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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Bailey Achurch | 38 | 2031-2035 | |
| 2 | Nicolas Roche | 36 | 2027-2030 | |
| 2 | Bill Tennant | 36 | 2035-2038 | |
| 4 | Alfredo Rodríguez | 30 | 2033-2037 | |
| 5 | Edmund Blackadder | 28 | 2026-2030 | |
| 5 | Brian Fixel | 28 | 2023-2025 | |
| 7 | Micheal Smith# | 27 | 2038-2043 | |
| 8 | Reid Myers | 26 | 2030-2036 | |
| 8 | Greg O'Day | 26 | 2034-2036 | |
| 8 | Ryan Riley# | 26 | 2042-2046 | |
| 8 | Octávio Ríos | 26 | 2020-2022 | |
| 8 | Pat Thompson | 26 | 2020-2022 | |
| 13 | Will Hoffman | 25 | 2026-2028 | |
| 13 | George Kane | 25 | 2030-2034 | |
| 13 | Hyung-ki Kim | 25 | 2029-2033 | |
| 13 | Blaine Stottlar | 25 | 2027-2028 | |
| 13 | Kidlat Tria | 25 | 2032-2036 | |
| 18 | Kenny James# | 24 | 2035-2037 | |
| 18 | Barry Mullen | 24 | 2028-2030 | |
| 18 | Bruno Mumford | 24 | 2033-2036 | |
| 18 | Adrian Robertson | 24 | 2034-2037 | |
| 18 | César Rosado | 24 | 2021-2023 | |
| 18 | Pedro Tavárez | 24 | 2024-2027 | |
| 24 | Héctor Aguilar | 23 | 2026-2028 | |
| 24 | Christiansen Chemnitz# | 23 | 2043-2046 | |
| 24 | Júlio Díaz | 23 | 2032-2034 | |
| 24 | Nicolaas Eland# | 23 | 2037-2042 | |
| 24 | Hengkie Iriawan | 23 | 2028-2030 | |
| 24 | Paco Manuel | 23 | 2024-2026 | |
| 24 | António Rodríguez | 23 | 2023-2025 | |
| 24 | Geoff Stackhouse | 23 | 2025-2029 | |
| 24 | José Vélez | 23 | 2029-2033 | |
| 33 | Marv Bradford | 22 | 2021-2024 | |
| 33 | Alejandro García | 22 | 2026-2030 | |
| 33 | Taylor Geldard | 22 | 2030-2034 | |
| 33 | Jesús Guerra | 22 | 2023-2025 | |
| 33 | Kyle Horton# | 22 | 2042-2045 | |
| 33 | Rhys Maskell# | 22 | 2031-2032 | |
| 33 | Phil Miller | 22 | 2021-2025 | |
| 33 | Bernardino Neagle | 22 | 2020-2023 | |
| 33 | Magnus Scheving | 22 | 2023-2026 | |
| 42 | Jesús Garces | 21 | 2026-2028 | |
| 42 | Billy Grange | 21 | 2024-2026 | |
| 42 | Nate Jackson | 21 | 2031-2032 | |
| 42 | Juan Ordóñez | 21 | 2024-2026 | |
| 42 | Cristo Rodríguez | 21 | 2020-2023 | |
| 42 | Jeff Schneider | 21 | 2020-2021 | |
| 42 | Cameron Sellers | 21 | 2038-2041 | |
| 42 | Benjamin Weightman | 21 | 2029-2032 | |
| 50 | Nelson Cuevas | 20 | 2026-2028 | |
| 50 | Stanley Eldrige | 20 | 2025-2027 | |
| 50 | Ricardo Ferreira | 20 | 2030-2034 | |
| 50 | Gabriel Herrera | 20 | 2022-2025 | |
| 50 | Jim Hunter# | 20 | 2045-2046 | |
| 50 | Felipe López# | 20 | 2040-2046 | |
| 50 | Mike McKay | 20 | 2026-2029 | |
| 50 | José Molina | 20 | 2023-2026 | |
| 50 | Will Moore | 20 | 2023-2025 | |
| 50 | Alberto Ortíz | 20 | 2034-2036 | |
| 50 | Lincoln Spooner | 20 | 2026-2028 | |
| 50 | Reynaldo Sánchez | 20 | 2020-2023 | |
| 50 | Teo van der Meulen | 20 | 2029-2033 | |
| 50 | Pu-feng Zhou | 20 | 2029-2030 | |
| 64 | Fred Bridges# | 19 | 2036-2041 | |
| 64 | Enea Dini | 19 | 2020-2024 | |
| 64 | David Fuentes | 19 | 2034-2038 | |
| 64 | Bartolo Guerra | 19 | 2038-2041 | |
| 64 | Vincent Hubbard | 19 | 2035-2037 | |
| 64 | Pat Inman | 19 | 2034-2036 | |
| 64 | Dave Mason | 19 | 2020-2022 | |
| 64 | Kagetoki Matsubara# | 19 | 2027-2028 | |
| 64 | Jeff McBride | 19 | 2034-2037 | |
| 64 | Alberto Ortíz | 19 | 2029-2034 | |
| 64 | Jeff Petersen# | 19 | 2043-2046 | |
| 64 | Alfonso Santa Maria | 19 | 2023-2026 | |
| 64 | Garrett Schaper | 19 | 2025-2030 | |
| 64 | Camillo Vialli# | 19 | 2036-2041 | |
| 64 | Curt Walker | 19 | 2021-2023 | |
| 64 | Raneem Zogby | 19 | 2026-2030 | |
| 80 | Juan Capmany | 18 | 2037-2039 | |
| 80 | Osvaldo Garibe | 18 | 2026-2027 | |
| 80 | José Guardado | 18 | 2021-2022 | |
| 80 | Phil Hanson | 18 | 2020-2023 | |
| 80 | Jacob Holt# | 18 | 2044-2046 | |
| 80 | Yoshi Minamoto | 18 | 2027-2030 | |
| 80 | Rafael Peralta | 18 | 2021-2025 | |
| 80 | Juan Reyes | 18 | 2020-2021 | |
| 80 | Takuro Soma | 18 | 2037-2038 | |
| 80 | Reynaldo Vázquez# | 18 | 2043-2045 | |
| 80 | Steve Walden# | 18 | 2041-2043 | |
| 80 | Finn Wuilink | 18 | 2020-2022 | |
| 92 | James Bennett | 17 | 2028-2029 | |
| 92 | Roberto Calderón | 17 | 2022-2023 | |
| 92 | Jordan Calhoun# | 17 | 2034-2035 | |
| 92 | Felipe Casanova | 17 | 2028-2031 | |
| 92 | John Castle | 17 | 2027-2029 | |
| 92 | Pleun Davidse | 17 | 2027-2029 | |
| 92 | Cecil Drabek# | 17 | 2040-2041 | |
| 92 | Ralph Dunn | 17 | 2039-2042 | |
| 92 | Kelvin Fontijn | 17 | 2030-2034 |
