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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 | Felipe Hull# | 32 | 2052-2055 | |
| 5 | Alfredo Rodríguez | 30 | 2033-2037 | |
| 6 | Edmund Blackadder | 28 | 2026-2030 | |
| 6 | Jaime Delegorsa# | 28 | 2052-2055 | |
| 6 | Brian Fixel | 28 | 2023-2025 | |
| 9 | Micheal Smith | 27 | 2038-2043 | |
| 10 | Reid Myers | 26 | 2030-2036 | |
| 10 | Greg O'Day | 26 | 2034-2036 | |
| 10 | Ryan Riley | 26 | 2042-2046 | |
| 10 | Octávio Ríos | 26 | 2020-2022 | |
| 10 | Pat Thompson | 26 | 2020-2022 | |
| 15 | Julian Glenn# | 25 | 2050-2052 | |
| 15 | Will Hoffman | 25 | 2026-2028 | |
| 15 | George Kane | 25 | 2030-2034 | |
| 15 | Hyung-ki Kim | 25 | 2029-2033 | |
| 15 | Blaine Stottlar | 25 | 2027-2028 | |
| 15 | Kidlat Tria | 25 | 2032-2036 | |
| 21 | Francisco Chavarría# | 24 | 2052-2055 | |
| 21 | Kenny James | 24 | 2035-2037 | |
| 21 | Barry Mullen | 24 | 2028-2030 | |
| 21 | Bruno Mumford | 24 | 2033-2036 | |
| 21 | Miguel Murillo | 24 | 2048-2050 | |
| 21 | Adrian Robertson | 24 | 2034-2037 | |
| 21 | César Rosado | 24 | 2021-2023 | |
| 21 | Pedro Tavárez | 24 | 2024-2027 | |
| 29 | Héctor Aguilar | 23 | 2026-2028 | |
| 29 | Christiansen Chemnitz | 23 | 2043-2046 | |
| 29 | Júlio Díaz | 23 | 2032-2034 | |
| 29 | Nicolaas Eland# | 23 | 2037-2042 | |
| 29 | Gilberto Espinoza# | 23 | 2054-2056 | |
| 29 | Ronald Hensball# | 23 | 2054-2056 | |
| 29 | Hengkie Iriawan | 23 | 2028-2030 | |
| 29 | Paco Manuel | 23 | 2024-2026 | |
| 29 | António Rodríguez | 23 | 2023-2025 | |
| 29 | Marcus Rollock# | 23 | 2054-2056 | |
| 29 | Geoff Stackhouse | 23 | 2025-2029 | |
| 29 | José Vélez | 23 | 2029-2033 | |
| 41 | Marv Bradford | 22 | 2021-2024 | |
| 41 | Alejandro García | 22 | 2026-2030 | |
| 41 | Taylor Geldard | 22 | 2030-2034 | |
| 41 | Jesús Guerra | 22 | 2023-2025 | |
| 41 | Kyle Horton# | 22 | 2042-2045 | |
| 41 | Rhys Maskell | 22 | 2031-2032 | |
| 41 | Phil Miller | 22 | 2021-2025 | |
| 41 | Bernardino Neagle | 22 | 2020-2023 | |
| 41 | Magnus Scheving | 22 | 2023-2026 | |
| 50 | Tim Day# | 21 | 2054-2056 | |
| 50 | Jesús Garces | 21 | 2026-2028 | |
| 50 | Billy Grange | 21 | 2024-2026 | |
| 50 | Edgardo Gutiérrez# | 21 | 2050-2052 | |
| 50 | Nate Jackson | 21 | 2031-2032 | |
| 50 | Myles Jones | 21 | 2047-2050 | |
| 50 | Gerbrand Kodde# | 21 | 2053-2056 | |
| 50 | Ernest Morales# | 21 | 2052-2055 | |
| 50 | Juan Ordóñez | 21 | 2024-2026 | |
| 50 | Cristo Rodríguez | 21 | 2020-2023 | |
| 50 | John Sackett | 21 | 2050-2053 | |
| 50 | Jeff Schneider | 21 | 2020-2021 | |
| 50 | Cameron Sellers | 21 | 2038-2041 | |
| 50 | Benjamin Weightman | 21 | 2029-2032 | |
| 64 | Nelson Cuevas | 20 | 2026-2028 | |
| 64 | Stanley Eldrige | 20 | 2025-2027 | |
| 64 | Ricardo Ferreira | 20 | 2030-2034 | |
| 64 | Gabriel Herrera | 20 | 2022-2025 | |
| 64 | Jim Hunter# | 20 | 2045-2046 | |
| 64 | Chandler Lester# | 20 | 2051-2053 | |
| 64 | Felipe López# | 20 | 2040-2046 | |
| 64 | Mike McKay | 20 | 2026-2029 | |
| 64 | Nathan Mitchell# | 20 | 2051-2053 | |
| 64 | José Molina | 20 | 2023-2026 | |
| 64 | Will Moore | 20 | 2023-2025 | |
| 64 | Alberto Ortíz | 20 | 2034-2036 | |
| 64 | Lincoln Spooner | 20 | 2026-2028 | |
| 64 | Reynaldo Sánchez | 20 | 2020-2023 | |
| 64 | Teo van der Meulen | 20 | 2029-2033 | |
| 64 | Pu-feng Zhou | 20 | 2029-2030 | |
| 80 | Fred Bridges | 19 | 2036-2041 | |
| 80 | Aaron Covington# | 19 | 2055-2056 | |
| 80 | Enea Dini | 19 | 2020-2024 | |
| 80 | David Fuentes | 19 | 2034-2038 | |
| 80 | Bartolo Guerra | 19 | 2038-2041 | |
| 80 | Esko Haapakoski# | 19 | 2050-2052 | |
| 80 | Vincent Hubbard | 19 | 2035-2037 | |
| 80 | Pat Inman | 19 | 2034-2036 | |
| 80 | Hong-bo Liu# | 19 | 2049-2051 | |
| 80 | Dave Mason | 19 | 2020-2022 | |
| 80 | Kagetoki Matsubara | 19 | 2027-2028 | |
| 80 | Jeff McBride | 19 | 2034-2037 | |
| 80 | Chris Morris# | 19 | 2053-2054 | |
| 80 | Paul Norton# | 19 | 2054-2056 | |
| 80 | Alberto Ortíz | 19 | 2029-2034 | |
| 80 | Lúcio Padilla | 19 | 2051-2052 | |
| 80 | Jeff Petersen | 19 | 2043-2046 | |
| 80 | Alfonso Rodríguez# | 19 | 2047-2048 | |
| 80 | Freddy Rosas# | 19 | 2054-2056 | |
| 80 | Alfonso Santa Maria | 19 | 2023-2026 | |
| 80 | Garrett Schaper | 19 | 2025-2030 |
