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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Manuel González | 66 | 2013-2021 | |
| 2 | Ted Horn | 59 | 2008-2018 | |
| 2 | Jonathan Tobin | 59 | 2010-2019 | |
| 4 | Bennett Price | 58 | 2011-2019 | |
| 5 | José Salinas | 54 | 2025-2028 | |
| 6 | Júlio Jiménez# | 51 | 2027-2038 | |
| 6 | Francisco Nieto | 51 | 2022-2026 | |
| 8 | Silas Hampton# | 50 | 2031-2037 | |
| 8 | Octávio Ramírez | 50 | 2021-2023 | |
| 10 | Alonso Flores | 49 | 2014-2018 | |
| 10 | Stanley Inman | 49 | 2018-2021 | |
| 10 | Mike Spencer# | 49 | 2029-2035 | |
| 13 | Elliot Whitlow | 46 | 2010-2020 | |
| 14 | Ronald Adams | 45 | 2022-2026 | |
| 14 | Paul Miller | 45 | 2019-2026 | |
| 16 | Luis Fernández | 44 | 2017-2025 | |
| 17 | Dave Blackwell | 42 | 2024-2029 | |
| 17 | Peter Flowers | 42 | 2011-2017 | |
| 17 | Javier Romero | 42 | 2015-2020 | |
| 20 | Zózimo Pascoal | 41 | 2013-2023 | |
| 21 | Wilbert Cooper | 40 | 2018-2021 | |
| 21 | Carlos García# | 40 | 2033-2038 | |
| 21 | David Jennings# | 40 | 2030-2037 | |
| 21 | Sergio Martínez | 40 | 2013-2017 | |
| 21 | Luis Salazar | 40 | 2018-2020 | |
| 26 | Butch Ramey | 39 | 2020-2023 | |
| 26 | Mike Waller# | 39 | 2030-2037 | |
| 26 | José Zamora | 39 | 2015-2017 | |
| 29 | Salvador Cervantes# | 38 | 2034-2038 | |
| 29 | Ramiro Fernández | 38 | 2020-2023 | |
| 29 | Jim Fitzgerald | 38 | 2025-2028 | |
| 29 | Mario Galván# | 38 | 2025-2033 | |
| 29 | Jorge García | 38 | 2010-2020 | |
| 29 | Aaron Thrash | 38 | 2024-2027 | |
| 35 | Michael Hutchins# | 37 | 2029-2036 | |
| 36 | Orlando Costa | 36 | 2027-2029 | |
| 36 | John Knight | 36 | 2027-2031 | |
| 36 | Bill Moore | 36 | 2017-2023 | |
| 36 | Luis Miguel Pacheco | 36 | 2016-2022 | |
| 36 | Carlos Pineda# | 36 | 2033-2036 | |
| 41 | Mike Belcher | 35 | 2015-2018 | |
| 41 | Stanley Briggs | 35 | 2022-2024 | |
| 41 | Gary Cox | 35 | 2014-2020 | |
| 41 | Juan García# | 35 | 2030-2037 | |
| 41 | Michael Hughes | 35 | 2010-2015 | |
| 41 | Rob King | 35 | 2016-2020 | |
| 41 | George Lockhart | 35 | 2023-2026 | |
| 41 | Juan Marín | 35 | 2015-2020 | |
| 41 | Ralph Williams# | 35 | 2027-2033 | |
| 50 | Germán Hernández | 34 | 2024-2027 | |
| 51 | Javier Alvarado# | 33 | 2031-2035 | |
| 51 | Ken Edwards# | 33 | 2028-2034 | |
| 51 | Honorato Mota | 33 | 2020-2027 | |
| 54 | Christian Camden | 31 | 2024-2029 | |
| 54 | Kirby Graham# | 31 | 2028-2035 | |
| 54 | Joey McMahon# | 31 | 2032-2037 | |
| 54 | Lance Sanders | 31 | 2019-2025 | |
| 54 | Wayne Sawyer | 31 | 2014-2016 | |
| 59 | Santiago Álvarez# | 30 | 2031-2038 | |
| 59 | Ricardo Guzmán | 30 | 2010-2013 | |
| 59 | José Hernández | 30 | 2009-2016 | |
| 59 | Arnold Padilla# | 30 | 2033-2035 | |
| 63 | Andy Gustafson | 29 | 2007-2017 | |
| 63 | Bret McJannett | 29 | 2024-2027 | |
| 63 | Biagio Muscetta | 29 | 2014-2019 | |
| 63 | Kenny Raines | 29 | 2007-2014 | |
| 63 | Bartolo Rivera# | 29 | 2030-2036 | |
| 63 | António Ruíz# | 29 | 2029-2030 | |
| 63 | Artie Skinner | 29 | 2010-2012 | |
| 63 | Pedro Valdés | 29 | 2021-2024 | |
| 71 | Manuel Carrión# | 28 | 2032-2035 | |
| 71 | Ramón Estrada | 28 | 2015-2017 | |
| 71 | Octávio Garza | 28 | 2012-2020 | |
| 71 | Carlos Longoria# | 28 | 2030-2034 | |
| 71 | Tom Mobley | 28 | 2030-2033 | |
| 71 | Randy Vargas# | 28 | 2036-2038 | |
| 77 | Mitch Brown | 27 | 2022-2023 | |
| 77 | Paul Glover# | 27 | 2033-2036 | |
| 77 | Jason Hayes | 27 | 2010-2011 | |
| 77 | Manuel Medrano | 27 | 2018-2020 | |
| 77 | Luis Rincón# | 27 | 2030-2037 | |
| 82 | Flynn Bennett | 26 | 2007-2009 | |
| 82 | Jesús Escobedo# | 26 | 2034-2038 | |
| 82 | Ricardo Guichardo | 26 | 2024-2027 | |
| 82 | Tim Howard | 26 | 2007-2017 | |
| 82 | Arturo Martínez | 26 | 2017-2019 | |
| 82 | Daniel Norton# | 26 | 2035-2038 | |
| 82 | Luis Ortega# | 26 | 2030-2033 | |
| 82 | Lou Peterson | 26 | 2015-2017 | |
| 82 | Fletcher Turner# | 26 | 2030-2034 | |
| 82 | Jaden Watkins# | 26 | 2028-2032 | |
| 82 | Jung-keun Yi | 26 | 2011-2013 | |
| 93 | Dawit Babla | 25 | 2007-2009 | |
| 93 | Tomás Fajardo | 25 | 2015-2017 | |
| 93 | José Hernández | 25 | 2012-2014 | |
| 93 | Robbie Hopps# | 25 | 2033-2035 | |
| 93 | Horace Jacobs# | 25 | 2024-2027 | |
| 93 | Ed Jones | 25 | 2017-2019 | |
| 93 | Ben Lane | 25 | 2010-2020 | |
| 93 | Brian Lynch# | 25 | 2034-2036 |
