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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 Blanco# | 51 | 2036-2045 | |
| 4 | Javier Montés# | 48 | 2039-2047 | |
| 5 | José Sánchez | 46 | 2025-2038 | |
| 6 | Fernando González | 45 | 2017-2024 | |
| 7 | Cameron Frye | 44 | 2024-2034 | |
| 8 | Huai-yu Kan | 43 | 2015-2022 | |
| 9 | Brian Gardner# | 41 | 2040-2047 | |
| 9 | Chris Sommer | 41 | 2028-2038 | |
| 11 | Kent Horton | 39 | 2034-2039 | |
| 11 | Tim Owens# | 39 | 2039-2047 | |
| 11 | Tomiji Saikawa | 39 | 2021-2024 | |
| 14 | Rodger de Meza | 38 | 2022-2026 | |
| 14 | Lorenzo Díaz | 38 | 2031-2039 | |
| 14 | Júlio Hernández | 38 | 2016-2025 | |
| 17 | Nate Rogers | 37 | 2017-2025 | |
| 17 | Edward Whipp | 37 | 2023-2029 | |
| 19 | Juan Lara | 36 | 2025-2029 | |
| 19 | Robinson Suárez | 36 | 2025-2040 | |
| 21 | Domingo Montémayor | 35 | 2031-2042 | |
| 21 | Raúl Pérez | 35 | 2015-2025 | |
| 21 | Xiao-shuang Wong | 35 | 2032-2039 | |
| 24 | Ron Barry | 34 | 2015-2019 | |
| 24 | Jaganmani Vivek | 34 | 2030-2041 | |
| 26 | Elton Coalan | 33 | 2036-2043 | |
| 26 | Pedro Herrera | 33 | 2034-2040 | |
| 26 | Sean Murphy# | 33 | 2043-2047 | |
| 26 | Aaron Wise | 33 | 2017-2023 | |
| 30 | Kingston Liniak | 32 | 2038-2044 | |
| 30 | Ricardo Martínez | 32 | 2037-2044 | |
| 30 | Alberto Álvarez | 32 | 2036-2043 | |
| 33 | Roberto Aguirre | 31 | 2022-2032 | |
| 33 | Bryan Houston | 31 | 2019-2026 | |
| 35 | Artie Chávez | 30 | 2022-2027 | |
| 35 | José Guillén | 30 | 2033-2039 | |
| 35 | Jordan Guérin | 30 | 2037-2042 | |
| 35 | Edgar Lankford | 30 | 2025-2030 | |
| 39 | Ingo Abresch | 29 | 2036-2039 | |
| 39 | Marv Bradford | 29 | 2027-2029 | |
| 39 | Rust Cohle | 29 | 2027-2040 | |
| 39 | Ricardo Gómez | 29 | 2028-2034 | |
| 39 | Santiago López | 29 | 2027-2037 | |
| 39 | Bartolo Ruíz | 29 | 2030-2035 | |
| 39 | Francisco Sandoval | 29 | 2029-2034 | |
| 39 | Jeff Sloan | 29 | 2018-2022 | |
| 47 | Luis Cuero | 28 | 2025-2036 | |
| 47 | Robert Dickinson | 28 | 2015-2027 | |
| 47 | Dalton García | 28 | 2015-2032 | |
| 47 | Raúl González# | 28 | 2043-2047 | |
| 47 | David Silva | 28 | 2038-2042 | |
| 47 | Grant White | 28 | 2022-2028 | |
| 53 | Juan Cruz | 27 | 2021-2029 | |
| 53 | Orsino Lippi | 27 | 2018-2020 | |
| 53 | Santiago Mesa | 27 | 2024-2029 | |
| 53 | Roberto Muñóz | 27 | 2037-2041 | |
| 53 | Rafael Méndez | 27 | 2029-2033 | |
| 53 | Aldo Ottens# | 27 | 2038-2047 | |
| 53 | Juan Sánchez | 27 | 2034-2040 | |
| 53 | Jordan Turpin | 27 | 2029-2035 | |
| 61 | Greg Fontenot | 26 | 2033-2039 | |
| 61 | Juan López | 26 | 2025-2033 | |
| 61 | Ron O'Slattery | 26 | 2015-2023 | |
| 64 | António Alomar | 25 | 2028-2034 | |
| 64 | Cisco Andr | 25 | 2030-2036 | |
| 64 | Ángel Flores | 25 | 2036-2039 | |
| 64 | Júlio Martínez | 25 | 2025-2030 | |
| 64 | António Marés | 25 | 2034-2037 | |
| 64 | Wilson Rangel# | 25 | 2038-2045 | |
| 64 | Bernie Sanders | 25 | 2025-2027 | |
| 64 | Paul Vereen# | 25 | 2038-2041 | |
| 72 | Félix Aluonado | 24 | 2034-2039 | |
| 72 | Dean Cross# | 24 | 2037-2045 | |
| 72 | Júlio Díaz | 24 | 2036-2045 | |
| 72 | Ben Hopley | 24 | 2029-2032 | |
| 72 | John McCord | 24 | 2023-2028 | |
| 72 | Edwin Meadows | 24 | 2044-2046 | |
| 72 | Manny Pérez | 24 | 2024-2029 | |
| 72 | Juan Reyes | 24 | 2024-2028 | |
| 72 | José Ruíz | 24 | 2029-2045 | |
| 72 | Melvin Turner | 24 | 2037-2045 | |
| 82 | Pedro Arredondo# | 23 | 2044-2047 | |
| 82 | Kelemeneke Balun | 23 | 2033-2044 | |
| 82 | Ken Bates# | 23 | 2042-2045 | |
| 82 | Dan Bond | 23 | 2040-2045 | |
| 82 | Tony DeWitt | 23 | 2032-2036 | |
| 82 | Enea Dini | 23 | 2026-2029 | |
| 82 | Armando Gonzáles | 23 | 2023-2030 | |
| 82 | Russ Horne | 23 | 2030-2040 | |
| 82 | Kenny Kawaguchi | 23 | 2030-2037 | |
| 82 | Clément Moreno# | 23 | 2043-2047 | |
| 82 | Mike Owens | 23 | 2027-2029 | |
| 82 | José Pacheco# | 23 | 2035-2042 | |
| 82 | Juriaan Roos | 23 | 2034-2044 | |
| 82 | Suezo Sato | 23 | 2015-2020 | |
| 82 | Bastião Shwerin | 23 | 2026-2031 | |
| 82 | Ramon Wuilink# | 23 | 2038-2045 | |
| 98 | Casey Bader | 22 | 2022-2024 | |
| 98 | Tom Bowen | 22 | 2016-2019 | |
| 98 | Iwane Chihara | 22 | 2031-2034 |
