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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 | Gilberto Gómez# | 34 | 2035-2040 | |
| 3 | Jung-hyun Yi# | 33 | 2035-2037 | |
| 4 | Pete Card# | 32 | 2038-2040 | |
| 5 | John Bartlett# | 31 | 2039-2042 | |
| 5 | Francisco Santana# | 31 | 2035-2037 | |
| 5 | Jesse Strickland | 31 | 2013-2016 | |
| 8 | Julien Georges# | 30 | 2035-2040 | |
| 8 | Clancy Hawkins# | 30 | 2036-2038 | |
| 8 | José Sánchez# | 30 | 2036-2038 | |
| 11 | Javier García# | 29 | 2036-2037 | |
| 12 | Roberto Sánchez# | 28 | 2037-2040 | |
| 13 | Huo-tu Guo# | 27 | 2034-2036 | |
| 13 | Rick McPherson# | 27 | 2040-2042 | |
| 15 | Ben Cooper | 26 | 2012-2018 | |
| 15 | Wifredo Lam# | 26 | 2036-2038 | |
| 15 | Ken Marshall# | 26 | 2037-2039 | |
| 15 | Juan Rivera# | 26 | 2040-2042 | |
| 19 | Okura Arai# | 25 | 2038-2039 | |
| 19 | Ricardo Colón# | 25 | 2037-2039 | |
| 19 | Andrés Martínez# | 25 | 2034-2038 | |
| 19 | Santiago Moreno# | 25 | 2037-2039 | |
| 19 | Jin-young Park# | 25 | 2031-2034 | |
| 24 | Ángelo Castro | 24 | 2012-2017 | |
| 24 | Bayissa Chipita# | 24 | 2038-2041 | |
| 24 | Fernando García | 24 | 2029-2030 | |
| 24 | Zach McDermott | 24 | 2022-2025 | |
| 24 | Teuk-chin Pak# | 24 | 2035-2037 | |
| 24 | John Reed# | 24 | 2041-2042 | |
| 24 | Marty Snijders | 24 | 2022-2025 | |
| 24 | António Vega | 24 | 2016-2019 | |
| 24 | Spencer Williams# | 24 | 2035-2036 | |
| 33 | Ovídio Bivar# | 23 | 2037-2039 | |
| 33 | Juan Encarnación# | 23 | 2028-2031 | |
| 33 | Gabriel Gutiérrez# | 23 | 2039-2042 | |
| 33 | Christian Hardin# | 23 | 2039-2041 | |
| 33 | Hyun-chul Kim# | 23 | 2037-2039 | |
| 33 | Jorge López# | 23 | 2036-2039 | |
| 33 | Roberto Mercayo# | 23 | 2034-2036 | |
| 33 | Juan Moreno# | 23 | 2033-2035 | |
| 33 | Jerry Pearson | 23 | 2022-2026 | |
| 33 | Martín Ramos# | 23 | 2038-2040 | |
| 43 | Arnold Adams# | 22 | 2028-2033 | |
| 43 | Brighton Burgess | 22 | 2017-2020 | |
| 43 | Fernando Carrillo# | 22 | 2035-2039 | |
| 43 | Ánibal Gallegos# | 22 | 2036-2038 | |
| 43 | Orlando Gómez# | 22 | 2038-2041 | |
| 43 | Paco López# | 22 | 2036-2038 | |
| 43 | Jai-guo Nan# | 22 | 2033-2035 | |
| 43 | Seung-woo Sin# | 22 | 2039-2041 | |
| 43 | Reese Wilson | 22 | 2015-2019 | |
| 52 | Pat Barr# | 21 | 2040-2041 | |
| 52 | Bob Bates# | 21 | 2036-2039 | |
| 52 | Robin Carroll# | 21 | 2036-2037 | |
| 52 | Hyung-on Che# | 21 | 2037-2039 | |
| 52 | William Cooper# | 21 | 2039-2042 | |
| 52 | Tim Dunn# | 21 | 2039-2040 | |
| 52 | Enrique Gibson | 21 | 2010-2012 | |
| 52 | John Hansen# | 21 | 2034-2035 | |
| 52 | Koyo Sato# | 21 | 2038-2042 | |
| 52 | Paul Watts | 21 | 2029-2031 | |
| 62 | Terence Anderson | 20 | 2020-2022 | |
| 62 | Carlos Fernández# | 20 | 2039-2041 | |
| 62 | Manny Gallegos# | 20 | 2037-2042 | |
| 62 | Luis Jiménez# | 20 | 2029-2033 | |
| 62 | José Martínez | 20 | 2012-2015 | |
| 62 | José Mendoza# | 20 | 2038-2039 | |
| 62 | Dan O'Halloran# | 20 | 2038-2040 | |
| 62 | Kitahachi Rin# | 20 | 2039-2042 | |
| 62 | Sekien Sai# | 20 | 2040-2042 | |
| 62 | Chee-hwa Shao# | 20 | 2039-2040 | |
| 62 | An-yi She# | 20 | 2039-2042 | |
| 73 | José Castillo | 19 | 2013-2016 | |
| 73 | Su-gyung Chom# | 19 | 2036-2039 | |
| 73 | Mal Cooper# | 19 | 2027-2030 | |
| 73 | Declan Jamieson# | 19 | 2037-2039 | |
| 73 | Sumitomo Kawai# | 19 | 2038-2042 | |
| 73 | Jack McRae# | 19 | 2040-2041 | |
| 73 | Carl Nethersole# | 19 | 2040-2042 | |
| 73 | Mito Okuda | 19 | 2027-2030 | |
| 73 | Chris Simmons | 19 | 2008-2016 | |
| 73 | Ken'ichi Tsukamoto# | 19 | 2036-2037 | |
| 73 | Stephen Wise# | 19 | 2038-2042 | |
| 84 | Ricardo Aguilar | 18 | 2015-2017 | |
| 84 | Justin Barton | 18 | 2010-2012 | |
| 84 | Juan Cora# | 18 | 2022-2025 | |
| 84 | Tetsuzan Hashimoto# | 18 | 2036-2039 | |
| 84 | Noboru Kogawa# | 18 | 2038-2041 | |
| 84 | Taizo Miyata# | 18 | 2034-2036 | |
| 84 | Mark Myers# | 18 | 2037-2039 | |
| 84 | Damien Neighbour# | 18 | 2029-2031 | |
| 84 | Luis Quintanilla# | 18 | 2037-2038 | |
| 84 | Bartolo Ramos | 18 | 2008-2009 | |
| 84 | Sergio Sáenz# | 18 | 2040-2041 | |
| 84 | Toshiyuki Ueda# | 18 | 2039-2041 | |
| 84 | Gui-fei Yip# | 18 | 2031-2035 | |
| 84 | Shan-bo Zheng | 18 | 2028-2032 | |
| 98 | Claudio Acevedo | 17 | 2016-2020 | |
| 98 | George Anderson# | 17 | 2036-2037 | |
| 98 | Ignacio Bermúdez# | 17 | 2039-2041 |
