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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Riley Geerdes# | 1.000 | 2050 | |
| 1 | Jimmy Neuharth | 1.000 | 2005 | |
| 3 | Jimmy Tammaro | .955 | 2009 | |
| 4 | Jimmy Tammaro | .947 | 2008 | |
| 5 | Joel Major# | .944 | 2058 | |
| 5 | Branden Soper# | .944 | 2043 | |
| 7 | Kyle Perry | .938 | 2041 | |
| 7 | Ennis Giugharo# | .938 | 2051 | |
| 7 | Clarence Halys | .938 | 1992 | |
| 10 | Juaquin Antonelli | .933 | 2048 | |
| 10 | Mike Sanchez | .933 | 2005 | |
| 12 | Rourke Veloukhiotis# | .929 | 2048 | |
| 12 | Monte Paredes | .929 | 2049 | |
| 14 | Dave Matney | .923 | 2011 | |
| 14 | Edwin Solis | .923 | 1994 | |
| 14 | D.J. Colbert | .923 | 2025 | |
| 14 | Jack Blandine# | .923 | 2051 | |
| 14 | Dillon Vossen# | .923 | 2046 | |
| 19 | Brody Walpole# | .909 | 2056 | |
| 20 | Jack Christensen | .900 | 2036 | |
| 21 | William Clouse | .895 | 2001 | |
| 22 | Tommy Kosier | .889 | 2004 | |
| 22 | Orien Fuentes | .889 | 2042 | |
| 22 | Robby Ozan | .889 | 2020 | |
| 22 | Ignacio Sanchez | .889 | 2009 | |
| 22 | Farid Fabre | .889 | 2031 | |
| 27 | Pat Kimmick | .882 | 2015 | |
| 27 | Abu al Khayr bin Awad | .882 | 2030 | |
| 27 | T.J. Millington | .882 | 2027 | |
| 27 | Alex Ortigoza | .882 | 2008 | |
| 31 | T.J. Southworth | .875 | 2026 | |
| 31 | Ed DePalmer | .875 | 2035 | |
| 31 | Adelaide Sarafana | .875 | 2002 | |
| 31 | Erik Wilmes | .875 | 2022 | |
| 35 | R.J. Martinez | .867 | 2027 | |
| 36 | Vern Pearson | .857 | 1986 | |
| 36 | Joey Kopp | .857 | 2015 | |
| 36 | Evan Bowker# | .857 | 2058 | |
| 39 | Cooper Horn# | .850 | 2056 | |
| 40 | Rakeem Senegal# | .846 | 2049 | |
| 40 | Pancho Morreles | .846 | 1990 | |
| 40 | Noël Botiglieri | .846 | 1987 | |
| 40 | A.J. Zhovtun# | .846 | 2051 | |
| 40 | Erik Shaw | .846 | 2041 | |
| 45 | Drew Durham# | .842 | 2057 | |
| 45 | Cooper Horn# | .842 | 2057 | |
| 45 | J.R. Rozak | .842 | 2007 | |
| 45 | Troy Loew | .842 | 2000 | |
| 49 | Gene Meadows | .833 | 1997 | |
| 49 | Ed Bytheway# | .833 | 2040 | |
| 49 | Jon Espaillat | .833 | 2008 | |
| 49 | Nash Gladish | .833 | 2048 | |
| 49 | Jomo Konecny | .833 | 2040 | |
| 54 | Bayard Sabola# | .824 | 2046 | |
| 54 | Tom Hicks | .824 | 2027 | |
| 54 | Jamie Forman | .824 | 1997 | |
| 54 | Erick Ramert | .824 | 2042 | |
| 54 | Dex Shinn# | .824 | 2052 | |
| 54 | Jarad Tapia | .824 | 2038 | |
| 54 | Justice Rasberry# | .824 | 2055 | |
| 54 | Ed Cruz | .824 | 2031 | |
| 54 | Adelaide Sarafana | .824 | 2001 | |
| 54 | Andy Thorstad# | .824 | 2055 | |
| 54 | George Neilly | .824 | 1979 | |
| 65 | Liam Gall | .818 | 2049 | |
| 65 | Cisco Martínez | .818 | 1989 | |
| 65 | Dave Householder | .818 | 2025 | |
| 65 | Porter Reichert | .818 | 2047 | |
| 69 | Bill Trevino | .812 | 2007 | |
| 69 | Chad Raymond | .812 | 2019 | |
| 69 | Jessie Smith# | .812 | 2058 | |
| 69 | Ty Hogrefe# | .812 | 2055 | |
| 69 | Marlon Huffman | .812 | 1994 | |
| 69 | Francis Pena | .812 | 1994 | |
| 75 | Saxby Murray# | .810 | 2052 | |
| 76 | Rowan Somero | .800 | 2045 | |
| 76 | Marcus Speight# | .800 | 2052 | |
| 76 | Leonis Wrajenko# | .800 | 2059 | |
| 76 | P.T. Wakihuri | .800 | 2040 | |
| 76 | Cam Moody# | .800 | 2057 | |
| 76 | Tom Kriege | .800 | 2027 | |
| 76 | Timothy Grove | .800 | 2044 | |
| 76 | Joey Anderson | .800 | 2005 | |
| 76 | Tyler Girard | .800 | 2036 | |
| 76 | Joey Bertin | .800 | 2003 | |
| 76 | Ignacio Sanchez | .800 | 2010 | |
| 76 | Kyle Taylor | .800 | 2045 | |
| 76 | Gene Bland | .800 | 1985 | |
| 76 | Leo Aguilar | .800 | 2008 | |
| 76 | Robby Johnston | .800 | 1988 | |
| 76 | Gin-fan Chien | .800 | 1986 | |
| 76 | Tom LaJoie | .800 | 2023 | |
| 93 | Pat Hickman | .789 | 2004 | |
| 94 | Caleb Clifton# | .786 | 2055 | |
| 94 | Joey Nunamaker | .786 | 2013 | |
| 94 | Riley Easley | .786 | 2044 | |
| 94 | Cam Moody# | .786 | 2059 | |
| 94 | Denver Watkins | .786 | 1993 | |
| 94 | Ian Olsen | .786 | 2025 | |
| 100 | Sadakuno Sakai | .783 | 1979 |
