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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 | Cristián Moreno# | 19 | 2034-2042 | |
| 4 | Jorge Aguirre* | 18 | 2015-2032 | |
| 4 | Eddie Kop | 18 | 2025-2042 | |
| 4 | Addie Samson | 18 | 2021-2035 | |
| 7 | John Kaufman* | 17 | 2017-2032 | |
| 7 | Lúcio Sánchez* | 17 | 2017-2031 | |
| 9 | Todd Hines* | 16 | 2018-2032 | |
| 9 | Ramón Molina | 16 | 2026-2034 | |
| 9 | Miguel Rubia | 16 | 2029-2040 | |
| 12 | Pedro Alejándrez* | 15 | 2021-2034 | |
| 12 | Ryan Davis* | 15 | 2015-2026 | |
| 12 | Cris Mendoza | 15 | 2013-2029 | |
| 15 | Wes Hamm* | 14 | 2021-2037 | |
| 15 | Giovanni Mireles# | 14 | 2029-2041 | |
| 15 | Manuel Rojas | 14 | 2018-2028 | |
| 18 | Yin-fat Foong | 13 | 2017-2029 | |
| 18 | Sy-ing Tah | 13 | 2030-2039 | |
| 18 | Cordell Wilson | 13 | 2019-2030 | |
| 21 | Earnest Casey | 12 | 2018-2025 | |
| 21 | John Dempsey | 12 | 2022-2037 | |
| 21 | Luis Peńa | 12 | 2025-2037 | |
| 21 | Yoriyoshi Yamamoto | 12 | 2016-2026 | |
| 25 | Wayne Craig | 11 | 2018-2030 | |
| 25 | Jesús Franco | 11 | 2026-2033 | |
| 25 | José García | 11 | 2022-2035 | |
| 25 | Ricardo García# | 11 | 2031-2042 | |
| 25 | Natalino Golaio | 11 | 2023-2040 | |
| 25 | Gerald Keller | 11 | 2030-2036 | |
| 25 | Eric Matson | 11 | 2028-2042 | |
| 25 | Bill Oulton | 11 | 2021-2034 | |
| 25 | Ilie Paunescu | 11 | 2016-2035 | |
| 34 | Jesús Caldero | 10 | 2018-2027 | |
| 34 | Pablo De La Torre | 10 | 2021-2038 | |
| 34 | Jesús Gonzáles | 10 | 2019-2030 | |
| 34 | Kent Good# | 10 | 2036-2042 | |
| 34 | Kyuichi Hori# | 10 | 2032-2042 | |
| 34 | Ralph McKinney* | 10 | 2019-2034 | |
| 34 | Sam Mooney | 10 | 2028-2040 | |
| 34 | Pedro Ortíz | 10 | 2020-2038 | |
| 34 | Gerardo Pagán# | 10 | 2027-2042 | |
| 34 | Alec Pittman | 10 | 2016-2030 | |
| 34 | Matt Webber | 10 | 2021-2030 | |
| 34 | Bruce Wright | 10 | 2020-2030 | |
| 46 | Tony Alfonso# | 9 | 2033-2042 | |
| 46 | Allen Blair | 9 | 2021-2034 | |
| 46 | José Cotilla# | 9 | 2032-2042 | |
| 46 | José Flores | 9 | 2019-2029 | |
| 46 | Dusty Fox# | 9 | 2035-2042 | |
| 46 | George Frazier | 9 | 2019-2037 | |
| 46 | Iván García | 9 | 2021-2035 | |
| 46 | Will Hunting# | 9 | 2029-2041 | |
| 46 | Ton Jobse# | 9 | 2035-2042 | |
| 46 | Mimosa Joseph | 9 | 2023-2035 | |
| 46 | Juan Júlio | 9 | 2013-2026 | |
| 46 | Aurelio López | 9 | 2022-2036 | |
| 46 | Miguel Angel Martínez# | 9 | 2034-2042 | |
| 46 | Yoo-chul Mun | 9 | 2031-2039 | |
| 46 | Ramón Ortega* | 9 | 2013-2028 | |
| 46 | Jorge Otero | 9 | 2031-2041 | |
| 46 | Tobías Pérez | 9 | 2024-2037 | |
| 46 | Ambrose Randall# | 9 | 2027-2039 | |
| 64 | Gary Ashley# | 8 | 2035-2042 | |
| 64 | Sjaak Bonne | 8 | 2025-2041 | |
| 64 | Charles Dobson | 8 | 2024-2032 | |
| 64 | Bill Fletcher | 8 | 2018-2025 | |
| 64 | Luis Flores | 8 | 2024-2033 | |
| 64 | Cameron Frye | 8 | 2026-2035 | |
| 64 | Raúl Gómez | 8 | 2027-2033 | |
| 64 | Juan Guillén | 8 | 2026-2041 | |
| 64 | Andrew Moody# | 8 | 2032-2042 | |
| 64 | Kevin Nogilny# | 8 | 2032-2042 | |
| 64 | Gerald Orlebar# | 8 | 2036-2042 | |
| 64 | Octavius Pringle# | 8 | 2030-2039 | |
| 64 | Jaime van de Weideven | 8 | 2022-2038 | |
| 77 | Art Adams | 7 | 2021-2032 | |
| 77 | Hermenegildo Beliago# | 7 | 2027-2042 | |
| 77 | Rafael Cardona | 7 | 2023-2032 | |
| 77 | Kent Clement | 7 | 2022-2033 | |
| 77 | Erik Davis | 7 | 2013-2021 | |
| 77 | Adrián Fierro | 7 | 2018-2033 | |
| 77 | Alejandro Guerra | 7 | 2027-2037 | |
| 77 | Leo Ingelbrigtsen# | 7 | 2034-2042 | |
| 77 | Maxime Janssens | 7 | 2030-2038 | |
| 77 | William Johnson | 7 | 2013-2018 | |
| 77 | Bartolomeu Lio | 7 | 2018-2035 | |
| 77 | Firpo Marberry# | 7 | 2036-2042 | |
| 77 | Edgardo Marín | 7 | 2013-2032 | |
| 77 | Rhys Maskell# | 7 | 2035-2042 | |
| 77 | Tom McKee | 7 | 2029-2040 | |
| 77 | Javier Mora | 7 | 2022-2029 | |
| 77 | Zhao-ji Qiu# | 7 | 2035-2042 | |
| 77 | Sozen Raikatuji* | 7 | 2016-2023 | |
| 77 | Sjoerd Reynoud# | 7 | 2034-2042 | |
| 77 | Germán Rodríguez | 7 | 2024-2039 | |
| 77 | Bradley Roth# | 7 | 2034-2042 | |
| 77 | Jaganmani Vivek# | 7 | 2031-2042 | |
| 77 | Kaluka Wene | 7 | 2016-2029 | |
| 77 | Markus Widner# | 7 | 2038-2042 |
