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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Charlie Anderson* | 1.000 | 2005-2023 | |
| 1 | Antonio Avellaneda# | 1.000 | 2068-2075 | |
| 1 | Luis Bardino | 1.000 | 2019-2030 | |
| 1 | Brian Berg | 1.000 | 2061-2072 | |
| 1 | Slider Brooks# | 1.000 | 2073-2075 | |
| 1 | Jon Chavarria | 1.000 | 2061-2074 | |
| 1 | Artie Crawford | 1.000 | 2010-2024 | |
| 1 | Michael Dawson | 1.000 | 2008-2016 | |
| 1 | Joël Dolfini | 1.000 | 2023-2038 | |
| 1 | Ellis Dupont | 1.000 | 2047-2060 | |
| 1 | Ken Forbes | 1.000 | 1995-2015 | |
| 1 | Andy Frost | 1.000 | 2043-2063 | |
| 1 | Bill Gawle | 1.000 | 2056-2067 | |
| 1 | Ángel Gómez | 1.000 | 2007-2025 | |
| 1 | Kan Kawakami | 1.000 | 2040-2051 | |
| 1 | Bill Kimball | 1.000 | 2053-2067 | |
| 1 | Kensaku Komatsu | 1.000 | 2008-2014 | |
| 1 | Quinton Lamb | 1.000 | 2041-2045 | |
| 1 | Simon Lawrence | 1.000 | 2012-2030 | |
| 1 | Waldemar Libbinga | 1.000 | 2042-2051 | |
| 1 | Naozane Macha | 1.000 | 2039-2047 | |
| 1 | Jeff McGregor | 1.000 | 2047-2062 | |
| 1 | Markus McKelvey | 1.000 | 2013-2027 | |
| 1 | Rob Nancekivell | 1.000 | 2034-2048 | |
| 1 | Júlio Ortíz | 1.000 | 2052-2061 | |
| 1 | António Padilla | 1.000 | 2013-2026 | |
| 1 | Fernando Portas | 1.000 | 2029-2035 | |
| 1 | Mike Reese | 1.000 | 2033-2045 | |
| 1 | Martin Swanson | 1.000 | 2039-2048 | |
| 1 | Kichibei Takaki | 1.000 | 2040-2050 | |
| 1 | Alberto Trevino | 1.000 | 2024-2039 | |
| 1 | Earl Ward | 1.000 | 2014-2025 | |
| 1 | Rusty Ward | 1.000 | 2004-2022 | |
| 34 | Eddie Izurieta# | .929 | 2063-2075 | |
| 35 | John Sutton# | .889 | 2059-2075 | |
| 36 | Carver Hollis | .875 | 2018-2028 | |
| 36 | Jason Townsley | .875 | 2029-2046 | |
| 38 | Luis Tamez# | .846 | 2060-2075 | |
| 39 | Che Cannilo | .833 | 2017-2031 | |
| 39 | Bartolo Carrión | .833 | 2017-2025 | |
| 39 | Gilberto Castro | .833 | 2051-2060 | |
| 39 | António Contreras | .833 | 2015-2028 | |
| 39 | Phil Reed | .833 | 2038-2045 | |
| 44 | Tom Kane* | .818 | 2036-2051 | |
| 44 | Franky Sanicencio | .818 | 2051-2074 | |
| 46 | Katsunan Ando | .800 | 2055-2060 | |
| 46 | Jason Bean | .800 | 2055-2070 | |
| 46 | Harvey Conway | .800 | 2031-2038 | |
| 46 | Doug Cook | .800 | 2009-2023 | |
| 46 | Olumide Elbeck | .800 | 2047-2062 | |
| 46 | Rafael Escobar# | .800 | 2073-2075 | |
| 46 | Gonzalo Montero | .800 | 2026-2038 | |
| 46 | Jesus Portillo | .800 | 2060-2074 | |
| 46 | Ricardo Pérez | .800 | 1990-2002 | |
| 46 | Gonzalo Ramos | .800 | 1990-2005 | |
| 46 | Haruki Sakamoto | .800 | 2044-2055 | |
| 46 | Justin Samsel# | .800 | 2070-2075 | |
| 46 | Gerardo Torres | .800 | 2045-2056 | |
| 59 | Dewey Wilson | .786 | 2013-2029 | |
| 60 | Wayne Fish | .778 | 1997-2012 | |
| 60 | Judd Green | .778 | 2006-2020 | |
| 60 | Chris Lee | .778 | 2031-2047 | |
| 60 | Matt Porter* | .778 | 2010-2024 | |
| 60 | Jose Santovenia | .778 | 2012-2023 | |
| 65 | Tomás Gómez | .769 | 2046-2060 | |
| 65 | Alistair Jones | .769 | 2045-2061 | |
| 67 | Orlando Quiñones | .762 | 2025-2037 | |
| 68 | Wil Alagna | .750 | 2055-2069 | |
| 68 | Chalico Cavazos | .750 | 2052-2067 | |
| 68 | Norm Dooley | .750 | 2032-2040 | |
| 68 | Domingo Díaz | .750 | 1990-1997 | |
| 68 | Duncan Fitzgerald | .750 | 2021-2031 | |
| 68 | Grant Friday | .750 | 2026-2037 | |
| 68 | Michael Fridy# | .750 | 2060-2075 | |
| 68 | José Galló | .750 | 2029-2039 | |
| 68 | Kenny Grant | .750 | 2040-2053 | |
| 68 | Chris Grays | .750 | 2009-2026 | |
| 68 | Milo Hiers | .750 | 2036-2050 | |
| 68 | Jason Huff | .750 | 1990-2000 | |
| 68 | Masuhiro Ikeda | .750 | 2016-2024 | |
| 68 | Kouji Isobe | .750 | 2057-2074 | |
| 68 | Jelle Jamin# | .750 | 2062-2075 | |
| 68 | Sadao Kawasawa | .750 | 2015-2020 | |
| 68 | Mark Kessler | .750 | 2013-2031 | |
| 68 | Charles Lange | .750 | 2013-2018 | |
| 68 | Joseph Laramée | .750 | 1990-2001 | |
| 68 | Jessie Long | .750 | 2013-2026 | |
| 68 | Juan Mateo | .750 | 2053-2065 | |
| 68 | Kenji Matsumoto | .750 | 2035-2042 | |
| 68 | Anthony McBride | .750 | 1993-2004 | |
| 68 | José Morales | .750 | 2006-2016 | |
| 68 | Travis Musumeci | .750 | 2060-2073 | |
| 68 | Pete Obradovic# | .750 | 2065-2075 | |
| 68 | Mochihito Ohayashi | .750 | 2026-2039 | |
| 68 | Jeffrey Petipas | .750 | 2045-2061 | |
| 68 | Danny Quijano# | .750 | 2063-2075 | |
| 68 | Frank Rennie | .750 | 2063-2072 | |
| 68 | Armando Rodríguez | .750 | 2013-2031 | |
| 68 | Oliver Rodríguez | .750 | 1990-2000 | |
| 68 | Katsumoto Sakata | .750 | 2046-2058 |
