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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 | |
| 3 | Bill Tennant# | 35 | 2039-2042 | |
| 5 | John Ball | 34 | 2023-2031 | |
| 5 | Ken Carter | 34 | 2017-2025 | |
| 7 | Carlos Hernández | 33 | 2021-2028 | |
| 8 | César González | 31 | 2020-2029 | |
| 8 | Kliment Spirk# | 31 | 2031-2036 | |
| 10 | Joe Holland# | 30 | 2034-2040 | |
| 11 | Hildo van Doorn# | 29 | 2040-2042 | |
| 12 | Calle Lagerkvist# | 28 | 2036-2042 | |
| 12 | Ben Logan | 28 | 2019-2023 | |
| 14 | Shawn Arnold | 27 | 2017-2020 | |
| 14 | Luis Castrejón | 27 | 2024-2029 | |
| 14 | Paco Hernández | 27 | 2021-2027 | |
| 14 | Aurelio López | 27 | 2019-2021 | |
| 14 | Leif Mayer | 27 | 2024-2029 | |
| 14 | Osiris St. Brown | 27 | 2032-2035 | |
| 20 | Norberto Concepción | 26 | 2029-2032 | |
| 20 | Stanley Williams | 26 | 2017-2020 | |
| 22 | José Colón | 25 | 2034-2040 | |
| 22 | Severiano Duclos | 25 | 2018-2021 | |
| 22 | Pedro Reynoso | 25 | 2029-2032 | |
| 22 | Byron Rosebotham | 25 | 2029-2034 | |
| 26 | Johnnie Bough | 24 | 2026-2032 | |
| 26 | Roberto Cabrera# | 24 | 2037-2040 | |
| 26 | John Hamilton | 24 | 2017-2027 | |
| 26 | Pat Horton | 24 | 2021-2022 | |
| 26 | Jesús López | 24 | 2015-2021 | |
| 26 | José López | 24 | 2032-2035 | |
| 26 | Mathieu Neri | 24 | 2024-2033 | |
| 26 | Lester Sullivan | 24 | 2018-2020 | |
| 34 | Heath Brown# | 23 | 2040-2041 | |
| 34 | Jeff Cox | 23 | 2018-2021 | |
| 34 | Mike Foltynewicz | 23 | 2026-2028 | |
| 34 | Ken French# | 23 | 2034-2039 | |
| 34 | Kazuchika Okada | 23 | 2034-2036 | |
| 34 | Titus Parson | 23 | 2023-2027 | |
| 34 | Gaberiela Tatafu# | 23 | 2040-2042 | |
| 41 | Fernando Elías | 22 | 2031-2034 | |
| 41 | Hirokichi Kichida | 22 | 2018-2020 | |
| 41 | Hercules Mata'afa | 22 | 2031-2035 | |
| 41 | Doruk Oyan | 22 | 2020-2022 | |
| 41 | Donnie Rawling# | 22 | 2038-2041 | |
| 46 | Devoid Couch | 21 | 2038-2039 | |
| 46 | Jamey Crockett | 21 | 2030-2033 | |
| 46 | Ramón Flores# | 21 | 2037-2039 | |
| 46 | Christian Harris | 21 | 2025-2029 | |
| 46 | Maxime Janssens | 21 | 2026-2027 | |
| 46 | Ollie McDaniell# | 21 | 2031-2032 | |
| 46 | Adam Oldenkamp | 21 | 2030-2033 | |
| 46 | Luis Ortíz | 21 | 2020-2026 | |
| 46 | Joseph Reed | 21 | 2018-2023 | |
| 55 | Darius Baxa | 20 | 2027-2028 | |
| 55 | Jorge Carrión | 20 | 2020-2025 | |
| 55 | Joel Farrell | 20 | 2030-2031 | |
| 55 | Tom Gaillard | 20 | 2015-2018 | |
| 55 | Hong-bin Hua# | 20 | 2033-2034 | |
| 55 | Teddy Jones | 20 | 2020-2022 | |
| 55 | Tomás Mata# | 20 | 2039-2041 | |
| 55 | Kyle McPherson | 20 | 2018-2023 | |
| 55 | Carlos Méndez | 20 | 2019-2020 | |
| 55 | Phil Miller | 20 | 2026-2028 | |
| 55 | César Morales# | 20 | 2039-2042 | |
| 55 | Aurelio Ortíz | 20 | 2036-2040 | |
| 67 | Art Adams | 19 | 2017-2019 | |
| 67 | Benjamin Brouwer | 19 | 2021-2022 | |
| 67 | Javier Mena | 19 | 2026-2032 | |
| 67 | Ramón Ocegueda | 19 | 2029-2032 | |
| 67 | Doppo Omikado | 19 | 2029-2032 | |
| 67 | Dave Seals | 19 | 2025-2028 | |
| 67 | Dave Shepard | 19 | 2039-2041 | |
| 67 | Lawrence Swift | 19 | 2034-2039 | |
| 67 | Vernon Turner | 19 | 2023-2027 | |
| 67 | António Uribe | 19 | 2018-2021 | |
| 67 | Loeck Visser | 19 | 2023-2027 | |
| 78 | Melvin Conner# | 18 | 2037-2041 | |
| 78 | José Cotilla# | 18 | 2029-2030 | |
| 78 | Paddy de Klerk# | 18 | 2037-2042 | |
| 78 | Ralph DePalma# | 18 | 2033-2035 | |
| 78 | Craig Fitzgerald# | 18 | 2034-2035 | |
| 78 | Mark Garrett | 18 | 2036-2040 | |
| 78 | Brandeis Göller | 18 | 2022-2023 | |
| 78 | Carlos González# | 18 | 2036-2039 | |
| 78 | Daniel Lavalley | 18 | 2030-2033 | |
| 78 | Mack MacDonald | 18 | 2026-2028 | |
| 78 | Carl MacPherson# | 18 | 2034-2036 | |
| 78 | Héctor Marroquín# | 18 | 2039-2042 | |
| 78 | Rich McLean | 18 | 2029-2034 | |
| 78 | Francisco Mora | 18 | 2018-2020 | |
| 78 | Alfredo Rodríguez | 18 | 2038-2039 | |
| 78 | Félix Rodríguez | 18 | 2019-2020 | |
| 78 | Damien Scudder | 18 | 2024-2026 | |
| 78 | Curt Tate | 18 | 2023-2024 | |
| 78 | Blair Wright# | 18 | 2031-2032 | |
| 97 | Ed Alexander# | 17 | 2040-2042 | |
| 97 | Antoine Ayuso | 17 | 2027-2031 | |
| 97 | Jason Breary# | 17 | 2035-2041 | |
| 97 | António Bruno | 17 | 2024-2026 |
