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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Lúcio Sánchez | 136 | 2017-2031 | |
| 2 | John Kaufman | 134 | 2017-2032 | |
| 3 | Jorge Aguirre | 132 | 2015-2032 | |
| 4 | Ramón Ortega* | 131 | 2013-2028 | |
| 5 | Cris Mendoza | 123 | 2013-2029 | |
| 6 | Jim Eliott | 113 | 2014-2025 | |
| 7 | Alec Pittman | 111 | 2016-2030 | |
| 8 | Jesús Gonzáles# | 99 | 2019-2030 | |
| 9 | Ryan Davis* | 98 | 2015-2026 | |
| 10 | Pedro Alejándrez# | 95 | 2021-2034 | |
| 10 | Ralph McKinney | 95 | 2019-2034 | |
| 10 | Manuel Rojas | 95 | 2018-2028 | |
| 13 | Bill Oulton# | 93 | 2021-2034 | |
| 14 | Tom Reynolds | 92 | 2015-2028 | |
| 15 | Todd Hines | 91 | 2018-2032 | |
| 16 | Sozen Raikatuji | 87 | 2016-2023 | |
| 17 | Cordell Wilson | 83 | 2019-2030 | |
| 18 | Wes Hamm# | 77 | 2021-2034 | |
| 19 | Guillermo García | 76 | 2013-2021 | |
| 19 | Juan Júlio | 76 | 2013-2026 | |
| 21 | Kirby Brown | 75 | 2017-2029 | |
| 21 | José Hernández | 75 | 2013-2023 | |
| 23 | John Wilkins* | 74 | 2013-2028 | |
| 24 | John Dempsey# | 72 | 2022-2034 | |
| 25 | Ryan Ray | 69 | 2013-2021 | |
| 25 | Josef van der Poel# | 69 | 2019-2034 | |
| 27 | Yoriyoshi Yamamoto | 67 | 2016-2026 | |
| 28 | Fraser Cuevas | 63 | 2020-2032 | |
| 28 | Bruce Wright | 63 | 2020-2030 | |
| 30 | Wayne Craig | 62 | 2018-2030 | |
| 30 | Mimosa Joseph# | 62 | 2023-2034 | |
| 30 | Aurelio López# | 62 | 2022-2034 | |
| 33 | Edwin Ellis | 61 | 2013-2019 | |
| 33 | Luis Flores# | 61 | 2024-2033 | |
| 33 | Chester Henry | 61 | 2016-2023 | |
| 36 | Jesús Franco# | 60 | 2026-2033 | |
| 36 | Natalino Golaio# | 60 | 2023-2034 | |
| 36 | Yuri Volkers | 60 | 2013-2021 | |
| 39 | Jesús Caldero | 59 | 2018-2027 | |
| 39 | José García# | 59 | 2022-2034 | |
| 39 | Vincent Hall | 59 | 2020-2032 | |
| 42 | Calvin Beck# | 56 | 2026-2033 | |
| 42 | Billy Crawford | 56 | 2014-2025 | |
| 44 | Iván García# | 55 | 2021-2034 | |
| 44 | Edgardo Marín | 55 | 2013-2032 | |
| 46 | John Coleman | 54 | 2013-2025 | |
| 46 | Ramón Molina# | 54 | 2026-2034 | |
| 48 | Pablo De La Torre# | 50 | 2021-2034 | |
| 49 | Miguel Rubia# | 49 | 2029-2033 | |
| 50 | Ole Kos | 47 | 2018-2027 | |
| 51 | Raúl Areola | 46 | 2020-2033 | |
| 51 | Wayne Hurst | 46 | 2015-2024 | |
| 53 | José Flores# | 45 | 2019-2029 | |
| 53 | Raúl Gómez# | 45 | 2027-2033 | |
| 53 | Kyle Lewis | 45 | 2016-2026 | |
| 53 | Ilie Paunescu# | 45 | 2016-2034 | |
| 57 | Vern Camp | 44 | 2013-2022 | |
| 57 | Yin-fat Foong | 44 | 2017-2029 | |
| 57 | Javier Ramírez | 44 | 2018-2027 | |
| 60 | Curtis Fields | 43 | 2016-2024 | |
| 60 | Germán Rodríguez# | 43 | 2024-2034 | |
| 60 | Addie Samson# | 43 | 2021-2034 | |
| 63 | Pat Farrell | 42 | 2013-2022 | |
| 63 | Edgar Martínez | 42 | 2013-2021 | |
| 63 | Peter Rivers | 42 | 2013-2020 | |
| 66 | Allen Blair | 41 | 2021-2034 | |
| 66 | Earnest Casey | 41 | 2018-2025 | |
| 66 | Bill Fletcher | 41 | 2018-2025 | |
| 69 | Charles Dobson# | 40 | 2024-2032 | |
| 69 | Devin Hinton | 40 | 2013-2023 | |
| 69 | Mario Peńa | 40 | 2013-2023 | |
| 72 | Gerardo Pagán# | 39 | 2027-2034 | |
| 73 | Tobías Pérez# | 38 | 2024-2033 | |
| 74 | Miguel Castillo | 37 | 2013-2020 | |
| 74 | Alejandro Guerra# | 37 | 2027-2034 | |
| 74 | Giovanni Mireles# | 37 | 2029-2034 | |
| 74 | Juan Torres# | 37 | 2023-2029 | |
| 78 | Erik Davis | 36 | 2013-2021 | |
| 78 | Eduardo Díaz | 36 | 2021-2028 | |
| 78 | Bill Grange | 36 | 2013-2017 | |
| 78 | Gerald Keller# | 36 | 2030-2034 | |
| 78 | Enrique Magana | 36 | 2013-2019 | |
| 78 | Luis Peńa# | 36 | 2025-2034 | |
| 78 | Juan Valéncia# | 36 | 2023-2033 | |
| 85 | Burt Booth | 35 | 2013-2026 | |
| 85 | Kirby Buckner# | 35 | 2025-2030 | |
| 85 | Bartolomeu Lio# | 35 | 2018-2034 | |
| 85 | Pedro Ramírez# | 35 | 2023-2032 | |
| 85 | Valentín Rivera# | 35 | 2026-2034 | |
| 85 | Jaime van de Weideven# | 35 | 2022-2034 | |
| 91 | Enrique Cortéz# | 34 | 2022-2032 | |
| 91 | Ken Hinkle | 34 | 2013-2026 | |
| 93 | Reid Garner | 33 | 2015-2022 | |
| 93 | Eddie Kop# | 33 | 2025-2034 | |
| 93 | Yoo-chul Mun# | 33 | 2031-2034 | |
| 93 | Tim Powell | 33 | 2013-2015 | |
| 97 | Adrián Fierro | 32 | 2018-2033 | |
| 97 | George Frazier# | 32 | 2019-2034 | |
| 97 | Gene Kirkland | 32 | 2018-2032 | |
| 97 | Pedro Ortíz# | 32 | 2020-2034 |
