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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Ken Rose | 48 | 2008-2011 | |
| 2 | Karel Rietkerk# | 41 | 2036-2038 | |
| 2 | Wil Suárez | 41 | 2007-2017 | |
| 4 | Jong-pil Song# | 39 | 2025-2030 | |
| 5 | Oong-cheon Kim# | 38 | 2033-2037 | |
| 5 | Tony Silva# | 38 | 2035-2038 | |
| 5 | Juan Soto# | 38 | 2035-2038 | |
| 8 | Octávio Ortíz# | 37 | 2034-2039 | |
| 9 | Ricardo Blanco# | 36 | 2035-2038 | |
| 9 | Luis Martínez# | 36 | 2035-2039 | |
| 11 | Celio Miguis# | 35 | 2037-2039 | |
| 12 | Alonso González# | 34 | 2033-2036 | |
| 13 | Jorge Sosa# | 33 | 2036-2039 | |
| 13 | António Vega | 33 | 2017-2021 | |
| 15 | Kenny Bender | 31 | 2011-2022 | |
| 15 | Alfredo Domínguez# | 31 | 2033-2037 | |
| 15 | Yub Issa# | 31 | 2027-2033 | |
| 15 | Pepe Ramírez# | 31 | 2027-2030 | |
| 15 | Joe Russell# | 31 | 2025-2027 | |
| 15 | Reese Wilson | 31 | 2017-2021 | |
| 21 | Santiago Estrada | 30 | 2009-2012 | |
| 21 | León Gil | 30 | 2022-2024 | |
| 21 | Alfredo Reyes | 30 | 2024-2026 | |
| 21 | Brian Ryan | 30 | 2007-2011 | |
| 25 | Hubert Gauvreau | 29 | 2007-2012 | |
| 25 | Flávio Guedaz# | 29 | 2036-2038 | |
| 25 | César Hernández | 29 | 2013-2015 | |
| 25 | Sergio Montáñez# | 29 | 2036-2038 | |
| 25 | Jack O'Toole | 29 | 2014-2016 | |
| 30 | Wu-shun Ban# | 28 | 2031-2032 | |
| 30 | Kyoichi Gato | 28 | 2022-2025 | |
| 30 | Bjorn Hak# | 28 | 2036-2039 | |
| 30 | Paul Hill | 28 | 2011-2016 | |
| 30 | Todd Miller# | 28 | 2034-2037 | |
| 35 | Celestino Corisca# | 27 | 2026-2028 | |
| 35 | Cristián García | 27 | 2007-2010 | |
| 35 | Bruce King | 27 | 2009-2011 | |
| 35 | Jason Martin | 27 | 2007-2012 | |
| 35 | José Martínez# | 27 | 2037-2039 | |
| 35 | Kinji Mori# | 27 | 2035-2038 | |
| 35 | Bartolo Ramos | 27 | 2010-2014 | |
| 35 | Manuel Vázquez# | 27 | 2032-2036 | |
| 43 | Manny Adams | 26 | 2008-2009 | |
| 43 | Julián Alaniz# | 26 | 2024-2027 | |
| 43 | Ángel Borges# | 26 | 2036-2038 | |
| 43 | Melvin Dixon# | 26 | 2035-2039 | |
| 43 | Zhi-fu Ji# | 26 | 2034-2035 | |
| 43 | James MacQuistan# | 26 | 2028-2029 | |
| 43 | Nariaki Onodera# | 26 | 2036-2039 | |
| 43 | Pancho Rodríguez | 26 | 2007-2009 | |
| 43 | Guo-qing Zhou# | 26 | 2036-2039 | |
| 52 | Greg Blackburn | 25 | 2008-2013 | |
| 52 | Rubén Chávez# | 25 | 2030-2037 | |
| 52 | Kent Clarke | 25 | 2025-2028 | |
| 52 | Martín Hernández# | 25 | 2034-2035 | |
| 52 | Júlio Rivera# | 25 | 2026-2028 | |
| 52 | Ramiro Ruíz# | 25 | 2033-2036 | |
| 52 | Jesús Salazar# | 25 | 2030-2032 | |
| 52 | Jorge Sandoval# | 25 | 2034-2037 | |
| 52 | Jorge Sandoval# | 25 | 2029-2032 | |
| 52 | Thad Taylor | 25 | 2019-2021 | |
| 62 | Kevin Beard | 24 | 2015-2018 | |
| 62 | Kelly Burns | 24 | 2007-2010 | |
| 62 | Otto Coleman | 24 | 2019-2022 | |
| 62 | Eric Fisher | 24 | 2007-2011 | |
| 62 | Lorenzo Fracso# | 24 | 2034-2037 | |
| 62 | Brandon Gallagher | 24 | 2013-2016 | |
| 62 | Jorge Gómez | 24 | 2029-2030 | |
| 62 | Humberto Hernández# | 24 | 2029-2030 | |
| 62 | Christian Hill | 24 | 2014-2018 | |
| 62 | Morgan Kingston# | 24 | 2038-2039 | |
| 62 | Valentín Lepro# | 24 | 2033-2038 | |
| 62 | Alex Malone# | 24 | 2036-2039 | |
| 62 | Darryl McClendon | 24 | 2015-2019 | |
| 62 | Mario Miranda# | 24 | 2031-2034 | |
| 62 | Stan Norman# | 24 | 2033-2037 | |
| 77 | Luigi Bright | 23 | 2016-2018 | |
| 77 | Harry Dondale | 23 | 2028-2033 | |
| 77 | Hao-hing Dung# | 23 | 2032-2035 | |
| 77 | Carl French | 23 | 2007-2014 | |
| 77 | Júlio Gaona# | 23 | 2034-2035 | |
| 77 | Rafael García# | 23 | 2037-2039 | |
| 77 | Hideaki Hasegawa# | 23 | 2037-2038 | |
| 77 | José Martínez | 23 | 2019-2020 | |
| 77 | Ryutaro Nakano | 23 | 2023-2026 | |
| 77 | António Peña# | 23 | 2033-2034 | |
| 77 | Kevin Thomas | 23 | 2023-2026 | |
| 77 | Roberto Villa# | 23 | 2031-2035 | |
| 89 | Manny Caraballo# | 22 | 2033-2037 | |
| 89 | Elvis Carter | 22 | 2022-2024 | |
| 89 | Jesús Cruz | 22 | 2018-2022 | |
| 89 | Ian Dorso# | 22 | 2034-2035 | |
| 89 | Jorge Maldonado | 22 | 2009-2019 | |
| 89 | César Meléndez# | 22 | 2030-2033 | |
| 89 | Ricardo Mena# | 22 | 2036-2037 | |
| 89 | Alberto Nieves | 22 | 2025-2027 | |
| 89 | Jorge Pérez# | 22 | 2029-2031 | |
| 89 | Joe Rivera | 22 | 2023-2025 | |
| 89 | António Soto | 22 | 2015-2021 | |
| 89 | Yasuhide Suto | 22 | 2025-2026 |
