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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Ricardo Marino | 86 | 2019-2025 | |
| 2 | Juan Vázquez | 58 | 2016-2020 | |
| 3 | Rodrigo Torres# | 57 | 2031-2035 | |
| 4 | Lane Lund | 54 | 2023-2028 | |
| 4 | Rich Townsley | 54 | 2020-2023 | |
| 6 | Roberto Matoza | 50 | 2018-2020 | |
| 7 | José Pérez# | 48 | 2036-2038 | |
| 8 | Beau Montgomery | 47 | 2019-2023 | |
| 9 | Akihisa Nishimura | 46 | 2013-2016 | |
| 10 | José Hernández# | 45 | 2029-2032 | |
| 10 | Davis Morgan# | 45 | 2030-2034 | |
| 10 | Mark Newman | 45 | 2012-2017 | |
| 10 | Dan Rogers | 45 | 2018-2021 | |
| 14 | Carlos Díaz | 44 | 2016-2019 | |
| 14 | Gonzalo Montoya# | 44 | 2034-2037 | |
| 14 | Li-cong Sima | 44 | 2018-2022 | |
| 17 | Vinícius Itaquy | 43 | 2013-2017 | |
| 17 | Luis Salazar | 43 | 2013-2017 | |
| 19 | Lorenzo López | 42 | 2014-2017 | |
| 20 | Sergio Hernández# | 41 | 2027-2032 | |
| 21 | Chad Field | 40 | 2018-2020 | |
| 21 | Luis Hernández# | 40 | 2028-2034 | |
| 21 | Will King# | 40 | 2034-2036 | |
| 24 | Max Lang | 39 | 2010-2019 | |
| 25 | Luis De Los Ángeles | 38 | 2021-2024 | |
| 26 | Chris Bullock | 37 | 2010-2012 | |
| 26 | Joe Cates | 37 | 2025-2028 | |
| 26 | Jason Dodd | 37 | 2010-2012 | |
| 26 | Wilbert Greene# | 37 | 2032-2035 | |
| 26 | Takuya Hayashi# | 37 | 2032-2035 | |
| 26 | José Medellín# | 37 | 2029-2031 | |
| 26 | Ramón Quintero | 37 | 2017-2020 | |
| 33 | Bart Hughes# | 36 | 2032-2035 | |
| 33 | Drew Miners | 36 | 2011-2016 | |
| 35 | Jesús Andrade | 35 | 2023-2026 | |
| 35 | Edward Baker | 35 | 2021-2023 | |
| 35 | Juan Contreras | 35 | 2023-2027 | |
| 35 | Arturo Sánchez | 35 | 2020-2023 | |
| 35 | Charles Walters# | 35 | 2033-2036 | |
| 40 | Armando Vargas# | 34 | 2028-2032 | |
| 41 | Christiano Bray# | 33 | 2029-2032 | |
| 42 | Ron Durkin# | 32 | 2030-2033 | |
| 42 | Alberto Vásquez | 32 | 2013-2017 | |
| 44 | Nolan Baker | 31 | 2016-2020 | |
| 44 | Dean Downs# | 31 | 2035-2038 | |
| 44 | Bob Ford# | 31 | 2034-2038 | |
| 44 | Cobus Human | 31 | 2014-2017 | |
| 44 | James Jones# | 31 | 2030-2033 | |
| 44 | Chris King | 31 | 2010-2012 | |
| 44 | Wilson Ramos | 31 | 2027-2030 | |
| 44 | Júlio Zamora | 31 | 2013-2016 | |
| 52 | Irving Baker | 30 | 2010-2018 | |
| 52 | Renato Camardiel# | 30 | 2030-2032 | |
| 52 | Benjamin García# | 30 | 2033-2037 | |
| 52 | Bill Harradine# | 30 | 2034-2036 | |
| 52 | Carl Henry | 30 | 2023-2026 | |
| 52 | Elijah Justice# | 30 | 2027-2031 | |
| 58 | Javier Alvarado# | 29 | 2031-2033 | |
| 58 | Holden Clark# | 29 | 2024-2027 | |
| 58 | Larry Morrow# | 29 | 2035-2038 | |
| 58 | Andy Russell# | 29 | 2034-2036 | |
| 62 | Paul Orr | 28 | 2027-2029 | |
| 62 | Germán Pérez | 28 | 2019-2023 | |
| 62 | Larry Rutledge# | 28 | 2033-2035 | |
| 62 | Ramón Silva | 28 | 2013-2015 | |
| 66 | José García | 27 | 2020-2022 | |
| 66 | Mario González# | 27 | 2035-2037 | |
| 66 | Ángelo Gutiérrez# | 27 | 2029-2032 | |
| 66 | Josh Jarvis# | 27 | 2034-2036 | |
| 66 | Juan Nieto | 27 | 2013-2017 | |
| 66 | Yodo Nishikawa | 27 | 2013-2020 | |
| 72 | Flint Gray# | 26 | 2022-2023 | |
| 72 | Neil Richardson | 26 | 2011-2012 | |
| 72 | Miguel Rosário# | 26 | 2032-2036 | |
| 72 | Luis Ruíz# | 26 | 2030-2032 | |
| 72 | Chris Young | 26 | 2007-2009 | |
| 77 | David Fuller# | 25 | 2036-2038 | |
| 77 | Logan Hawkins# | 25 | 2035-2038 | |
| 77 | Dave Heath | 25 | 2020-2023 | |
| 77 | Ricardo Trujillo | 25 | 2018-2020 | |
| 77 | Masu Wakabayashi | 25 | 2012-2013 | |
| 77 | Wang Yang# | 25 | 2031-2032 | |
| 83 | Alfredo Corona# | 24 | 2032-2035 | |
| 83 | George Davis# | 24 | 2037-2038 | |
| 83 | George Lockhart | 24 | 2021-2023 | |
| 83 | Gennarino Lucchetti | 24 | 2013-2015 | |
| 83 | Iván Maldonado | 24 | 2027-2029 | |
| 83 | Ramón Méndez | 24 | 2015-2018 | |
| 83 | Felipe Ortíz# | 24 | 2034-2035 | |
| 83 | Armando Rocha# | 24 | 2027-2031 | |
| 83 | Fernando Silva | 24 | 2023-2027 | |
| 83 | John Stephenson# | 24 | 2030-2034 | |
| 83 | Rusty van Rhee | 24 | 2024-2026 | |
| 83 | Carl Willis# | 24 | 2024-2027 | |
| 95 | Jack Bass# | 23 | 2028-2031 | |
| 95 | Bobby Burnett# | 23 | 2034-2035 | |
| 95 | Daniel Carter | 23 | 2026-2028 | |
| 95 | Danny Clayton# | 23 | 2028-2029 | |
| 95 | José Crus# | 23 | 2024-2026 | |
| 95 | Roy Curtin# | 23 | 2033-2036 |
