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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Bob Browning | 51 | 2027-2038 | |
| 2 | Korbin Dallas | 48 | 2046-2053 | |
| 3 | Alin Oanta | 46 | 2020-2027 | |
| 4 | Seong-rae Park | 44 | 2026-2035 | |
| 4 | Iban Wilson | 44 | 2046-2056 | |
| 6 | Roland Jamison# | 42 | 2053-2062 | |
| 7 | Cisco Pérez | 41 | 2039-2042 | |
| 8 | Will Hoffman | 40 | 2029-2042 | |
| 9 | Jim Ball# | 37 | 2058-2062 | |
| 9 | Santo Velazco | 37 | 2029-2035 | |
| 11 | Milo Clark | 35 | 2054-2061 | |
| 11 | Curtis Hall# | 35 | 2055-2062 | |
| 11 | Yu-wei Kum | 35 | 2045-2051 | |
| 11 | Luis Sastre | 35 | 2042-2046 | |
| 11 | Cenek Stensel | 35 | 2054-2058 | |
| 11 | Dan Watson | 35 | 2047-2057 | |
| 17 | Chris Small | 34 | 2053-2058 | |
| 18 | Steve Gourin | 33 | 2044-2053 | |
| 18 | Billy Hansen | 33 | 2048-2053 | |
| 18 | Clint Kirk | 33 | 2041-2049 | |
| 21 | Naozane Kobayashi | 32 | 2032-2036 | |
| 22 | Augusto Ramos | 31 | 2026-2033 | |
| 22 | Alex Richardson | 31 | 2050-2055 | |
| 22 | Félix Torres | 31 | 2044-2047 | |
| 25 | Cipriano Costa | 30 | 2020-2029 | |
| 25 | Walt Middleton | 30 | 2053-2058 | |
| 25 | Cliff Scarlett# | 30 | 2052-2063 | |
| 25 | Roberto Sánchez | 30 | 2052-2056 | |
| 29 | Ismael Calderón | 29 | 2030-2042 | |
| 29 | Thomas Canó | 29 | 2044-2055 | |
| 29 | Octávio Fernández | 29 | 2027-2033 | |
| 29 | Ricky Jackson | 29 | 2025-2029 | |
| 29 | Pedro López | 29 | 2037-2045 | |
| 29 | Kent Martin | 29 | 2041-2048 | |
| 29 | Ramón Martínez | 29 | 2029-2036 | |
| 29 | Ricky Mina | 29 | 2043-2047 | |
| 29 | Prince Nakamura | 29 | 2025-2033 | |
| 29 | Gilberto Ramírez | 29 | 2028-2035 | |
| 29 | Bradley Roth | 29 | 2030-2032 | |
| 40 | Khoury Abdul-Rahim | 28 | 2049-2053 | |
| 40 | Benjamin Busto | 28 | 2031-2036 | |
| 40 | Mark Clift | 28 | 2033-2038 | |
| 40 | Risto Hannila | 28 | 2031-2040 | |
| 40 | Daniel Lavalley | 28 | 2030-2037 | |
| 40 | Dave McAlear | 28 | 2038-2043 | |
| 40 | Santiago Pérez | 28 | 2032-2041 | |
| 47 | Stuart Chase | 27 | 2047-2051 | |
| 47 | António Cisneros | 27 | 2051-2056 | |
| 47 | Wessel de Best | 27 | 2048-2059 | |
| 47 | Cecil Drabek | 27 | 2044-2047 | |
| 47 | Ricardo Gómez | 27 | 2021-2033 | |
| 47 | Hunter Kirkland | 27 | 2046-2053 | |
| 47 | Javier Matajudíos | 27 | 2028-2032 | |
| 47 | Alejandro Ramírez | 27 | 2034-2041 | |
| 55 | Rob Anderson | 26 | 2050-2059 | |
| 55 | Alejandro Arteaga | 26 | 2024-2028 | |
| 55 | Kee Bao | 26 | 2037-2042 | |
| 55 | Luis Cuero | 26 | 2024-2033 | |
| 55 | Jesús Fernández | 26 | 2035-2041 | |
| 55 | Peter Glenn | 26 | 2034-2041 | |
| 55 | Joe Griffin | 26 | 2028-2030 | |
| 55 | Bob Hickey# | 26 | 2052-2060 | |
| 55 | Raúl Hinojosa | 26 | 2039-2043 | |
| 55 | Pat Pierce | 26 | 2047-2052 | |
| 55 | Gustavo Rivera | 26 | 2055-2061 | |
| 55 | Dan Sanders | 26 | 2047-2052 | |
| 55 | Marnix van Rijn | 26 | 2033-2039 | |
| 55 | Willard Wilhelm# | 26 | 2051-2060 | |
| 55 | Lee Wood# | 26 | 2060-2062 | |
| 70 | Rodas Aguilar | 25 | 2027-2035 | |
| 70 | Micheal Bly | 25 | 2053-2058 | |
| 70 | Wally Copeland | 25 | 2026-2036 | |
| 70 | Javier Dávila# | 25 | 2053-2056 | |
| 70 | Pedro Figueroa | 25 | 2025-2032 | |
| 70 | José Guerrero | 25 | 2046-2049 | |
| 70 | Bernard Miller | 25 | 2046-2053 | |
| 70 | Eugenio Piñeiro | 25 | 2033-2046 | |
| 70 | Carlos Simon | 25 | 2036-2041 | |
| 70 | Peter Smith# | 25 | 2059-2062 | |
| 70 | Dave Stephenson | 25 | 2027-2039 | |
| 70 | Nick Taylor | 25 | 2020-2030 | |
| 70 | Surrealiste Zhejna | 25 | 2034-2046 | |
| 83 | Raúl Areola | 24 | 2018-2028 | |
| 83 | Louis Bainbridge# | 24 | 2056-2062 | |
| 83 | Eduardo Bravo | 24 | 2025-2029 | |
| 83 | Benjamin Brouwer | 24 | 2017-2019 | |
| 83 | Tony Correa | 24 | 2046-2061 | |
| 83 | Enrique Cruz | 24 | 2039-2043 | |
| 83 | Brad Cunnick | 24 | 2022-2033 | |
| 83 | Manuel Delgadillo | 24 | 2027-2037 | |
| 83 | Cy Dickson | 24 | 2045-2058 | |
| 83 | Joey Dudley | 24 | 2023-2034 | |
| 83 | Jeff Enamorado | 24 | 2035-2037 | |
| 83 | Milan Komljenovic# | 24 | 2058-2060 | |
| 83 | Michael MacGregor | 24 | 2048-2057 | |
| 83 | Daniel Martínez | 24 | 2024-2032 | |
| 83 | Xavier Martínez# | 24 | 2060-2061 | |
| 83 | Laionela Pualani# | 24 | 2055-2061 | |
| 83 | Kevin Rietmulder | 24 | 2051-2059 | |
| 83 | Larry Souder | 24 | 2034-2039 |
