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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 | Alin Oanta | 46 | 2020-2027 | |
| 3 | Seong-rae Park | 44 | 2026-2035 | |
| 4 | Cisco Pérez | 41 | 2039-2042 | |
| 5 | Will Hoffman | 40 | 2029-2042 | |
| 6 | Santo Velazco | 37 | 2029-2035 | |
| 7 | Luis Sastre# | 35 | 2042-2046 | |
| 8 | Clint Kirk# | 32 | 2041-2045 | |
| 8 | Naozane Kobayashi | 32 | 2032-2036 | |
| 10 | Augusto Ramos | 31 | 2026-2033 | |
| 11 | Cipriano Costa | 30 | 2020-2029 | |
| 12 | Ismael Calderón | 29 | 2030-2042 | |
| 12 | Octávio Fernández | 29 | 2027-2033 | |
| 12 | Ricky Jackson | 29 | 2025-2029 | |
| 12 | Pedro López | 29 | 2037-2045 | |
| 12 | Ramón Martínez | 29 | 2029-2036 | |
| 12 | Prince Nakamura | 29 | 2025-2033 | |
| 12 | Gilberto Ramírez | 29 | 2028-2035 | |
| 12 | Bradley Roth | 29 | 2030-2032 | |
| 20 | Benjamin Busto | 28 | 2031-2036 | |
| 20 | Mark Clift | 28 | 2033-2038 | |
| 20 | Risto Hannila | 28 | 2031-2040 | |
| 20 | Daniel Lavalley | 28 | 2030-2037 | |
| 20 | Dave McAlear# | 28 | 2038-2043 | |
| 20 | Santiago Pérez | 28 | 2032-2041 | |
| 26 | Ricardo Gómez | 27 | 2021-2033 | |
| 26 | Javier Matajudíos | 27 | 2028-2032 | |
| 26 | Alejandro Ramírez | 27 | 2034-2041 | |
| 29 | Alejandro Arteaga | 26 | 2024-2028 | |
| 29 | Kee Bao | 26 | 2037-2042 | |
| 29 | Luis Cuero | 26 | 2024-2033 | |
| 29 | Jesús Fernández | 26 | 2035-2041 | |
| 29 | Peter Glenn | 26 | 2034-2041 | |
| 29 | Joe Griffin | 26 | 2028-2030 | |
| 29 | Raúl Hinojosa | 26 | 2039-2043 | |
| 29 | Marnix van Rijn | 26 | 2033-2039 | |
| 37 | Rodas Aguilar | 25 | 2027-2035 | |
| 37 | Wally Copeland | 25 | 2026-2036 | |
| 37 | Pedro Figueroa | 25 | 2025-2032 | |
| 37 | Eugenio Piñeiro# | 25 | 2033-2046 | |
| 37 | Carlos Simon# | 25 | 2036-2041 | |
| 37 | Dave Stephenson | 25 | 2027-2039 | |
| 37 | Nick Taylor | 25 | 2020-2030 | |
| 37 | Surrealiste Zhejna | 25 | 2034-2046 | |
| 45 | Raúl Areola | 24 | 2018-2028 | |
| 45 | Eduardo Bravo | 24 | 2025-2029 | |
| 45 | Benjamin Brouwer | 24 | 2017-2019 | |
| 45 | Enrique Cruz# | 24 | 2039-2043 | |
| 45 | Brad Cunnick | 24 | 2022-2033 | |
| 45 | Manuel Delgadillo | 24 | 2027-2037 | |
| 45 | Joey Dudley | 24 | 2023-2034 | |
| 45 | Jeff Enamorado | 24 | 2035-2037 | |
| 45 | Daniel Martínez | 24 | 2024-2032 | |
| 45 | Larry Souder | 24 | 2034-2039 | |
| 45 | Shawn Williams | 24 | 2025-2034 | |
| 45 | Hakan Yilmanz | 24 | 2032-2043 | |
| 57 | Ed Alexander | 23 | 2042-2045 | |
| 57 | Robert Archer | 23 | 2016-2022 | |
| 57 | Briggs Bourgeois | 23 | 2029-2041 | |
| 57 | John Hamilton | 23 | 2019-2029 | |
| 57 | Kent Martin# | 23 | 2041-2046 | |
| 57 | Currito Melena | 23 | 2032-2036 | |
| 57 | Tim Sharp | 23 | 2039-2042 | |
| 57 | César Soto | 23 | 2036-2043 | |
| 57 | Lorenzo Sánchez | 23 | 2019-2033 | |
| 57 | Bayram Tanaoglu | 23 | 2023-2034 | |
| 57 | Melvin Turner | 23 | 2038-2041 | |
| 57 | Alberto Álvarez | 23 | 2035-2041 | |
| 69 | Miguel Aguilar | 22 | 2026-2036 | |
| 69 | Santiago Alonza | 22 | 2025-2036 | |
| 69 | Victor Brey | 22 | 2029-2032 | |
| 69 | Jorge Cintrón | 22 | 2031-2035 | |
| 69 | Felipe Gutiérrez | 22 | 2016-2019 | |
| 69 | Gabriel Hernández | 22 | 2023-2027 | |
| 69 | Manny Hernández | 22 | 2026-2035 | |
| 69 | Kanakanui Lokomaikainani | 22 | 2031-2041 | |
| 69 | Tony Madden | 22 | 2015-2021 | |
| 69 | Bob Meyer | 22 | 2016-2019 | |
| 69 | Eduardo Molina | 22 | 2018-2033 | |
| 80 | Pedro Aguilar | 21 | 2027-2038 | |
| 80 | Mike Brandner | 21 | 2029-2036 | |
| 80 | Roberto Cantú | 21 | 2023-2030 | |
| 80 | Cecil Drabek# | 21 | 2044-2046 | |
| 80 | Ryan Dull | 21 | 2029-2039 | |
| 80 | Earl Farley | 21 | 2031-2035 | |
| 80 | Ricardo Fraga | 21 | 2038-2044 | |
| 80 | Luis Gonzáles | 21 | 2015-2025 | |
| 80 | Billy Grange | 21 | 2029-2038 | |
| 80 | Armando Hernández | 21 | 2020-2022 | |
| 80 | Miguel Hernández | 21 | 2020-2031 | |
| 80 | Hong-bin Hua# | 21 | 2036-2046 | |
| 80 | Donald Hutchinson | 21 | 2015-2021 | |
| 80 | Eric Lang | 21 | 2017-2021 | |
| 80 | Ricky Mina# | 21 | 2043-2046 | |
| 80 | Emershan Naidoo | 21 | 2031-2036 | |
| 80 | Ángel Navarro | 21 | 2023-2031 | |
| 80 | Santiago Ramírez | 21 | 2035-2043 | |
| 80 | Bill Slaughter# | 21 | 2043-2046 | |
| 99 | Thomas Canó# | 20 | 2044-2046 | |
| 99 | Todd Denton | 20 | 2037-2045 |
