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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 | 2021-2037 | |
| 19 | Guillermo García | 76 | 2013-2021 | |
| 19 | Juan Júlio | 76 | 2013-2026 | |
| 21 | Kirby Brown | 75 | 2017-2029 | |
| 21 | John Dempsey | 75 | 2022-2037 | |
| 21 | José Hernández | 75 | 2013-2023 | |
| 24 | John Wilkins* | 74 | 2013-2028 | |
| 25 | Natalino Golaio# | 72 | 2023-2037 | |
| 26 | Ryan Ray | 69 | 2013-2021 | |
| 26 | Germán Rodríguez# | 69 | 2024-2037 | |
| 26 | Josef van der Poel# | 69 | 2019-2035 | |
| 29 | Yoriyoshi Yamamoto | 67 | 2016-2026 | |
| 30 | Giovanni Mireles# | 65 | 2029-2037 | |
| 30 | Miguel Rubia# | 65 | 2029-2037 | |
| 32 | Aurelio López# | 64 | 2022-2036 | |
| 32 | Eric Matson# | 64 | 2028-2037 | |
| 34 | Fraser Cuevas | 63 | 2020-2032 | |
| 34 | Mimosa Joseph | 63 | 2023-2035 | |
| 34 | Yoo-chul Mun# | 63 | 2031-2037 | |
| 34 | Bruce Wright | 63 | 2020-2030 | |
| 38 | Wayne Craig | 62 | 2018-2030 | |
| 39 | Edwin Ellis | 61 | 2013-2019 | |
| 39 | Luis Flores | 61 | 2024-2033 | |
| 39 | Chester Henry | 61 | 2016-2023 | |
| 42 | Jesús Franco# | 60 | 2026-2033 | |
| 42 | Gerardo Pagán# | 60 | 2027-2037 | |
| 42 | Yuri Volkers | 60 | 2013-2021 | |
| 45 | Jesús Caldero | 59 | 2018-2027 | |
| 45 | José García | 59 | 2022-2035 | |
| 45 | Vincent Hall | 59 | 2020-2032 | |
| 48 | Calvin Beck | 56 | 2026-2033 | |
| 48 | Billy Crawford | 56 | 2014-2025 | |
| 48 | Iván García | 56 | 2021-2035 | |
| 51 | Edgardo Marín | 55 | 2013-2032 | |
| 51 | Jorge Otero# | 55 | 2031-2037 | |
| 53 | John Coleman | 54 | 2013-2025 | |
| 53 | Ramón Molina | 54 | 2026-2034 | |
| 55 | Addie Samson | 51 | 2021-2035 | |
| 56 | Pablo De La Torre# | 50 | 2021-2037 | |
| 57 | Elroy Thompkins# | 48 | 2029-2037 | |
| 58 | Ole Kos | 47 | 2018-2027 | |
| 59 | Raúl Areola | 46 | 2020-2033 | |
| 59 | Wayne Hurst | 46 | 2015-2024 | |
| 59 | Gerald Keller# | 46 | 2030-2036 | |
| 59 | Andrew Moody# | 46 | 2032-2036 | |
| 59 | Luis Peña | 46 | 2025-2037 | |
| 64 | José Flores | 45 | 2019-2029 | |
| 64 | Raúl Gómez | 45 | 2027-2033 | |
| 64 | Kyle Lewis | 45 | 2016-2026 | |
| 64 | Ilie Paunescu | 45 | 2016-2035 | |
| 68 | Vern Camp | 44 | 2013-2022 | |
| 68 | Yin-fat Foong | 44 | 2017-2029 | |
| 68 | Javier Ramírez | 44 | 2018-2027 | |
| 68 | Sy-ing Tah# | 44 | 2030-2037 | |
| 72 | Curtis Fields | 43 | 2016-2024 | |
| 73 | Pat Farrell | 42 | 2013-2022 | |
| 73 | Edgar Martínez | 42 | 2013-2021 | |
| 73 | Pedro Ortíz# | 42 | 2020-2037 | |
| 73 | Peter Rivers | 42 | 2013-2020 | |
| 77 | Allen Blair | 41 | 2021-2034 | |
| 77 | Earnest Casey | 41 | 2018-2025 | |
| 77 | Bill Fletcher | 41 | 2018-2025 | |
| 80 | Charles Dobson | 40 | 2024-2032 | |
| 80 | Devin Hinton | 40 | 2013-2023 | |
| 80 | Marvin Martin# | 40 | 2027-2037 | |
| 80 | Sam Mooney# | 40 | 2028-2037 | |
| 80 | Mario Peña | 40 | 2013-2023 | |
| 80 | Ming-jiang Wu# | 40 | 2024-2037 | |
| 86 | Eddie Kop# | 38 | 2025-2037 | |
| 86 | Keisuke Nishida | 38 | 2029-2036 | |
| 86 | Tobías Pérez# | 38 | 2024-2037 | |
| 89 | Miguel Castillo | 37 | 2013-2020 | |
| 89 | Alejandro Guerra# | 37 | 2027-2037 | |
| 89 | Juan Torres | 37 | 2023-2029 | |
| 92 | Tony Alfonso# | 36 | 2033-2037 | |
| 92 | Erik Davis | 36 | 2013-2021 | |
| 92 | Eduardo Díaz | 36 | 2021-2028 | |
| 92 | Bill Grange | 36 | 2013-2017 | |
| 92 | Enrique Magana | 36 | 2013-2019 | |
| 92 | Juan Valéncia | 36 | 2023-2033 | |
| 92 | Jaime van de Weideven# | 36 | 2022-2037 | |
| 92 | Jaganmani Vivek# | 36 | 2031-2037 | |
| 100 | Sjaak Bonne# | 35 | 2025-2037 |
