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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Marcos Segura# | 35 | 2037-2039 | |
| 2 | Jung-hyun Yi# | 33 | 2035-2037 | |
| 3 | Francisco Santana# | 31 | 2035-2037 | |
| 3 | Jesse Strickland | 31 | 2013-2016 | |
| 5 | Clancy Hawkins# | 30 | 2036-2038 | |
| 5 | José Sánchez# | 30 | 2036-2038 | |
| 7 | Javier García# | 29 | 2036-2037 | |
| 7 | Eiichi Tanaka# | 29 | 2033-2035 | |
| 7 | Ernesto Álvarez# | 29 | 2033-2036 | |
| 10 | Pete Card# | 28 | 2038-2039 | |
| 11 | Huo-tu Guo# | 27 | 2034-2036 | |
| 12 | Ben Cooper | 26 | 2012-2018 | |
| 12 | Wifredo Lam# | 26 | 2036-2038 | |
| 12 | Ken Marshall# | 26 | 2037-2039 | |
| 15 | Okura Arai# | 25 | 2038-2039 | |
| 15 | Ricardo Colón# | 25 | 2037-2039 | |
| 15 | Andrés Martínez# | 25 | 2034-2038 | |
| 15 | Santiago Moreno# | 25 | 2037-2039 | |
| 15 | Jin-young Park# | 25 | 2031-2034 | |
| 20 | Ángelo Castro | 24 | 2012-2017 | |
| 20 | Fernando García | 24 | 2029-2030 | |
| 20 | Gilberto Gómez# | 24 | 2035-2039 | |
| 20 | Zach McDermott | 24 | 2022-2025 | |
| 20 | Teuk-chin Pak# | 24 | 2035-2037 | |
| 20 | Marty Snijders | 24 | 2022-2025 | |
| 20 | António Vega | 24 | 2016-2019 | |
| 20 | Spencer Williams# | 24 | 2035-2036 | |
| 28 | Ovídio Bivar# | 23 | 2037-2039 | |
| 28 | Juan Encarnación# | 23 | 2028-2031 | |
| 28 | Hyun-chul Kim# | 23 | 2037-2039 | |
| 28 | Armando Luna# | 23 | 2020-2024 | |
| 28 | Jorge López# | 23 | 2036-2039 | |
| 28 | Roberto Mercayo# | 23 | 2034-2036 | |
| 28 | Juan Moreno# | 23 | 2033-2035 | |
| 28 | Jerry Pearson | 23 | 2022-2026 | |
| 36 | Arnold Adams# | 22 | 2028-2033 | |
| 36 | Brighton Burgess | 22 | 2017-2020 | |
| 36 | Fernando Carrillo# | 22 | 2035-2039 | |
| 36 | Ánibal Gallegos# | 22 | 2036-2038 | |
| 36 | Paco López# | 22 | 2036-2038 | |
| 36 | Jai-guo Nan# | 22 | 2033-2035 | |
| 36 | Reese Wilson | 22 | 2015-2019 | |
| 43 | Brad Allen# | 21 | 2034-2036 | |
| 43 | Bob Bates# | 21 | 2036-2039 | |
| 43 | Robin Carroll# | 21 | 2036-2037 | |
| 43 | Hyung-on Che# | 21 | 2037-2039 | |
| 43 | Enrique Gibson | 21 | 2010-2012 | |
| 43 | John Hansen# | 21 | 2034-2035 | |
| 43 | Roberto Sánchez# | 21 | 2037-2039 | |
| 43 | Paul Watts | 21 | 2029-2031 | |
| 51 | Terence Anderson | 20 | 2020-2022 | |
| 51 | Julien Georges# | 20 | 2035-2039 | |
| 51 | Luis Jiménez# | 20 | 2029-2033 | |
| 51 | José Martínez | 20 | 2012-2015 | |
| 51 | José Mendoza# | 20 | 2038-2039 | |
| 51 | Carlos Ortíz# | 20 | 2032-2033 | |
| 51 | Dwaine White# | 20 | 2033-2034 | |
| 51 | Hyo-cheong Yi# | 20 | 2034-2037 | |
| 59 | José Castillo | 19 | 2013-2016 | |
| 59 | Su-gyung Chom# | 19 | 2036-2039 | |
| 59 | Mal Cooper# | 19 | 2027-2030 | |
| 59 | Declan Jamieson# | 19 | 2037-2039 | |
| 59 | Gregor Matheson# | 19 | 2028-2030 | |
| 59 | Edgar Moreno# | 19 | 2020-2025 | |
| 59 | Mito Okuda | 19 | 2027-2030 | |
| 59 | Chris Simmons | 19 | 2008-2016 | |
| 59 | Ken'ichi Tsukamoto# | 19 | 2036-2037 | |
| 68 | Ricardo Aguilar | 18 | 2015-2017 | |
| 68 | Bartolo Anaya# | 18 | 2026-2027 | |
| 68 | Justin Barton | 18 | 2010-2012 | |
| 68 | Juan Cora# | 18 | 2022-2025 | |
| 68 | Tetsuzan Hashimoto# | 18 | 2036-2039 | |
| 68 | Wu-shiun Huang# | 18 | 2027-2032 | |
| 68 | Taizo Miyata# | 18 | 2034-2036 | |
| 68 | Mark Myers# | 18 | 2037-2039 | |
| 68 | Yodo Nakayama# | 18 | 2035-2037 | |
| 68 | Damien Neighbour# | 18 | 2029-2031 | |
| 68 | Santo Palumbo# | 18 | 2033-2035 | |
| 68 | Luis Quintanilla# | 18 | 2037-2038 | |
| 68 | Bartolo Ramos | 18 | 2008-2009 | |
| 68 | Víctor Vargo# | 18 | 2031-2032 | |
| 68 | Gui-fei Yip# | 18 | 2031-2035 | |
| 68 | Shan-bo Zheng# | 18 | 2028-2032 | |
| 84 | Claudio Acevedo | 17 | 2016-2020 | |
| 84 | George Anderson# | 17 | 2036-2037 | |
| 84 | Rick Bradley# | 17 | 2029-2031 | |
| 84 | Tim Broughton# | 17 | 2023-2026 | |
| 84 | Steve Burns | 17 | 2018-2020 | |
| 84 | Alberto Caballero# | 17 | 2026-2030 | |
| 84 | Martín De La Cruz# | 17 | 2035-2037 | |
| 84 | Jorge Flores# | 17 | 2029-2032 | |
| 84 | Salvador Fuentes# | 17 | 2032-2034 | |
| 84 | Héctor García# | 17 | 2029-2031 | |
| 84 | Ramón Granados# | 17 | 2031-2032 | |
| 84 | Paul Hill | 17 | 2010-2012 | |
| 84 | Johnathan Hurlburt | 17 | 2023-2026 | |
| 84 | Tom Lang# | 17 | 2034-2036 | |
| 84 | Valentín Lepro# | 17 | 2034-2035 | |
| 84 | Min-zhong Lou# | 17 | 2033-2033 | |
| 84 | Celio Miguis# | 17 | 2035-2037 |
