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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Tim Bennett# | 1.000 | 2044-2049 | |
| 1 | Beau Brown | 1.000 | 2020-2032 | |
| 1 | Daniel Díanz# | 1.000 | 2041-2049 | |
| 1 | Tom England# | 1.000 | 2039-2049 | |
| 1 | Cris Gonzáles# | 1.000 | 2043-2048 | |
| 1 | Bartolo González | 1.000 | 2017-2027 | |
| 1 | Ross Higgins | 1.000 | 2007-2023 | |
| 1 | Martín Lópes | 1.000 | 2012-2023 | |
| 1 | Owen Martínez# | 1.000 | 2040-2049 | |
| 1 | Todd McShane | 1.000 | 2034-2048 | |
| 1 | José Morán | 1.000 | 2026-2037 | |
| 1 | José Murillo | 1.000 | 2007-2019 | |
| 1 | Manuel Parra | 1.000 | 2016-2030 | |
| 1 | Juan Salazar | 1.000 | 2033-2047 | |
| 1 | Raúl Saltines | 1.000 | 2025-2037 | |
| 1 | Braydon Schute | 1.000 | 2019-2034 | |
| 1 | Dave Seagraves# | 1.000 | 2046-2049 | |
| 1 | Luis Valentín | 1.000 | 2019-2029 | |
| 1 | Roy Wade# | 1.000 | 2040-2048 | |
| 1 | Assi Zaid# | 1.000 | 2035-2047 | |
| 21 | Guillermo Mendoza | .875 | 2010-2022 | |
| 22 | Calogero DeLaurentiis | .833 | 2033-2047 | |
| 22 | Louis Genest | .833 | 2007-2019 | |
| 22 | Marcos Pineda | .833 | 2012-2024 | |
| 22 | Dave White | .833 | 2037-2045 | |
| 26 | David Simpson | .818 | 2021-2040 | |
| 27 | Christian Caine# | .800 | 2034-2047 | |
| 27 | Scott Conner# | .800 | 2042-2049 | |
| 27 | Anthony Erickson | .800 | 2025-2036 | |
| 27 | Alfredo González | .800 | 2010-2020 | |
| 27 | Tomás González | .800 | 2018-2030 | |
| 27 | Mike Henley | .800 | 2010-2022 | |
| 27 | Sergio Hernández# | .800 | 2038-2049 | |
| 27 | António López | .800 | 2013-2030 | |
| 27 | Dan Macías | .800 | 2007-2018 | |
| 27 | José Orozco | .800 | 2010-2024 | |
| 27 | Travis Sharp# | .800 | 2039-2049 | |
| 27 | Oscar Wheeler | .800 | 2018-2031 | |
| 39 | Walt Burton | .778 | 2025-2038 | |
| 39 | Ed Pritchard# | .778 | 2041-2049 | |
| 39 | Manny Sandoval | .778 | 2019-2033 | |
| 42 | Jun Matsuura# | .767 | 2038-2049 | |
| 43 | Rod Adams | .750 | 2021-2036 | |
| 43 | Ricardo Aleixa# | .750 | 2045-2049 | |
| 43 | Fred Bennett | .750 | 2007-2011 | |
| 43 | Greg Casey | .750 | 2012-2023 | |
| 43 | Nam-cheol Chong | .750 | 2010-2023 | |
| 43 | Brandon Griffin# | .750 | 2045-2049 | |
| 43 | Ray Hall | .750 | 2007-2018 | |
| 43 | José Hidalgo | .750 | 2018-2029 | |
| 43 | Manuel Jiménez | .750 | 2007-2017 | |
| 43 | Albert Lebel* | .750 | 2017-2032 | |
| 43 | Junior Limond# | .750 | 2048-2049 | |
| 43 | José Marte# | .750 | 2045-2049 | |
| 43 | Jorge Morales | .750 | 2007-2014 | |
| 43 | Fabrício Navio | .750 | 2035-2045 | |
| 43 | Manuel Rodríguez | .750 | 2019-2035 | |
| 43 | António Ruíz | .750 | 2007-2014 | |
| 43 | Dave Smeddon | .750 | 2026-2039 | |
| 43 | Jaime Sáenz | .750 | 2011-2023 | |
| 43 | José Viera | .750 | 2035-2043 | |
| 43 | Guan-cai Yong | .750 | 2028-2036 | |
| 63 | Dillon Nelson | .714 | 2023-2034 | |
| 63 | Vic Niekro# | .714 | 2048-2049 | |
| 65 | Jerry Burgess | .700 | 2011-2021 | |
| 65 | Mike Graves | .700 | 2015-2031 | |
| 67 | Artie Hatch | .692 | 2037-2046 | |
| 68 | Hoyt Baldwin | .667 | 2032-2044 | |
| 68 | Paço Boda | .667 | 2030-2042 | |
| 68 | Josh Chamberlain | .667 | 2029-2039 | |
| 68 | Sergio Crivelli | .667 | 2034-2048 | |
| 68 | Oliver Donahue | .667 | 2010-2019 | |
| 68 | Josh Ewing | .667 | 2031-2043 | |
| 68 | Juan Gutierre | .667 | 2038-2046 | |
| 68 | Mike Hall# | .667 | 2040-2049 | |
| 68 | Guy Harris# | .667 | 2042-2049 | |
| 68 | Masutaro Koyama* | .667 | 2019-2038 | |
| 68 | Ben Lewis | .667 | 2007-2019 | |
| 68 | Fred Martin | .667 | 2013-2027 | |
| 68 | Tim Pugh# | .667 | 2041-2049 | |
| 68 | Robert Reeves | .667 | 2018-2029 | |
| 68 | José Salazar | .667 | 2039-2047 | |
| 68 | Lindsay Shippy# | .667 | 2040-2046 | |
| 68 | Diego Solís | .667 | 2010-2025 | |
| 68 | Tadasuke Tanabe# | .667 | 2043-2049 | |
| 68 | Dustin Velásquez | .667 | 2034-2044 | |
| 68 | Ben Williams# | .667 | 2042-2048 | |
| 68 | Mal Windham | .667 | 2011-2019 | |
| 89 | José Salazar | .650 | 2013-2026 | |
| 90 | Jason Dean | .643 | 2031-2044 | |
| 90 | Jaime Guzmán | .643 | 2017-2030 | |
| 92 | Hyo-chin Ch'oe | .636 | 2023-2038 | |
| 92 | Warren Piniella | .636 | 2011-2024 | |
| 94 | Scott Hill* | .630 | 2007-2027 | |
| 95 | Carlos Arévalo | .625 | 2009-2019 | |
| 95 | Jaime Espinoza | .625 | 2024-2039 | |
| 95 | David Flanagan# | .625 | 2038-2049 | |
| 95 | José López | .625 | 2022-2037 | |
| 95 | Armando Pérez | .625 | 2017-2029 | |
| 95 | Juan Reynoso# | .625 | 2042-2049 |
