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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 | |
| 5 | Cisco Pérez | 41 | 2039-2042 | |
| 6 | Will Hoffman | 40 | 2029-2042 | |
| 7 | Santo Velazco | 37 | 2029-2035 | |
| 7 | Iban Wilson# | 37 | 2046-2053 | |
| 9 | Yu-wei Kum | 35 | 2045-2051 | |
| 9 | Luis Sastre | 35 | 2042-2046 | |
| 11 | Steve Gourin# | 33 | 2044-2053 | |
| 11 | Billy Hansen | 33 | 2048-2053 | |
| 11 | Clint Kirk | 33 | 2041-2049 | |
| 14 | Naozane Kobayashi | 32 | 2032-2036 | |
| 15 | Augusto Ramos | 31 | 2026-2033 | |
| 15 | Alex Richardson# | 31 | 2050-2055 | |
| 15 | Félix Torres | 31 | 2044-2047 | |
| 18 | Cipriano Costa | 30 | 2020-2029 | |
| 19 | Ismael Calderón | 29 | 2030-2042 | |
| 19 | Thomas Canó# | 29 | 2044-2055 | |
| 19 | Octávio Fernández | 29 | 2027-2033 | |
| 19 | Ricky Jackson | 29 | 2025-2029 | |
| 19 | Pedro López | 29 | 2037-2045 | |
| 19 | Kent Martin | 29 | 2041-2048 | |
| 19 | Ramón Martínez | 29 | 2029-2036 | |
| 19 | Ricky Mina | 29 | 2043-2047 | |
| 19 | Prince Nakamura | 29 | 2025-2033 | |
| 19 | Gilberto Ramírez | 29 | 2028-2035 | |
| 19 | Bradley Roth | 29 | 2030-2032 | |
| 30 | Khoury Abdul-Rahim | 28 | 2049-2053 | |
| 30 | Benjamin Busto | 28 | 2031-2036 | |
| 30 | Mark Clift | 28 | 2033-2038 | |
| 30 | Risto Hannila | 28 | 2031-2040 | |
| 30 | Daniel Lavalley | 28 | 2030-2037 | |
| 30 | Dave McAlear | 28 | 2038-2043 | |
| 30 | Santiago Pérez | 28 | 2032-2041 | |
| 37 | Stuart Chase | 27 | 2047-2051 | |
| 37 | Cecil Drabek | 27 | 2044-2047 | |
| 37 | Ricardo Gómez | 27 | 2021-2033 | |
| 37 | Hunter Kirkland# | 27 | 2046-2053 | |
| 37 | Javier Matajudíos | 27 | 2028-2032 | |
| 37 | Alejandro Ramírez | 27 | 2034-2041 | |
| 43 | Alejandro Arteaga | 26 | 2024-2028 | |
| 43 | Kee Bao | 26 | 2037-2042 | |
| 43 | Luis Cuero | 26 | 2024-2033 | |
| 43 | Jesús Fernández | 26 | 2035-2041 | |
| 43 | Peter Glenn | 26 | 2034-2041 | |
| 43 | Joe Griffin | 26 | 2028-2030 | |
| 43 | Raúl Hinojosa | 26 | 2039-2043 | |
| 43 | Pat Pierce | 26 | 2047-2052 | |
| 43 | Dan Sanders | 26 | 2047-2052 | |
| 43 | Marnix van Rijn | 26 | 2033-2039 | |
| 53 | Rodas Aguilar | 25 | 2027-2035 | |
| 53 | Wally Copeland | 25 | 2026-2036 | |
| 53 | Pedro Figueroa | 25 | 2025-2032 | |
| 53 | José Guerrero | 25 | 2046-2049 | |
| 53 | Bernard Miller# | 25 | 2046-2053 | |
| 53 | Eugenio Piñeiro | 25 | 2033-2046 | |
| 53 | Carlos Simon | 25 | 2036-2041 | |
| 53 | Dave Stephenson | 25 | 2027-2039 | |
| 53 | Nick Taylor | 25 | 2020-2030 | |
| 53 | Surrealiste Zhejna | 25 | 2034-2046 | |
| 63 | Raúl Areola | 24 | 2018-2028 | |
| 63 | Eduardo Bravo | 24 | 2025-2029 | |
| 63 | Benjamin Brouwer | 24 | 2017-2019 | |
| 63 | Enrique Cruz | 24 | 2039-2043 | |
| 63 | Brad Cunnick | 24 | 2022-2033 | |
| 63 | Manuel Delgadillo | 24 | 2027-2037 | |
| 63 | Joey Dudley | 24 | 2023-2034 | |
| 63 | Jeff Enamorado | 24 | 2035-2037 | |
| 63 | Daniel Martínez | 24 | 2024-2032 | |
| 63 | Larry Souder | 24 | 2034-2039 | |
| 63 | Shawn Williams | 24 | 2025-2034 | |
| 63 | Hakan Yilmanz | 24 | 2032-2043 | |
| 75 | Ed Alexander | 23 | 2042-2045 | |
| 75 | Robert Archer | 23 | 2016-2022 | |
| 75 | Richard Arnie | 23 | 2042-2048 | |
| 75 | Briggs Bourgeois | 23 | 2029-2041 | |
| 75 | John Hamilton | 23 | 2019-2029 | |
| 75 | Peyton Keys# | 23 | 2049-2054 | |
| 75 | Gil McCarthy | 23 | 2052-2054 | |
| 75 | Currito Melena | 23 | 2032-2036 | |
| 75 | Michael Ramsey | 23 | 2043-2054 | |
| 75 | Tim Sharp | 23 | 2039-2042 | |
| 75 | César Soto | 23 | 2036-2043 | |
| 75 | Lorenzo Sánchez | 23 | 2019-2033 | |
| 75 | Bayram Tanaoglu | 23 | 2023-2034 | |
| 75 | Melvin Turner | 23 | 2038-2041 | |
| 75 | Alberto Álvarez | 23 | 2035-2041 | |
| 90 | Miguel Aguilar | 22 | 2026-2036 | |
| 90 | Santiago Alonza | 22 | 2025-2036 | |
| 90 | Eddy Boyd# | 22 | 2047-2051 | |
| 90 | Victor Brey | 22 | 2029-2032 | |
| 90 | Jorge Cintrón | 22 | 2031-2035 | |
| 90 | Felipe Gutiérrez | 22 | 2016-2019 | |
| 90 | Gabriel Hernández | 22 | 2023-2027 | |
| 90 | Manny Hernández | 22 | 2026-2035 | |
| 90 | Mark Hogan# | 22 | 2048-2055 | |
| 90 | Kanakanui Lokomaikainani | 22 | 2031-2041 | |
| 90 | Tony Madden | 22 | 2015-2021 |
