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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Terry Coleman | 1.000 | 2005 | |
| 1 | Josh Johnson | 1.000 | 2005 | |
| 1 | Josh Johnson | 1.000 | 2004 | |
| 1 | Melvin Reese | 1.000 | 2005 | |
| 1 | Homer Bailey | 1.000 | 2005 | |
| 6 | Tom O'Toole | .941 | 2009 | |
| 6 | Steve Hewer | .941 | 2006 | |
| 8 | Jim Davis | .933 | 2013 | |
| 8 | Herman Kramer | .933 | 2013 | |
| 8 | Jorge López# | .933 | 2024 | |
| 11 | Anibal Sanchez | .929 | 2006 | |
| 11 | George Burke# | .929 | 2012 | |
| 11 | Ronald Moyer# | .929 | 2016 | |
| 14 | Roland Gates | .923 | 2007 | |
| 14 | George Burke# | .923 | 2011 | |
| 14 | Craig O'Brien# | .923 | 2020 | |
| 17 | Johnny Cueto | .917 | 2006 | |
| 17 | Greg Wheeler | .917 | 2018 | |
| 17 | Ken Brandon | .917 | 2013 | |
| 20 | José Domínguez# | .909 | 2022 | |
| 20 | Johnny Cueto | .909 | 2007 | |
| 20 | Jeremy Hellickson | .909 | 2008 | |
| 20 | Manuel Martínez# | .909 | 2025 | |
| 20 | Nils van Oeveren# | .909 | 2024 | |
| 25 | Elías Maldonado# | .900 | 2031 | |
| 25 | Roger Powell | .900 | 2011 | |
| 27 | Lee Flowers | .889 | 2009 | |
| 28 | Donovan Straughan# | .882 | 2025 | |
| 29 | Kevin Davis | .875 | 2008 | |
| 29 | Hoyt Allen# | .875 | 2017 | |
| 29 | Gio Gonzalez | .875 | 2007 | |
| 29 | Mario Ibarra | .875 | 2011 | |
| 33 | Robert Weaver | .867 | 2009 | |
| 33 | William Pierce# | .867 | 2019 | |
| 33 | Eddie James# | .867 | 2015 | |
| 33 | Alonso Castillo | .867 | 2008 | |
| 33 | Steve Mills# | .867 | 2019 | |
| 33 | Tommy Bryant | .867 | 2006 | |
| 33 | Francisco Costello | .867 | 2017 | |
| 40 | Bill Moore# | .857 | 2015 | |
| 40 | Anthony King | .857 | 2015 | |
| 40 | David Stevens | .857 | 2012 | |
| 40 | Kyle Jones | .857 | 2010 | |
| 40 | Pedro Figueroa | .857 | 2007 | |
| 40 | Ryan Arnold | .857 | 2005 | |
| 46 | John Lambert# | .850 | 2017 | |
| 46 | Bob Frazier# | .850 | 2014 | |
| 46 | Efraim Ouwendijk# | .850 | 2025 | |
| 46 | Sang-your O# | .850 | 2025 | |
| 50 | Alex Cobb | .846 | 2009 | |
| 50 | Buddy Mitchell | .846 | 2008 | |
| 50 | José Cruz# | .846 | 2025 | |
| 50 | Michael Conley | .846 | 2006 | |
| 50 | Víctor Dueñas# | .846 | 2014 | |
| 50 | Tom O'Toole | .846 | 2008 | |
| 50 | Blake Pegler# | .846 | 2021 | |
| 57 | Jesús Negrón# | .833 | 2015 | |
| 57 | Lawrence Richmond | .833 | 2017 | |
| 57 | Anibal Sanchez | .833 | 2005 | |
| 57 | Francisco Teledano# | .833 | 2022 | |
| 57 | Juan Hernández | .833 | 2021 | |
| 57 | Homer Bailey | .833 | 2006 | |
| 57 | Eddie James# | .833 | 2017 | |
| 57 | Doug Mills | .833 | 2004 | |
| 57 | Melvin Reese | .833 | 2004 | |
| 57 | Pedro Figueroa | .833 | 2005 | |
| 57 | John Fuller# | .833 | 2023 | |
| 57 | Edinson Volquez | .833 | 2005 | |
| 57 | Alexis Ritchie | .833 | 2019 | |
| 57 | Ricky Nolasco | .833 | 2005 | |
| 57 | Yovani Gallardo | .833 | 2007 | |
| 57 | Harry Hutchinson# | .833 | 2019 | |
| 57 | Shawn Washington# | .833 | 2019 | |
| 57 | Jake McGee | .833 | 2008 | |
| 57 | Will Davidson | .833 | 2004 | |
| 76 | Bob Águila# | .826 | 2021 | |
| 77 | Jason Brown# | .824 | 2025 | |
| 77 | Roy Williamson# | .824 | 2014 | |
| 77 | Gerwin de Moor# | .824 | 2024 | |
| 77 | Douglas Nelson# | .824 | 2019 | |
| 77 | León Castillo# | .824 | 2024 | |
| 77 | Arthur Alston# | .824 | 2018 | |
| 83 | Derek Collins# | .818 | 2020 | |
| 83 | Jake McGee | .818 | 2009 | |
| 83 | Chris Johnson# | .818 | 2018 | |
| 83 | Chris Wallace | .818 | 2011 | |
| 83 | Joakim Soria | .818 | 2006 | |
| 83 | José Muñóz | .818 | 2012 | |
| 83 | Stanley Verstraten# | .818 | 2021 | |
| 83 | Keith McCoy# | .818 | 2014 | |
| 83 | Will Browning# | .818 | 2015 | |
| 83 | Joel Zumaya | .818 | 2006 | |
| 93 | Matthew Peterson# | .812 | 2017 | |
| 93 | Tim Pulliam# | .812 | 2019 | |
| 93 | Luke Goff# | .812 | 2024 | |
| 93 | Austin Willis | .812 | 2011 | |
| 93 | Máximo Sánchez | .812 | 2009 | |
| 93 | Fred Garrett | .812 | 2014 | |
| 93 | Phil Marshall# | .812 | 2018 | |
| 93 | José Gonzáles | .812 | 2012 |
