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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | David Sullivan# | 64 | 2051-2063 | |
| 2 | James Scott | 60 | 2022-2029 | |
| 3 | Jason McKinney | 57 | 2015-2024 | |
| 4 | Jing-quo Ts'ai | 55 | 2043-2060 | |
| 5 | José Blanco | 51 | 2036-2045 | |
| 5 | Mauro Ramírez# | 51 | 2051-2062 | |
| 7 | Brian Gardner | 50 | 2040-2050 | |
| 7 | Jamie Miller | 50 | 2048-2056 | |
| 9 | Javier Montés | 48 | 2039-2048 | |
| 10 | Morgan Cartier# | 47 | 2052-2063 | |
| 11 | José Sánchez | 46 | 2025-2038 | |
| 12 | Fernando González | 45 | 2017-2024 | |
| 13 | Cameron Frye | 44 | 2024-2034 | |
| 14 | Huai-yu Kan | 43 | 2015-2022 | |
| 14 | Tim Owens | 43 | 2039-2048 | |
| 14 | Jorge Vázquez | 43 | 2050-2061 | |
| 17 | Sean Murphy | 42 | 2043-2050 | |
| 18 | Chris Sommer | 41 | 2028-2038 | |
| 19 | Mike Barraza | 40 | 2044-2056 | |
| 19 | José Zamora | 40 | 2052-2062 | |
| 21 | Kent Horton | 39 | 2034-2039 | |
| 21 | Tomiji Saikawa | 39 | 2021-2024 | |
| 21 | Robert Shirt | 39 | 2046-2056 | |
| 24 | Rodger de Meza | 38 | 2022-2026 | |
| 24 | Lorenzo Díaz | 38 | 2031-2039 | |
| 24 | Júlio Hernández | 38 | 2016-2025 | |
| 27 | Anthony Carney | 37 | 2053-2062 | |
| 27 | Nate Rogers | 37 | 2017-2025 | |
| 27 | Edward Whipp | 37 | 2023-2029 | |
| 30 | Juan Lara | 36 | 2025-2029 | |
| 30 | Robinson Suárez | 36 | 2025-2040 | |
| 32 | Domingo Montémayor | 35 | 2031-2042 | |
| 32 | Raúl Pérez | 35 | 2015-2025 | |
| 32 | Xiao-shuang Wong | 35 | 2032-2039 | |
| 35 | Ron Barry | 34 | 2015-2019 | |
| 35 | Jaganmani Vivek | 34 | 2030-2041 | |
| 37 | Elton Coalan | 33 | 2036-2043 | |
| 37 | Pedro Herrera | 33 | 2034-2040 | |
| 37 | Aaron Wise | 33 | 2017-2023 | |
| 40 | Ken Bates | 32 | 2042-2051 | |
| 40 | Cooper Carroll | 32 | 2046-2053 | |
| 40 | Kingston Liniak | 32 | 2038-2044 | |
| 40 | Ricardo Martínez | 32 | 2037-2044 | |
| 40 | Yoshitaka Shinohara# | 32 | 2058-2062 | |
| 40 | Alberto Álvarez | 32 | 2036-2043 | |
| 46 | Roberto Aguirre | 31 | 2022-2032 | |
| 46 | José Gonzáles# | 31 | 2053-2059 | |
| 46 | Pablo Gonzáles# | 31 | 2054-2062 | |
| 46 | Bryan Houston | 31 | 2019-2026 | |
| 46 | Jason Miller | 31 | 2042-2052 | |
| 46 | Mario Méndez# | 31 | 2053-2062 | |
| 46 | Melis Ooyendijk# | 31 | 2051-2059 | |
| 46 | Juan Sánchez# | 31 | 2051-2057 | |
| 54 | Pedro Arredondo | 30 | 2044-2051 | |
| 54 | Artie Chávez | 30 | 2022-2027 | |
| 54 | Ángel Díaz | 30 | 2050-2057 | |
| 54 | Claudio Gonzáles | 30 | 2042-2057 | |
| 54 | Jeremy Gonzáles | 30 | 2040-2052 | |
| 54 | William Gordon | 30 | 2048-2053 | |
| 54 | José Guillén | 30 | 2033-2039 | |
| 54 | Jordan Guérin | 30 | 2037-2042 | |
| 54 | Mainio Kyyro | 30 | 2048-2054 | |
| 54 | Edgar Lankford | 30 | 2025-2030 | |
| 54 | Álex López# | 30 | 2055-2062 | |
| 65 | Ingo Abresch | 29 | 2036-2039 | |
| 65 | Marv Bradford | 29 | 2027-2029 | |
| 65 | Rust Cohle | 29 | 2027-2040 | |
| 65 | Cordell Dawson# | 29 | 2058-2063 | |
| 65 | Lance Farmer | 29 | 2042-2048 | |
| 65 | Ricardo Gómez | 29 | 2028-2034 | |
| 65 | Nick Johnston# | 29 | 2057-2063 | |
| 65 | Santiago López | 29 | 2027-2037 | |
| 65 | Bartolo Ruíz | 29 | 2030-2035 | |
| 65 | Francisco Sandoval | 29 | 2029-2034 | |
| 65 | Jeff Sloan | 29 | 2018-2022 | |
| 65 | Bill Strain | 29 | 2052-2059 | |
| 77 | Sixto Bustamante | 28 | 2043-2056 | |
| 77 | Bryant Clark | 28 | 2050-2055 | |
| 77 | Luis Cuero | 28 | 2025-2036 | |
| 77 | Robert Dickinson | 28 | 2015-2027 | |
| 77 | Martin Elzey | 28 | 2051-2057 | |
| 77 | Dalton García | 28 | 2015-2032 | |
| 77 | Juan González# | 28 | 2053-2060 | |
| 77 | Raúl González | 28 | 2043-2048 | |
| 77 | Carl Harris | 28 | 2048-2060 | |
| 77 | Jake Mitchell | 28 | 2049-2054 | |
| 77 | Billy Ramsey | 28 | 2051-2057 | |
| 77 | David Silva | 28 | 2038-2042 | |
| 77 | Grant White | 28 | 2022-2028 | |
| 90 | Frank Baldwin | 27 | 2054-2058 | |
| 90 | Juan Cruz | 27 | 2021-2029 | |
| 90 | Marx Lieftink# | 27 | 2047-2059 | |
| 90 | Orsino Lippi | 27 | 2018-2020 | |
| 90 | Santiago Mesa | 27 | 2024-2029 | |
| 90 | Roberto Muñóz | 27 | 2037-2041 | |
| 90 | Rafael Méndez | 27 | 2029-2033 | |
| 90 | Aldo Ottens | 27 | 2038-2047 | |
| 90 | Juan Sánchez | 27 | 2034-2040 | |
| 90 | Jordan Turpin | 27 | 2029-2035 | |
| 90 | Jessie Wolfe# | 27 | 2054-2063 |
