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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Gavin Blackburn | 1.000 | 2017-2032 | |
| 1 | Matthew Fallows# | 1.000 | 2034-2038 | |
| 1 | Jesús Gonzáles | 1.000 | 2020-2031 | |
| 1 | Jeff Mahl# | 1.000 | 2035-2037 | |
| 1 | Ramón Ortega* | 1.000 | 2015-2024 | |
| 1 | Gerardo Pagán# | 1.000 | 2027-2036 | |
| 1 | Elroy Quaid# | 1.000 | 2036-2037 | |
| 1 | Ambrose Randall# | 1.000 | 2027-2031 | |
| 1 | António Rodríguez | 1.000 | 2016-2023 | |
| 1 | Rusty Swanson# | 1.000 | 2025-2037 | |
| 1 | Josef van der Poel# | 1.000 | 2018-2036 | |
| 1 | Won-sup Yang# | 1.000 | 2036-2038 | |
| 1 | Alexis Zambaco# | 1.000 | 2028-2038 | |
| 14 | Cris Mendoza | .875 | 2017-2029 | |
| 14 | Bill Tugwell | .875 | 2029-2034 | |
| 16 | John Dempsey | .857 | 2022-2036 | |
| 16 | Quintiliano Seixal | .857 | 2025-2037 | |
| 16 | Jesús Vidro# | .857 | 2033-2038 | |
| 19 | Gary Bailey | .833 | 2022-2031 | |
| 19 | Raúl Gómez | .833 | 2026-2034 | |
| 21 | John Braun | .800 | 2014-2022 | |
| 21 | Billy Crawford | .800 | 2017-2025 | |
| 21 | Víctor García | .800 | 2023-2036 | |
| 21 | Vincent Hall | .800 | 2021-2031 | |
| 21 | Ton Jobse# | .800 | 2031-2037 | |
| 21 | Leroy Moody | .800 | 2025-2033 | |
| 21 | Javier Mora | .800 | 2020-2034 | |
| 21 | Gordon Neugebauer | .800 | 2025-2032 | |
| 21 | Tom Reynolds* | .800 | 2015-2027 | |
| 21 | Ernest Torres | .800 | 2025-2031 | |
| 21 | Truman Valentine | .800 | 2022-2031 | |
| 21 | Dale West | .800 | 2018-2019 | |
| 21 | John Woods | .800 | 2024-2033 | |
| 34 | Pedro Castro | .769 | 2018-2032 | |
| 35 | Andy Coker | .750 | 2016-2026 | |
| 35 | Wayne Craig | .750 | 2015-2023 | |
| 35 | Cole Hall | .750 | 2016-2027 | |
| 35 | John Holley | .750 | 2014-2022 | |
| 35 | John Kaufman | .750 | 2015-2032 | |
| 35 | Bartolomeu Lio | .750 | 2019-2034 | |
| 35 | Eric Matson# | .750 | 2027-2036 | |
| 35 | Tom McKee# | .750 | 2031-2038 | |
| 35 | Eduardo Molina | .750 | 2022-2033 | |
| 35 | David Moore# | .750 | 2034-2038 | |
| 35 | Pedro Ortíz | .750 | 2020-2033 | |
| 35 | Jorge Otero# | .750 | 2030-2038 | |
| 35 | Juan Pérez | .750 | 2020-2035 | |
| 35 | Bradley Roth# | .750 | 2032-2036 | |
| 35 | Gustavo Tobías# | .750 | 2032-2036 | |
| 35 | Pedro Valdéz# | .750 | 2020-2037 | |
| 35 | Brandeis Vogt | .750 | 2022-2036 | |
| 35 | Bob Warford | .750 | 2018-2025 | |
| 35 | Kenny Welch | .750 | 2014-2017 | |
| 35 | Allen Yohemas | .750 | 2022-2031 | |
| 55 | Bobby Swain | .733 | 2020-2031 | |
| 56 | Dorian Daly | .714 | 2028-2036 | |
| 56 | Stewart Fleming | .714 | 2029-2033 | |
| 56 | Jesús Franco | .714 | 2028-2034 | |
| 56 | Wayne Hurst | .714 | 2015-2028 | |
| 56 | Masami Kogawa# | .714 | 2031-2034 | |
| 56 | Joe Pruitt# | .714 | 2031-2036 | |
| 56 | Lorenzo Sánchez | .714 | 2020-2033 | |
| 63 | Eddie Kop# | .692 | 2023-2037 | |
| 64 | Curt Clarke | .667 | 2017-2022 | |
| 64 | Kent Clement | .667 | 2022-2033 | |
| 64 | David Collingwood | .667 | 2019-2028 | |
| 64 | Joe Crown | .667 | 2015-2026 | |
| 64 | Paul Dudding# | .667 | 2033-2038 | |
| 64 | Torvald Geertsen | .667 | 2018-2021 | |
| 64 | Juan Júlio | .667 | 2018-2026 | |
| 64 | Donat Karczmarek# | .667 | 2032-2036 | |
| 64 | Luis Mata | .667 | 2015-2024 | |
| 64 | Lynwood Matos | .667 | 2021-2031 | |
| 64 | Lou Meadows | .667 | 2016-2027 | |
| 64 | Juan Montoya | .667 | 2025-2031 | |
| 64 | António Muñóz# | .667 | 2029-2037 | |
| 64 | Keisuke Nishida | .667 | 2027-2032 | |
| 64 | Gustavo Pérez | .667 | 2027-2033 | |
| 64 | Leroy Picot | .667 | 2021-2027 | |
| 64 | José Quiñones# | .667 | 2034-2038 | |
| 64 | Roderick Rhodes | .667 | 2017-2028 | |
| 64 | Ángel Rosas# | .667 | 2030-2036 | |
| 64 | Carlos Sánchez | .667 | 2023-2033 | |
| 64 | Jud White | .667 | 2014-2018 | |
| 85 | John Brown | .625 | 2016-2031 | |
| 85 | Wes Hamm | .625 | 2021-2037 | |
| 87 | Juan Torres | .615 | 2021-2032 | |
| 88 | Pedro Alejándrez | .600 | 2022-2034 | |
| 88 | David Buchanan# | .600 | 2029-2038 | |
| 88 | Jorge Cedeño | .600 | 2031-2032 | |
| 88 | Juan Díaz | .600 | 2025-2036 | |
| 88 | Charles Dobson | .600 | 2024-2032 | |
| 88 | Craig Fitzgerald# | .600 | 2036-2038 | |
| 88 | George Frazier | .600 | 2017-2036 | |
| 88 | Mauro Guerra | .600 | 2024-2030 | |
| 88 | Dale Hamilton# | .600 | 2032-2037 | |
| 88 | Rex Hood | .600 | 2022-2027 | |
| 88 | Ramón Molina | .600 | 2026-2035 | |
| 88 | José Muñóz# | .600 | 2027-2038 | |
| 88 | Shuntavyious Primes-Willes | .600 | 2025-2035 |
