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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 | |
| 3 | Alfredo Rodríguez# | 30 | 2033-2037 | |
| 4 | Bill Tennant# | 29 | 2035-2037 | |
| 5 | Edmund Blackadder# | 28 | 2026-2030 | |
| 5 | Brian Fixel# | 28 | 2023-2025 | |
| 7 | Reid Myers# | 26 | 2030-2036 | |
| 7 | Greg O'Day# | 26 | 2034-2036 | |
| 7 | Octávio Ríos | 26 | 2020-2022 | |
| 7 | Pat Thompson | 26 | 2020-2022 | |
| 11 | Will Hoffman# | 25 | 2026-2028 | |
| 11 | George Kane# | 25 | 2030-2034 | |
| 11 | Hyung-ki Kim | 25 | 2029-2033 | |
| 11 | Blaine Stottlar# | 25 | 2027-2028 | |
| 11 | Kidlat Tria# | 25 | 2032-2036 | |
| 16 | Kenny James# | 24 | 2035-2037 | |
| 16 | Barry Mullen# | 24 | 2028-2030 | |
| 16 | Bruno Mumford# | 24 | 2033-2036 | |
| 16 | Adrian Robertson# | 24 | 2034-2037 | |
| 16 | César Rosado | 24 | 2021-2023 | |
| 16 | Pedro Tavárez# | 24 | 2024-2027 | |
| 22 | Héctor Aguilar | 23 | 2026-2028 | |
| 22 | Júlio Díaz# | 23 | 2032-2034 | |
| 22 | Hengkie Iriawan# | 23 | 2028-2030 | |
| 22 | Paco Manuel# | 23 | 2024-2026 | |
| 22 | António Rodríguez# | 23 | 2023-2025 | |
| 22 | Geoff Stackhouse# | 23 | 2025-2029 | |
| 22 | José Vélez | 23 | 2029-2033 | |
| 29 | Marv Bradford | 22 | 2021-2024 | |
| 29 | Alejandro García# | 22 | 2026-2030 | |
| 29 | Taylor Geldard | 22 | 2030-2034 | |
| 29 | Jesús Guerra | 22 | 2023-2025 | |
| 29 | Rhys Maskell# | 22 | 2031-2032 | |
| 29 | Phil Miller | 22 | 2021-2025 | |
| 29 | Bernardino Neagle | 22 | 2020-2023 | |
| 29 | Magnus Scheving# | 22 | 2023-2026 | |
| 37 | Jesús Garces | 21 | 2026-2028 | |
| 37 | Billy Grange# | 21 | 2024-2026 | |
| 37 | Nate Jackson | 21 | 2031-2032 | |
| 37 | Juan Ordóñez | 21 | 2024-2026 | |
| 37 | Cristo Rodríguez | 21 | 2020-2023 | |
| 37 | Jeff Schneider | 21 | 2020-2021 | |
| 37 | Benjamin Weightman# | 21 | 2029-2032 | |
| 44 | Nelson Cuevas | 20 | 2026-2028 | |
| 44 | Stanley Eldrige | 20 | 2025-2027 | |
| 44 | Ricardo Ferreira# | 20 | 2030-2034 | |
| 44 | Gabriel Herrera | 20 | 2022-2025 | |
| 44 | Mike McKay | 20 | 2026-2029 | |
| 44 | José Molina | 20 | 2023-2026 | |
| 44 | Will Moore | 20 | 2023-2025 | |
| 44 | Alberto Ortíz# | 20 | 2034-2036 | |
| 44 | Reynaldo Sánchez | 20 | 2020-2023 | |
| 44 | Lincoln Spooner | 20 | 2026-2028 | |
| 44 | Teo van der Meulen# | 20 | 2029-2033 | |
| 44 | Pu-feng Zhou | 20 | 2029-2030 | |
| 56 | Enea Dini | 19 | 2020-2024 | |
| 56 | Vincent Hubbard# | 19 | 2035-2037 | |
| 56 | Pat Inman# | 19 | 2034-2036 | |
| 56 | Dave Mason | 19 | 2020-2022 | |
| 56 | Kagetoki Matsubara# | 19 | 2027-2028 | |
| 56 | Jeff McBride# | 19 | 2034-2037 | |
| 56 | Alberto Ortíz | 19 | 2029-2034 | |
| 56 | Alfonso Santa Maria | 19 | 2023-2026 | |
| 56 | Garrett Schaper | 19 | 2025-2030 | |
| 56 | Curt Walker | 19 | 2021-2023 | |
| 56 | Raneem Zogby# | 19 | 2026-2030 | |
| 67 | Osvaldo Garibe | 18 | 2026-2027 | |
| 67 | José Guardado | 18 | 2021-2022 | |
| 67 | Phil Hanson | 18 | 2020-2023 | |
| 67 | Yoshi Minamoto# | 18 | 2027-2030 | |
| 67 | Rafael Peralta | 18 | 2021-2025 | |
| 67 | Juan Reyes | 18 | 2020-2021 | |
| 67 | Finn Wuilink | 18 | 2020-2022 | |
| 74 | James Bennett | 17 | 2028-2029 | |
| 74 | Roberto Calderón | 17 | 2022-2023 | |
| 74 | Jordan Calhoun# | 17 | 2034-2035 | |
| 74 | Felipe Casanova# | 17 | 2028-2031 | |
| 74 | John Castle | 17 | 2027-2029 | |
| 74 | Pleun Davidse | 17 | 2027-2029 | |
| 74 | Kelvin Fontijn | 17 | 2030-2034 | |
| 74 | Miguel Jiménez | 17 | 2021-2024 | |
| 74 | Kabeya Kasongo# | 17 | 2029-2033 | |
| 74 | Mike Orrsborne | 17 | 2029-2032 | |
| 74 | Rafael Quiñones | 17 | 2034-2036 | |
| 74 | Poto Scacceri | 17 | 2024-2027 | |
| 74 | Michael White# | 17 | 2036-2037 | |
| 87 | Manny Castro# | 16 | 2026-2028 | |
| 87 | Roberto Covas | 16 | 2022-2024 | |
| 87 | Francisco García | 16 | 2020-2021 | |
| 87 | Carlos González | 16 | 2025-2028 | |
| 87 | Yajirobei Matsumoto# | 16 | 2033-2035 | |
| 87 | Dave McAlear# | 16 | 2033-2035 | |
| 87 | Dominic Parker | 16 | 2020-2021 | |
| 87 | Manny Pérez | 16 | 2020-2021 | |
| 87 | Tobías Pérez# | 16 | 2020-2021 | |
| 87 | Carlos Ramos | 16 | 2020-2021 | |
| 87 | Rafael Rivera# | 16 | 2022-2023 | |
| 87 | Cale Ryan# | 16 | 2034-2036 | |
| 87 | Sam Schultz | 16 | 2026-2030 | |
| 87 | Barney Starr# | 16 | 2026-2027 |
