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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Ramón Ortega# | 131 | 2013-2028 | |
| 2 | Jorge Aguirre# | 125 | 2015-2028 | |
| 3 | Cris Mendoza# | 123 | 2013-2028 | |
| 4 | Lúcio Sánchez# | 119 | 2017-2028 | |
| 5 | Jim Eliott | 113 | 2014-2025 | |
| 6 | Alec Pittman# | 109 | 2016-2028 | |
| 7 | John Kaufman# | 107 | 2017-2028 | |
| 8 | Ryan Davis | 98 | 2015-2026 | |
| 9 | Manuel Rojas# | 95 | 2018-2028 | |
| 10 | Tom Reynolds# | 92 | 2015-2028 | |
| 11 | Sozen Raikatuji | 87 | 2016-2023 | |
| 12 | Ralph McKinney# | 81 | 2019-2028 | |
| 13 | Todd Hines# | 79 | 2018-2028 | |
| 14 | Jesús Gonzáles# | 77 | 2019-2028 | |
| 14 | Cordell Wilson# | 77 | 2019-2028 | |
| 16 | Guillermo García | 76 | 2013-2021 | |
| 16 | Juan Júlio | 76 | 2013-2026 | |
| 18 | José Hernández | 75 | 2013-2023 | |
| 19 | John Wilkins# | 74 | 2013-2028 | |
| 20 | Kirby Brown# | 73 | 2017-2028 | |
| 20 | Bill Oulton# | 73 | 2021-2028 | |
| 22 | Ryan Ray | 69 | 2013-2021 | |
| 23 | Yoriyoshi Yamamoto | 67 | 2016-2026 | |
| 24 | Josef van der Poel# | 63 | 2019-2028 | |
| 25 | Edwin Ellis | 61 | 2013-2019 | |
| 25 | Chester Henry | 61 | 2016-2023 | |
| 25 | Bruce Wright# | 61 | 2020-2028 | |
| 28 | Yuri Volkers | 60 | 2013-2021 | |
| 29 | Jesús Caldero# | 59 | 2018-2027 | |
| 30 | Vincent Hall# | 58 | 2020-2027 | |
| 31 | Billy Crawford | 56 | 2014-2025 | |
| 32 | Edgardo Marín# | 55 | 2013-2028 | |
| 33 | John Coleman | 54 | 2013-2025 | |
| 33 | Wayne Craig# | 54 | 2018-2028 | |
| 35 | Pedro Alejándrez# | 48 | 2021-2028 | |
| 36 | Ole Kos | 47 | 2018-2027 | |
| 37 | Wayne Hurst# | 46 | 2015-2024 | |
| 38 | Fraser Cuevas# | 45 | 2020-2028 | |
| 38 | José Flores# | 45 | 2019-2028 | |
| 38 | Kyle Lewis | 45 | 2016-2026 | |
| 41 | Raúl Areola# | 44 | 2020-2028 | |
| 41 | Vern Camp | 44 | 2013-2022 | |
| 41 | Yin-fat Foong# | 44 | 2017-2027 | |
| 41 | Javier Ramírez | 44 | 2018-2027 | |
| 45 | Curtis Fields | 43 | 2016-2024 | |
| 46 | Pat Farrell | 42 | 2013-2022 | |
| 46 | Edgar Martínez | 42 | 2013-2021 | |
| 46 | Peter Rivers | 42 | 2013-2020 | |
| 49 | Earnest Casey | 41 | 2018-2025 | |
| 49 | Bill Fletcher# | 41 | 2018-2025 | |
| 51 | John Dempsey# | 40 | 2022-2028 | |
| 51 | Devin Hinton | 40 | 2013-2023 | |
| 51 | Mario Peńa | 40 | 2013-2023 | |
| 54 | Miguel Castillo | 37 | 2013-2020 | |
| 54 | Juan Torres# | 37 | 2023-2028 | |
| 56 | Erik Davis | 36 | 2013-2021 | |
| 56 | Eduardo Díaz# | 36 | 2021-2028 | |
| 56 | Bill Grange | 36 | 2013-2017 | |
| 56 | Enrique Magana | 36 | 2013-2019 | |
| 60 | Burt Booth | 35 | 2013-2026 | |
| 60 | Kirby Buckner# | 35 | 2025-2028 | |
| 60 | Bartolomeu Lio# | 35 | 2018-2028 | |
| 63 | Ken Hinkle | 34 | 2013-2026 | |
| 64 | Reid Garner | 33 | 2015-2022 | |
| 64 | Tim Powell | 33 | 2013-2015 | |
| 66 | Pablo De La Torre# | 32 | 2021-2028 | |
| 66 | Adrián Fierro# | 32 | 2018-2026 | |
| 66 | Pedro Ritodíaz | 32 | 2013-2024 | |
| 69 | George Frazier# | 31 | 2019-2027 | |
| 69 | Cole Hall | 31 | 2013-2027 | |
| 71 | Enrique Cortéz# | 30 | 2022-2027 | |
| 71 | Luis Flores# | 30 | 2024-2028 | |
| 71 | Mimosa Joseph# | 30 | 2023-2028 | |
| 71 | Pedro Martínez | 30 | 2013-2017 | |
| 71 | Clancy McKinney# | 30 | 2023-2028 | |
| 71 | António Vega | 30 | 2013-2023 | |
| 77 | Charles Dobson# | 29 | 2024-2028 | |
| 77 | Pedro Ortíz# | 29 | 2020-2028 | |
| 77 | Christian Pitts | 29 | 2015-2025 | |
| 77 | Fred Pitts# | 29 | 2019-2027 | |
| 81 | Iván García# | 28 | 2021-2028 | |
| 81 | José García# | 28 | 2022-2028 | |
| 81 | Makoto Kato# | 28 | 2019-2024 | |
| 81 | Carlos Mata | 28 | 2018-2021 | |
| 81 | Ilie Paunescu# | 28 | 2016-2028 | |
| 81 | Dave Reed# | 28 | 2019-2028 | |
| 81 | António Solís | 28 | 2013-2016 | |
| 88 | Christian Bates | 27 | 2019-2022 | |
| 88 | William Johnson | 27 | 2013-2018 | |
| 88 | Pedro Ramírez# | 27 | 2023-2028 | |
| 88 | Mhelter Vitor | 27 | 2013-2022 | |
| 92 | Allen Blair# | 26 | 2021-2027 | |
| 92 | Darryl Gordon | 26 | 2016-2019 | |
| 92 | Aurelio López# | 26 | 2022-2028 | |
| 92 | José Ramos | 26 | 2014-2023 | |
| 92 | Roy Robinson | 26 | 2013-2023 | |
| 92 | John Watson | 26 | 2014-2024 | |
| 92 | Kyung-un Yi# | 26 | 2020-2027 | |
| 99 | Calvin Beck# | 25 | 2026-2028 | |
| 99 | Chip Bishop# | 25 | 2017-2028 |
