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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Paul Brown | 1.000 | 2076 | |
| 2 | Evan Parker* | .958 | 2082 | |
| 3 | Jason Krut | .957 | 2071 | |
| 4 | Chris Flores | .950 | 2068 | |
| 5 | Roberto Arceo* | .947 | 2037 | |
| 6 | Jose Rubio* | .941 | 2074 | |
| 7 | Johnny Allen | .938 | 1937 | |
| 8 | Jared Hartney | .933 | 2031 | |
| 9 | Corey Winer | .913 | 2079 | |
| 10 | Robert Bartos# | .909 | 2096 | |
| 10 | Matt Gilman* | .909 | 2055 | |
| 12 | Greg Maddux* | .905 | 1995 | |
| 12 | Chris Simoneaux | .905 | 2071 | |
| 12 | Eddie de Dios | .905 | 2035 | |
| 12 | Logan Lowe* | .905 | 2072 | |
| 16 | Chris Flores | .900 | 2069 | |
| 16 | Oscar Serrato | .900 | 2037 | |
| 16 | Nate Howe | .900 | 2068 | |
| 16 | Randy Johnson* | .900 | 1995 | |
| 16 | Bobby Robinson | .900 | 2055 | |
| 16 | Danny Fonseca | .900 | 2031 | |
| 22 | Joe Phillips | .897 | 2032 | |
| 23 | Matt Gilman* | .895 | 2067 | |
| 23 | Max Fried* | .895 | 2023 | |
| 25 | Ron Guidry | .893 | 1978 | |
| 26 | Mario Segura* | .889 | 2066 | |
| 27 | Lefty Grove* | .886 | 1931 | |
| 28 | Dave Downer | .885 | 2089 | |
| 28 | Jonathan Aria | .885 | 2065 | |
| 30 | Jose Cardenas | .882 | 2074 | |
| 30 | Phil Giorgio | .882 | 2059 | |
| 30 | Manny Baez | .882 | 2070 | |
| 33 | Dan Howery | .880 | 2046 | |
| 33 | Preacher Roe | .880 | 1951 | |
| 33 | Cliff Lee | .880 | 2008 | |
| 33 | Mike Johnson | .880 | 2073 | |
| 37 | Clayton Kershaw* | .875 | 2014 | |
| 37 | Robby Bilderback | .875 | 2073 | |
| 37 | Matt Gilman* | .875 | 2066 | |
| 37 | Matt Whisler* | .875 | 2050 | |
| 37 | Tom Seaver* | .875 | 1981 | |
| 37 | Fred Goldsmith | .875 | 1880 | |
| 37 | Matt Robinson | .875 | 2076 | |
| 37 | Javier Covarrubias* | .875 | 2067 | |
| 37 | Jack Carey | .875 | 2025 | |
| 37 | Max Scherzer* | .875 | 2013 | |
| 47 | Joe Wood | .872 | 1912 | |
| 48 | Roger Clemens | .870 | 2001 | |
| 48 | Danny Stein | .870 | 2059 | |
| 48 | Travis West# | .870 | 2097 | |
| 48 | Josh Lowe | .870 | 2041 | |
| 48 | David Cone | .870 | 1988 | |
| 53 | Javier Venzor* | .867 | 2022 | |
| 53 | Dave Simone | .867 | 2042 | |
| 53 | Frede Stubbe | .867 | 2038 | |
| 56 | Deivi Garcia* | .864 | 2023 | |
| 56 | Claudio Scotti* | .864 | 2021 | |
| 56 | Jon Meger# | .864 | 2085 | |
| 56 | Dave Upton | .864 | 2063 | |
| 56 | Orel Hershiser | .864 | 1985 | |
| 56 | Juan Fernandez* | .864 | 2058 | |
| 56 | Zack Greinke* | .864 | 2015 | |
| 56 | Javier Covarrubias* | .864 | 2071 | |
| 56 | Matt Gilman* | .864 | 2058 | |
| 65 | Devin Carl* | .862 | 2038 | |
| 65 | Whitey Ford* | .862 | 1961 | |
| 65 | Bill Donovan | .862 | 1907 | |
| 68 | Matt Gilman* | .857 | 2069 | |
| 68 | Fred Cloninger* | .857 | 2035 | |
| 68 | Nate Crank | .857 | 2040 | |
| 68 | Dwight Gooden | .857 | 1985 | |
| 68 | Rico Rolon | .857 | 2051 | |
| 68 | Daisuke Matsuzaka | .857 | 2008 | |
| 68 | Mike Nagy | .857 | 1969 | |
| 68 | Billy Cornette | .857 | 2089 | |
| 68 | Logan Lowe* | .857 | 2078 | |
| 68 | Manny Cruz* | .857 | 2036 | |
| 68 | Matt Patras# | .857 | 2094 | |
| 68 | Alvaro Vasquez# | .857 | 2086 | |
| 68 | Randal Mitchell | .857 | 2042 | |
| 68 | Jason Bere | .857 | 1994 | |
| 68 | Roger Clemens | .857 | 1986 | |
| 68 | Fred Cloninger* | .857 | 2043 | |
| 68 | Todd Aschenbrenner | .857 | 2080 | |
| 85 | Jake Reed | .852 | 2034 | |
| 85 | Alex Batista* | .852 | 2059 | |
| 85 | Juan Fernandez* | .852 | 2060 | |
| 85 | Pedro Martinez* | .852 | 1999 | |
| 89 | Chief Bender* | .850 | 1914 | |
| 89 | Jairo Escobar | .850 | 2084 | |
| 89 | John Smoltz* | .850 | 1998 | |
| 89 | Sean Ouellette | .850 | 2042 | |
| 89 | Rico Rolon | .850 | 2047 | |
| 89 | Jaden Ward | .850 | 2088 | |
| 89 | Bryan Lamb | .850 | 2073 | |
| 96 | Gabe Fay* | .848 | 2076 | |
| 96 | Lefty Grove* | .848 | 1930 | |
| 98 | Mike Hampton | .846 | 1999 | |
| 98 | Devin Carl* | .846 | 2037 | |
| 98 | Preacher Roe | .846 | 1952 |
