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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 | Santo Velazco | 37 | 2029-2035 | |
| 5 | Naozane Kobayashi | 32 | 2032-2036 | |
| 6 | Augusto Ramos | 31 | 2026-2033 | |
| 7 | Cipriano Costa | 30 | 2020-2029 | |
| 8 | Octávio Fernández | 29 | 2027-2033 | |
| 8 | Ricky Jackson | 29 | 2025-2029 | |
| 8 | Ramón Martínez# | 29 | 2029-2036 | |
| 8 | Prince Nakamura | 29 | 2025-2033 | |
| 8 | Gilberto Ramírez | 29 | 2028-2035 | |
| 8 | Bradley Roth# | 29 | 2030-2032 | |
| 14 | Benjamin Busto# | 28 | 2031-2036 | |
| 14 | Mark Clift# | 28 | 2033-2038 | |
| 14 | Daniel Lavalley# | 28 | 2030-2037 | |
| 17 | Ricardo Gómez | 27 | 2021-2033 | |
| 17 | Javier Matajudíos | 27 | 2028-2032 | |
| 19 | Alejandro Arteaga | 26 | 2024-2028 | |
| 19 | Luis Cuero | 26 | 2024-2033 | |
| 19 | Joe Griffin | 26 | 2028-2030 | |
| 22 | Rodas Aguilar | 25 | 2027-2035 | |
| 22 | Wally Copeland# | 25 | 2026-2036 | |
| 22 | Pedro Figueroa | 25 | 2025-2032 | |
| 22 | Alejandro Ramírez# | 25 | 2038-2038 | |
| 22 | Nick Taylor | 25 | 2020-2030 | |
| 27 | Raúl Areola | 24 | 2018-2028 | |
| 27 | Eduardo Bravo | 24 | 2025-2029 | |
| 27 | Benjamin Brouwer | 24 | 2017-2019 | |
| 27 | Brad Cunnick | 24 | 2022-2033 | |
| 27 | Manuel Delgadillo# | 24 | 2027-2037 | |
| 27 | Joey Dudley | 24 | 2023-2034 | |
| 27 | Jeff Enamorado# | 24 | 2035-2037 | |
| 27 | Daniel Martínez | 24 | 2024-2032 | |
| 27 | Marnix van Rijn# | 24 | 2033-2038 | |
| 27 | Shawn Williams# | 24 | 2025-2034 | |
| 37 | Robert Archer | 23 | 2016-2022 | |
| 37 | John Hamilton | 23 | 2019-2029 | |
| 37 | Currito Melena# | 23 | 2032-2036 | |
| 37 | Lorenzo Sánchez | 23 | 2019-2033 | |
| 37 | Dave Stephenson# | 23 | 2027-2038 | |
| 37 | Bayram Tanaoglu | 23 | 2023-2034 | |
| 43 | Miguel Aguilar# | 22 | 2026-2036 | |
| 43 | Santiago Alonza# | 22 | 2025-2036 | |
| 43 | Victor Brey | 22 | 2029-2032 | |
| 43 | Jorge Cintrón | 22 | 2031-2035 | |
| 43 | Felipe Gutiérrez | 22 | 2016-2019 | |
| 43 | Gabriel Hernández | 22 | 2023-2027 | |
| 43 | Manny Hernández | 22 | 2026-2035 | |
| 43 | Tony Madden | 22 | 2015-2021 | |
| 43 | Bob Meyer | 22 | 2016-2019 | |
| 43 | Eduardo Molina | 22 | 2018-2033 | |
| 53 | Pedro Aguilar# | 21 | 2027-2038 | |
| 53 | Mike Brandner | 21 | 2029-2036 | |
| 53 | Roberto Cantú | 21 | 2023-2030 | |
| 53 | Earl Farley# | 21 | 2031-2035 | |
| 53 | Luis Gonzáles | 21 | 2015-2025 | |
| 53 | Billy Grange# | 21 | 2029-2038 | |
| 53 | Armando Hernández | 21 | 2020-2022 | |
| 53 | Miguel Hernández | 21 | 2020-2031 | |
| 53 | Donald Hutchinson | 21 | 2015-2021 | |
| 53 | Eric Lang | 21 | 2017-2021 | |
| 53 | Emershan Naidoo | 21 | 2031-2036 | |
| 53 | Ángel Navarro | 21 | 2023-2031 | |
| 65 | Risto Hannila# | 20 | 2031-2036 | |
| 65 | Alfredo Hernández | 20 | 2023-2031 | |
| 65 | Will Hoffman# | 20 | 2029-2032 | |
| 65 | Masami Kogawa# | 20 | 2029-2030 | |
| 65 | Kenshin Koike | 20 | 2018-2028 | |
| 65 | Paco López | 20 | 2017-2019 | |
| 65 | Hidehira Matsuda | 20 | 2023-2024 | |
| 65 | Santiago Pérez# | 20 | 2032-2038 | |
| 65 | Ángel Rivera | 20 | 2026-2035 | |
| 65 | Chris Sommer | 20 | 2026-2037 | |
| 65 | Allan Strawson | 20 | 2017-2022 | |
| 76 | Álex Bane | 19 | 2029-2033 | |
| 76 | Willie Cameron | 19 | 2020-2027 | |
| 76 | Albert Castillo | 19 | 2024-2029 | |
| 76 | Severiano Duclos | 19 | 2025-2027 | |
| 76 | Ryan Dull# | 19 | 2029-2038 | |
| 76 | Christian Irgoyen | 19 | 2030-2032 | |
| 76 | Millard Kessler | 19 | 2017-2022 | |
| 76 | Kenny Koehler | 19 | 2025-2032 | |
| 76 | Eugenio Piñeiro# | 19 | 2033-2036 | |
| 76 | Alfredo Ríos | 19 | 2017-2027 | |
| 76 | Jeff Schneider | 19 | 2029-2032 | |
| 76 | Larry Souder# | 19 | 2034-2038 | |
| 76 | Morlack Spurgeon | 19 | 2027-2036 | |
| 76 | Pedro Tavárez# | 19 | 2031-2036 | |
| 90 | Aydin Aragvsky | 18 | 2027-2035 | |
| 90 | George Armstrong | 18 | 2025-2031 | |
| 90 | Ismael Calderón# | 18 | 2030-2035 | |
| 90 | Pedro Castro | 18 | 2017-2031 | |
| 90 | Artie Chávez | 18 | 2020-2026 | |
| 90 | Juan Correa | 18 | 2017-2022 | |
| 90 | Damien Hayward# | 18 | 2030-2032 | |
| 90 | Romano Martínez | 18 | 2032-2035 | |
| 90 | Aukukero Mincarlie Jr. | 18 | 2020-2027 | |
| 90 | Katsumoto Miyanohara# | 18 | 2035-2037 | |
| 90 | Gustavo Pérez | 18 | 2025-2032 |
