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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Walton James | 1.000 | 2020 | |
| 1 | Luis Castaneda | 1.000 | 2010 | |
| 1 | Bob Schultz | 1.000 | 2006 | |
| 1 | Daron Maddox | 1.000 | 2012 | |
| 1 | Miguel Quintana# | 1.000 | 2015 | |
| 1 | António Negrón | 1.000 | 2011 | |
| 1 | Jon Lester | 1.000 | 2004 | |
| 8 | Major Pixel | .944 | 2004 | |
| 8 | John Coxall# | .944 | 2022 | |
| 10 | Allen Bailey | .938 | 2007 | |
| 10 | António Gutiérrez# | .938 | 2022 | |
| 10 | Cedric Hill# | .938 | 2018 | |
| 10 | David García | .938 | 2008 | |
| 14 | Daron Maddox | .933 | 2011 | |
| 14 | Tomás Esparza# | .933 | 2022 | |
| 14 | Tim Lincecum | .933 | 2007 | |
| 17 | Christian Bentley | .929 | 2014 | |
| 17 | Carl Jones | .929 | 2013 | |
| 19 | Lou Jones | .923 | 2013 | |
| 19 | Orlando Romero# | .923 | 2025 | |
| 19 | Will Porter | .923 | 2005 | |
| 19 | Bill Redus | .923 | 2018 | |
| 23 | Gerard Matthews | .917 | 2011 | |
| 23 | Robbie Murphy | .917 | 2010 | |
| 25 | Dave Márquez | .913 | 2013 | |
| 26 | Rich Looper | .909 | 2015 | |
| 26 | Junior Pérez# | .909 | 2018 | |
| 26 | Janani Mutua | .909 | 2012 | |
| 29 | Lucas Giolito# | .900 | 2020 | |
| 29 | Mike Kingwell | .900 | 2018 | |
| 29 | Carlos Espinosa# | .900 | 2021 | |
| 29 | Daniel Patterson | .900 | 2015 | |
| 33 | Ernest Daniel# | .895 | 2015 | |
| 34 | Herman Wade | .889 | 2014 | |
| 35 | Lee Myers# | .885 | 2017 | |
| 36 | Daryl Gaston# | .882 | 2022 | |
| 36 | Tony Everhart | .882 | 2010 | |
| 36 | Nick Fisher | .882 | 2007 | |
| 36 | Rich Looper | .882 | 2014 | |
| 36 | Georges Besnier# | .882 | 2031 | |
| 36 | Kumar Rocker# | .882 | 2017 | |
| 36 | Vicente Maldonado# | .882 | 2021 | |
| 36 | Kris Medlen | .882 | 2007 | |
| 36 | Grant Howard | .882 | 2016 | |
| 45 | Ameirin Pavlenov | .875 | 2009 | |
| 45 | Garry Gibson | .875 | 2007 | |
| 45 | Micah Olson# | .875 | 2014 | |
| 45 | Júlio Martínez# | .875 | 2022 | |
| 45 | Dan McCourt# | .875 | 2018 | |
| 45 | Mark King | .875 | 2014 | |
| 45 | Jerry Lefebvre# | .875 | 2022 | |
| 45 | Deron Conner | .875 | 2004 | |
| 45 | Ray Muir# | .875 | 2021 | |
| 45 | Chris Warren | .875 | 2013 | |
| 45 | Bob Schultz | .875 | 2007 | |
| 56 | Vicente Hernández | .870 | 2016 | |
| 57 | Esteban Luna | .867 | 2027 | |
| 57 | Javier Santiago | .867 | 2017 | |
| 57 | Andrew Bailey | .867 | 2008 | |
| 57 | Lennart Hansen | .867 | 2013 | |
| 57 | Sergio Gonzáles# | .867 | 2025 | |
| 57 | Aurelio Morales# | .867 | 2021 | |
| 57 | Alex Wood | .867 | 2009 | |
| 57 | Travis Meyers# | .867 | 2019 | |
| 57 | Robert Dixon# | .867 | 2015 | |
| 57 | Lance Lynn | .867 | 2008 | |
| 57 | Will Green | .867 | 2014 | |
| 57 | Tim Lincecum | .867 | 2006 | |
| 57 | Elliott Davis | .867 | 2012 | |
| 57 | Bob Schultz | .867 | 2009 | |
| 71 | Stephen Gang# | .864 | 2025 | |
| 71 | Greg Little | .864 | 2017 | |
| 71 | Josh Brown | .864 | 2007 | |
| 74 | Jonathan Broxton | .857 | 2005 | |
| 74 | Jorge Chávez# | .857 | 2022 | |
| 74 | Bob Wilson | .857 | 2005 | |
| 74 | William Benson | .857 | 2021 | |
| 74 | John Kennedy# | .857 | 2016 | |
| 74 | Nick Ware | .857 | 2014 | |
| 74 | Jim Berthe# | .857 | 2022 | |
| 74 | Clement Hardy# | .857 | 2020 | |
| 82 | José Toro# | .850 | 2026 | |
| 82 | Alfredo Gonzáles# | .850 | 2018 | |
| 82 | Matt Werner# | .850 | 2021 | |
| 82 | Eric Sullivan | .850 | 2016 | |
| 86 | Anthony Hunt | .846 | 2011 | |
| 86 | Joe Sparks | .846 | 2005 | |
| 86 | Dylan Scott | .846 | 2005 | |
| 86 | Mason Mytton | .846 | 2009 | |
| 86 | Cory Horn | .846 | 2017 | |
| 86 | Bill Carruthers# | .846 | 2019 | |
| 92 | Richard Verhoeve# | .842 | 2022 | |
| 92 | Chris Sale | .842 | 2008 | |
| 92 | Mike Wells# | .842 | 2021 | |
| 92 | Jeff Shoemaker# | .842 | 2023 | |
| 92 | Germán Palmeiro# | .842 | 2022 | |
| 92 | Joe Logan# | .842 | 2019 | |
| 98 | Gabriel Sterling# | .840 | 2020 | |
| 99 | Maurice Valentín# | .833 | 2021 | |
| 99 | Simon Murchison# | .833 | 2022 |
