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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Jim Eliott* | 22 | 2014-2025 | |
| 2 | Tom Reynolds* | 21 | 2015-2028 | |
| 3 | Jorge Aguirre* | 18 | 2015-2032 | |
| 3 | Addie Samson | 18 | 2021-2035 | |
| 5 | John Kaufman* | 17 | 2017-2032 | |
| 5 | Eddie Kop# | 17 | 2025-2039 | |
| 5 | Lúcio Sánchez* | 17 | 2017-2031 | |
| 8 | Todd Hines* | 16 | 2018-2032 | |
| 8 | Ramón Molina | 16 | 2026-2034 | |
| 8 | Miguel Rubia# | 16 | 2029-2039 | |
| 11 | Pedro Alejándrez | 15 | 2021-2034 | |
| 11 | Ryan Davis* | 15 | 2015-2026 | |
| 11 | Cris Mendoza | 15 | 2013-2029 | |
| 14 | Wes Hamm | 14 | 2021-2037 | |
| 14 | Manuel Rojas | 14 | 2018-2028 | |
| 16 | Yin-fat Foong | 13 | 2017-2029 | |
| 16 | Giovanni Mireles# | 13 | 2029-2039 | |
| 16 | Sy-ing Tah# | 13 | 2030-2039 | |
| 16 | Cordell Wilson | 13 | 2019-2030 | |
| 20 | Earnest Casey | 12 | 2018-2025 | |
| 20 | John Dempsey | 12 | 2022-2037 | |
| 20 | Cristián Moreno# | 12 | 2034-2039 | |
| 20 | Luis Peńa | 12 | 2025-2037 | |
| 20 | Yoriyoshi Yamamoto | 12 | 2016-2026 | |
| 25 | Wayne Craig | 11 | 2018-2030 | |
| 25 | Jesús Franco | 11 | 2026-2033 | |
| 25 | José García | 11 | 2022-2035 | |
| 25 | Natalino Golaio# | 11 | 2023-2039 | |
| 25 | Gerald Keller# | 11 | 2030-2036 | |
| 25 | Bill Oulton | 11 | 2021-2034 | |
| 25 | Ilie Paunescu | 11 | 2016-2035 | |
| 32 | Jesús Caldero | 10 | 2018-2027 | |
| 32 | Pablo De La Torre | 10 | 2021-2038 | |
| 32 | Jesús Gonzáles | 10 | 2019-2030 | |
| 32 | Eric Matson# | 10 | 2028-2039 | |
| 32 | Ralph McKinney* | 10 | 2019-2034 | |
| 32 | Sam Mooney# | 10 | 2028-2039 | |
| 32 | Pedro Ortíz | 10 | 2020-2038 | |
| 32 | Gerardo Pagán# | 10 | 2027-2039 | |
| 32 | Alec Pittman | 10 | 2016-2030 | |
| 32 | Matt Webber | 10 | 2021-2030 | |
| 32 | Bruce Wright | 10 | 2020-2030 | |
| 43 | Allen Blair | 9 | 2021-2034 | |
| 43 | José Cotilla# | 9 | 2032-2039 | |
| 43 | José Flores | 9 | 2019-2029 | |
| 43 | George Frazier | 9 | 2019-2037 | |
| 43 | Iván García | 9 | 2021-2035 | |
| 43 | Will Hunting# | 9 | 2029-2039 | |
| 43 | Mimosa Joseph | 9 | 2023-2035 | |
| 43 | Juan Júlio | 9 | 2013-2026 | |
| 43 | Aurelio López | 9 | 2022-2036 | |
| 43 | Yoo-chul Mun# | 9 | 2031-2039 | |
| 43 | Ramón Ortega* | 9 | 2013-2028 | |
| 43 | Jorge Otero# | 9 | 2031-2039 | |
| 43 | Tobías Pérez# | 9 | 2024-2037 | |
| 43 | Ambrose Randall# | 9 | 2027-2039 | |
| 57 | Sjaak Bonne# | 8 | 2025-2039 | |
| 57 | Charles Dobson | 8 | 2024-2032 | |
| 57 | Bill Fletcher | 8 | 2018-2025 | |
| 57 | Luis Flores | 8 | 2024-2033 | |
| 57 | Cameron Frye | 8 | 2026-2035 | |
| 57 | Ricardo García# | 8 | 2031-2039 | |
| 57 | Raúl Gómez | 8 | 2027-2033 | |
| 57 | Juan Guillén# | 8 | 2026-2039 | |
| 57 | Andrew Moody# | 8 | 2032-2039 | |
| 57 | Octavius Pringle# | 8 | 2030-2039 | |
| 57 | Jaime van de Weideven# | 8 | 2022-2038 | |
| 68 | Art Adams | 7 | 2021-2032 | |
| 68 | Rafael Cardona | 7 | 2023-2032 | |
| 68 | Kent Clement | 7 | 2022-2033 | |
| 68 | Erik Davis | 7 | 2013-2021 | |
| 68 | Adrián Fierro | 7 | 2018-2033 | |
| 68 | Alejandro Guerra# | 7 | 2027-2037 | |
| 68 | Kyuichi Hori# | 7 | 2032-2039 | |
| 68 | Maxime Janssens | 7 | 2030-2038 | |
| 68 | William Johnson | 7 | 2013-2018 | |
| 68 | Bartolomeu Lio | 7 | 2018-2035 | |
| 68 | Edgardo Marín | 7 | 2013-2032 | |
| 68 | Tom McKee# | 7 | 2029-2039 | |
| 68 | Javier Mora | 7 | 2022-2029 | |
| 68 | Sozen Raikatuji | 7 | 2016-2023 | |
| 68 | Germán Rodríguez# | 7 | 2024-2039 | |
| 68 | Jaganmani Vivek# | 7 | 2031-2039 | |
| 68 | Kaluka Wene | 7 | 2016-2029 | |
| 85 | José Alaniz | 6 | 2019-2032 | |
| 85 | Calvin Beck | 6 | 2026-2033 | |
| 85 | Hermenegildo Beliago# | 6 | 2027-2039 | |
| 85 | Chip Bishop | 6 | 2017-2029 | |
| 85 | Juan Cardenas | 6 | 2029-2037 | |
| 85 | Fraser Cuevas | 6 | 2020-2032 | |
| 85 | Jon Dunn | 6 | 2025-2034 | |
| 85 | Armando Garay# | 6 | 2031-2037 | |
| 85 | Guillermo García | 6 | 2013-2021 | |
| 85 | José Hernández | 6 | 2013-2023 | |
| 85 | Devin Hinton | 6 | 2013-2023 | |
| 85 | Miguel Angel Martínez# | 6 | 2034-2038 | |
| 85 | Rhys Maskell# | 6 | 2035-2039 | |
| 85 | Gilberto Medina# | 6 | 2030-2039 | |
| 85 | Keisuke Nishida | 6 | 2029-2036 | |
| 85 | Juan Pérez | 6 | 2020-2035 |
