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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | James Scott | 60 | 2022-2029 | |
| 2 | Jason McKinney | 57 | 2015-2024 | |
| 3 | José Sánchez | 46 | 2025-2038 | |
| 4 | Fernando González | 45 | 2017-2024 | |
| 5 | Cameron Frye | 44 | 2024-2034 | |
| 6 | Huai-yu Kan | 43 | 2015-2022 | |
| 7 | Chris Sommer | 41 | 2028-2038 | |
| 8 | Kent Horton# | 39 | 2034-2039 | |
| 8 | Tomiji Saikawa | 39 | 2021-2024 | |
| 10 | Rodger de Meza | 38 | 2022-2026 | |
| 10 | Lorenzo Díaz | 38 | 2031-2039 | |
| 10 | Júlio Hernández | 38 | 2016-2025 | |
| 13 | José Blanco# | 37 | 2036-2042 | |
| 13 | Nate Rogers | 37 | 2017-2025 | |
| 13 | Edward Whipp | 37 | 2023-2029 | |
| 16 | Juan Lara | 36 | 2025-2029 | |
| 16 | Robinson Suárez | 36 | 2025-2040 | |
| 18 | Domingo Montémayor# | 35 | 2031-2042 | |
| 18 | Raúl Pérez | 35 | 2015-2025 | |
| 18 | Xiao-shuang Wong | 35 | 2032-2039 | |
| 21 | Ron Barry | 34 | 2015-2019 | |
| 21 | Jaganmani Vivek# | 34 | 2030-2041 | |
| 23 | Pedro Herrera | 33 | 2034-2040 | |
| 23 | Aaron Wise | 33 | 2017-2023 | |
| 25 | Roberto Aguirre | 31 | 2022-2032 | |
| 25 | Bryan Houston | 31 | 2019-2026 | |
| 27 | Artie Chávez | 30 | 2022-2027 | |
| 27 | Jordan Guérin# | 30 | 2037-2042 | |
| 27 | José Guillén | 30 | 2033-2039 | |
| 27 | Edgar Lankford | 30 | 2025-2030 | |
| 31 | Ingo Abresch# | 29 | 2036-2039 | |
| 31 | Marv Bradford | 29 | 2027-2029 | |
| 31 | Rust Cohle | 29 | 2027-2040 | |
| 31 | Ricardo Gómez | 29 | 2028-2034 | |
| 31 | Santiago López | 29 | 2027-2037 | |
| 31 | Bartolo Ruíz | 29 | 2030-2035 | |
| 31 | Francisco Sandoval | 29 | 2029-2034 | |
| 31 | Jeff Sloan | 29 | 2018-2022 | |
| 39 | Elton Coalan# | 28 | 2036-2042 | |
| 39 | Luis Cuero | 28 | 2025-2036 | |
| 39 | Robert Dickinson | 28 | 2015-2027 | |
| 39 | Dalton García | 28 | 2015-2032 | |
| 39 | David Silva# | 28 | 2038-2042 | |
| 39 | Grant White | 28 | 2022-2028 | |
| 45 | Alberto Álvarez# | 27 | 2036-2042 | |
| 45 | Juan Cruz | 27 | 2021-2029 | |
| 45 | Orsino Lippi | 27 | 2018-2020 | |
| 45 | Rafael Méndez | 27 | 2029-2033 | |
| 45 | Santiago Mesa | 27 | 2024-2029 | |
| 45 | Roberto Muñóz# | 27 | 2037-2041 | |
| 45 | Juan Sánchez | 27 | 2034-2040 | |
| 45 | Jordan Turpin | 27 | 2029-2035 | |
| 53 | Greg Fontenot | 26 | 2033-2039 | |
| 53 | Juan López | 26 | 2025-2033 | |
| 53 | Ron O'Slattery | 26 | 2015-2023 | |
| 53 | Tim Owens# | 26 | 2039-2042 | |
| 57 | António Alomar | 25 | 2028-2034 | |
| 57 | Cisco Andr | 25 | 2030-2036 | |
| 57 | Ángel Flores# | 25 | 2036-2039 | |
| 57 | António Marés | 25 | 2034-2037 | |
| 57 | Júlio Martínez | 25 | 2025-2030 | |
| 57 | Ricardo Martínez# | 25 | 2037-2042 | |
| 57 | Bernie Sanders | 25 | 2025-2027 | |
| 57 | Paul Vereen# | 25 | 2038-2041 | |
| 65 | Félix Aluonado# | 24 | 2034-2039 | |
| 65 | Ben Hopley | 24 | 2029-2032 | |
| 65 | John McCord | 24 | 2023-2028 | |
| 65 | Manny Pérez | 24 | 2024-2029 | |
| 65 | Juan Reyes | 24 | 2024-2028 | |
| 70 | Tony DeWitt | 23 | 2032-2036 | |
| 70 | Enea Dini | 23 | 2026-2029 | |
| 70 | Armando Gonzáles | 23 | 2023-2030 | |
| 70 | Russ Horne | 23 | 2030-2040 | |
| 70 | Kenny Kawaguchi# | 23 | 2030-2037 | |
| 70 | Mike Owens | 23 | 2027-2029 | |
| 70 | José Pacheco# | 23 | 2035-2042 | |
| 70 | Wilson Rangel# | 23 | 2038-2042 | |
| 70 | Suezo Sato | 23 | 2015-2020 | |
| 70 | Bastião Shwerin | 23 | 2026-2031 | |
| 80 | Casey Bader | 22 | 2022-2024 | |
| 80 | Tom Bowen | 22 | 2016-2019 | |
| 80 | Iwane Chihara | 22 | 2031-2034 | |
| 80 | Atila Freska | 22 | 2031-2036 | |
| 80 | Nésto Gago# | 22 | 2031-2037 | |
| 80 | Armando Garay# | 22 | 2029-2041 | |
| 80 | Cole Johnson | 22 | 2016-2020 | |
| 80 | Raimo Kangas | 22 | 2034-2042 | |
| 80 | Ben Logan | 22 | 2024-2031 | |
| 80 | Orlando Martínez | 22 | 2015-2025 | |
| 80 | Ron Mingo# | 22 | 2036-2042 | |
| 80 | Stanley Neal | 22 | 2021-2024 | |
| 80 | Tim Nelson | 22 | 2017-2019 | |
| 80 | Piotr Oja | 22 | 2027-2036 | |
| 80 | Alfredo Ríos | 22 | 2022-2027 | |
| 95 | Kelemeneke Balun# | 21 | 2033-2042 | |
| 95 | Rio Bavin | 21 | 2026-2033 | |
| 95 | Jorge Cedeño | 21 | 2027-2029 | |
| 95 | Eugene Clarkston | 21 | 2023-2034 | |
| 95 | Ramón Costello | 21 | 2030-2040 | |
| 95 | Jeff Enamorado | 21 | 2034-2040 |
