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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 | 2029-2033 | |
| 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 | |
| 28 | Hirokichi Kichida | 22 | 2018-2020 | |
| 28 | Doruk Oyan | 22 | 2020-2022 | |
| 30 | Jamey Crockett# | 21 | 2030-2033 | |
| 30 | Christian Harris# | 21 | 2025-2029 | |
| 30 | Maxime Janssens# | 21 | 2026-2027 | |
| 30 | Ollie McDaniell# | 21 | 2031-2032 | |
| 30 | Adam Oldenkamp# | 21 | 2030-2033 | |
| 30 | Luis Ortíz | 21 | 2020-2026 | |
| 30 | Joseph Reed | 21 | 2018-2023 | |
| 37 | Darius Baxa# | 20 | 2027-2028 | |
| 37 | Jorge Carrión | 20 | 2020-2025 | |
| 37 | Fernando Elías# | 20 | 2031-2033 | |
| 37 | Joel Farrell# | 20 | 2030-2031 | |
| 37 | Tom Gaillard | 20 | 2015-2018 | |
| 37 | Teddy Jones | 20 | 2020-2022 | |
| 37 | Kyle McPherson | 20 | 2018-2023 | |
| 37 | Carlos Méndez | 20 | 2019-2020 | |
| 37 | Phil Miller | 20 | 2026-2028 | |
| 46 | Art Adams# | 19 | 2017-2019 | |
| 46 | Benjamin Brouwer | 19 | 2021-2022 | |
| 46 | Javier Mena# | 19 | 2026-2032 | |
| 46 | Ramón Ocegueda# | 19 | 2029-2032 | |
| 46 | Doppo Omikado# | 19 | 2029-2032 | |
| 46 | Dave Seals# | 19 | 2025-2028 | |
| 46 | Vernon Turner# | 19 | 2023-2027 | |
| 46 | António Uribe | 19 | 2018-2021 | |
| 46 | Loeck Visser# | 19 | 2023-2027 | |
| 55 | José Cotilla# | 18 | 2029-2030 | |
| 55 | Brandeis Göller | 18 | 2022-2023 | |
| 55 | Daniel Lavalley# | 18 | 2030-2033 | |
| 55 | Mack MacDonald# | 18 | 2026-2028 | |
| 55 | Francisco Mora | 18 | 2018-2020 | |
| 55 | Félix Rodríguez | 18 | 2019-2020 | |
| 55 | Damien Scudder# | 18 | 2024-2026 | |
| 55 | Kliment Spirk# | 18 | 2031-2033 | |
| 55 | Curt Tate | 18 | 2023-2024 | |
| 55 | Blair Wright# | 18 | 2031-2032 | |
| 65 | Antoine Ayuso# | 17 | 2027-2031 | |
| 65 | António Bruno# | 17 | 2024-2026 | |
| 65 | Steve Bryan | 17 | 2016-2024 | |
| 65 | Ryan Dull# | 17 | 2028-2031 | |
| 65 | Ryunosuke Kurota# | 17 | 2031-2032 | |
| 65 | Hercules Mata'afa# | 17 | 2031-2033 | |
| 65 | Ralph McKinney# | 17 | 2015-2018 | |
| 65 | Eugenio Piñeiro# | 17 | 2031-2032 | |
| 65 | Gilberto Ramírez# | 17 | 2022-2031 | |
| 65 | Carlos Salcido# | 17 | 2031-2032 | |
| 65 | Rob Silva# | 17 | 2025-2026 | |
| 65 | Alex Simmons | 17 | 2020-2021 | |
| 65 | Dave Turner# | 17 | 2024-2026 | |
| 65 | Winston Wenham# | 17 | 2030-2033 | |
| 65 | Russ Wood | 17 | 2017-2031 | |
| 80 | Jack King | 16 | 2025-2026 | |
| 80 | Ramón Leyva | 16 | 2016-2019 | |
| 80 | José López | 16 | 2022-2024 | |
| 80 | Eric Newell | 16 | 2017-2019 | |
| 80 | Steve Sanders | 16 | 2015-2019 | |
| 80 | Anthony Snyder | 16 | 2017-2026 | |
| 80 | Enrique Valle# | 16 | 2030-2032 | |
| 80 | Marnix van Rijn# | 16 | 2030-2032 | |
| 80 | Santo Velazco# | 16 | 2028-2029 | |
| 80 | Glenn West | 16 | 2018-2019 | |
| 90 | John Boyle | 15 | 2023-2024 | |
| 90 | Mike Brandner# | 15 | 2028-2030 | |
| 90 | David Cole | 15 | 2020-2021 | |
| 90 | Matt Davenport# | 15 | 2026-2028 | |
| 90 | Luis García | 15 | 2016-2018 | |
| 90 | Martin García | 15 | 2017-2020 | |
| 90 | Gary Jordan# | 15 | 2030-2031 | |
| 90 | Michael Logan | 15 | 2020-2026 | |
| 90 | Francisco Martínez | 15 | 2025-2026 | |
| 90 | Raúl Nieto# | 15 | 2026-2030 | |
| 90 | Homer O'Lannigan | 15 | 2022-2023 |
