25 | Mike Foltynewicz# | 23 | 2026-2028 | |
| 25 | Titus Parson# | 23 | 2023-2027 | |
| 25 | Kliment Spirk# | 23 | 2031-2034 | |
| 29 | Fernando Elías# | 22 | 2031-2034 | |
| 29 | Hirokichi Kichida | 22 | 2018-2020 | |
| 29 | Doruk Oyan | 22 | 2020-2022 | |
| 32 | Jamey Crockett# | 21 | 2030-2033 | |
| 32 | Christian Harris | 21 | 2025-2029 | |
| 32 | Maxime Janssens# | 21 | 2026-2027 | |
| 32 | Ollie McDaniell# | 21 | 2031-2032 | |
| 32 | Adam Oldenkamp# | 21 | 2030-2033 | |
| 32 | Luis Ortíz | 21 | 2020-2026 | |
| 32 | Joseph Reed | 21 | 2018-2023 | |
| 39 | Darius Baxa# | 20 | 2027-2028 | |
| 39 | Jorge Carrión | 20 | 2020-2025 | |
| 39 | Joel Farrell# | 20 | 2030-2031 | |
| 39 | Tom Gaillard | 20 | 2015-2018 | |
| 39 | Hong-bin Hua# | 20 | 2033-2034 | |
| 39 | Teddy Jones | 20 | 2020-2022 | |
| 39 | José López# | 20 | 2032-2034 | |
| 39 | Hercules Mata'afa# | 20 | 2031-2034 | |
| 39 | Kyle McPherson | 20 | 2018-2023 | |
| 39 | Carlos Méndez | 20 | 2019-2020 | |
| 39 | Phil Miller | 20 | 2026-2028 | |
| 50 | Art Adams | 19 | 2017-2019 | |
| 50 | Benjamin Brouwer | 19 | 2021-2022 | |
| 50 | Javier Mena# | 19 | 2026-2032 | |
| 50 | Ramón Ocegueda# | 19 | 2029-2032 | |
| 50 | Doppo Omikado# | 19 | 2029-2032 | |
| 50 | Dave Seals# | 19 | 2025-2028 | |
| 50 | Osiris St. Brown# | 19 | 2032-2034 | |
| 50 | Vernon Turner# | 19 | 2023-2027 | |
| 50 | António Uribe | 19 | 2018-2021 | |
| 50 | Loeck Visser | 19 | 2023-2027 | |
| 60 | José Cotilla# | 18 | 2029-2030 | |
| 60 | Brandeis Göller | 18 | 2022-2023 | |
| 60 | Daniel Lavalley# | 18 | 2030-2033 | |
| 60 | Mack MacDonald# | 18 | 2026-2028 | |
| 60 | Rich McLean# | 18 | 2029-2034 | |
| 60 | Francisco Mora | 18 | 2018-2020 | |
| 60 | Félix Rodríguez | 18 | 2019-2020 | |
| 60 | Damien Scudder | 18 | 2024-2026 | |
| 60 | Curt Tate | 18 | 2023-2024 | |
| 60 | Blair Wright# | 18 | 2031-2032 | |
| 70 | Antoine Ayuso# | 17 | 2027-2031 | |
| 70 | António Bruno | 17 | 2024-2026 | |
| 70 | Steve Bryan | 17 | 2016-2024 | |
| 70 | Ryan Dull# | 17 | 2028-2031 | |
| 70 | Ryunosuke Kurota# | 17 | 2031-2032 | |
| 70 | Ralph McKinney | 17 | 2015-2018 | |
| 70 | Alberto Ortíz# | 17 | 2030-2034 | |
| 70 | Eugenio Pińeiro# | 17 | 2031-2032 | |
| 70 | Gilberto Ramírez# | 17 | 2022-2031 | |
| 70 | Roger Rodenburg# | 17 | 2033-2034 | |
| 70 | Carlos Salcido# | 17 | 2031-2032 | |
| 70 | Rob Silva# | 17 | 2025-2026 | |
| 70 | Alex Simmons | 17 | 2020-2021 | |
| 70 | Dave Turner# | 17 | 2024-2026 | |
| 70 | Winston Wenham# | 17 | 2030-2033 | |
| 70 | Russ Wood | 17 | 2017-2031 | |
| 86 | Jack King | 16 | 2025-2026 | |
| 86 | Ramón Leyva | 16 | 2016-2019 | |
| 86 | José López | 16 | 2022-2024 | |
| 86 | Eric Newell | 16 | 2017-2019 | |
| 86 | Vincent O'Higgin# | 16 | 2028-2034 | |
| 86 | Steve Sanders | 16 | 2015-2019 | |
| 86 | Anthony Snyder | 16 | 2017-2026 | |
| 86 | Enrique Valle# | 16 | 2030-2032 | |
| 86 | Marnix van Rijn# | 16 | 2030-2032 | |
| 86 | Santo Velazco# | 16 | 2028-2029 | |
| 86 | Glenn West | 16 | 2018-2019 | |
| 97 | John Boyle | 15 | 2023-2024 | |
| 97 | Mike Brandner# | 15 | 2028-2030 | |
| 97 | David Cole | 15 | 2020-2021 | |
| 97 | Matt Davenport# | 15 | 2026-2028 |
