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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Career Leaderboard |
|---|---|---|---|---|
| 1 | Chris Harris | .950 | 2013 | |
| 2 | William Arredondo | .944 | 2006 | |
| 3 | Bill Vasquez | .895 | 2006 | |
| 4 | Aaron Sutton | .870 | 2011 | |
| 4 | Eric Burdine | .870 | 2014 | |
| 6 | Joe Hart# | .864 | 2016 | |
| 7 | Rusty Hays | .857 | 2005 | |
| 7 | Joe Hart# | .857 | 2021 | |
| 7 | Joe Hewson# | .857 | 2015 | |
| 10 | Hiromi Fukuda | .850 | 2006 | |
| 10 | Bill Rauch# | .850 | 2018 | |
| 12 | Chad Landreth | .846 | 2004 | |
| 13 | Paul Ledford* | .840 | 2006 | |
| 14 | Rodrigo Lemus# | .833 | 2017 | |
| 14 | Elard Nijhuis | .833 | 2004 | |
| 14 | Eric Burdine | .833 | 2002 | |
| 17 | Rodrigo Lemus# | .826 | 2019 | |
| 17 | Du-sung Moon | .826 | 2006 | |
| 19 | Ray Rorie# | .818 | 2018 | |
| 19 | Phil Gregoire# | .818 | 2015 | |
| 19 | Iliana Preciado | .818 | 2005 | |
| 22 | Jeff Glissman | .810 | 2000 | |
| 22 | Travis Thurber# | .810 | 2010 | |
| 24 | Zachary Christman# | .808 | 2017 | |
| 25 | Sean Bartol | .800 | 2004 | |
| 25 | Aubert Rebellin | .800 | 2012 | |
| 25 | Luis Alcoser# | .800 | 2010 | |
| 25 | Bryan Kaiser | .800 | 2011 | |
| 25 | Felipe Ayala# | .800 | 2017 | |
| 25 | Eric Burdine | .800 | 2000 | |
| 25 | Alfredo Tiscareno# | .800 | 2019 | |
| 32 | Joe Hart# | .792 | 2017 | |
| 33 | Edwin Gutierrez | .789 | 2005 | |
| 33 | J.R. Mitchell# | .789 | 2018 | |
| 35 | Paul Ledford* | .786 | 2008 | |
| 36 | David Nations | .783 | 2004 | |
| 36 | Jeff Rochefort# | .783 | 2015 | |
| 36 | Chris Stein | .783 | 2007 | |
| 39 | Phil Gregoire# | .778 | 2018 | |
| 39 | Danny Carmona | .778 | 2014 | |
| 39 | Blake Barber | .778 | 2006 | |
| 39 | Greg Sandlin# | .778 | 2018 | |
| 43 | Rodolfo Soto# | .769 | 2020 | |
| 43 | Heriberto Milan# | .769 | 2010 | |
| 45 | Dillon Moyer | .765 | 2008 | |
| 45 | Austin Bauer | .765 | 2012 | |
| 45 | Cody Morosko | .765 | 2007 | |
| 45 | Antonio Enriquez# | .765 | 2017 | |
| 49 | Mike Nave | .762 | 2014 | |
| 49 | Chris Frost# | .762 | 2014 | |
| 49 | Carlos Mendez# | .762 | 2018 | |
| 49 | Jordan Clarke# | .762 | 2006 | |
| 49 | Felipe Ayala# | .762 | 2019 | |
| 49 | Greg Sandlin# | .762 | 2010 | |
| 49 | Aaron Sutton | .762 | 2012 | |
| 49 | Travis Salopek# | .762 | 2017 | |
| 57 | Heriberto Milan# | .760 | 2009 | |
| 57 | Rodrigo Lemus# | .760 | 2018 | |
| 59 | Heriberto Milan# | .759 | 2011 | |
| 60 | Josh Reed# | .750 | 2020 | |
| 60 | Felipe Ayala# | .750 | 2020 | |
| 60 | Cody Aranda | .750 | 2008 | |
| 60 | J.R. Mitchell# | .750 | 2014 | |
| 60 | Oscar Malave# | .750 | 2015 | |
| 60 | Andy Weatherholt# | .750 | 2021 | |
| 60 | Corbett Wright# | .750 | 2012 | |
| 60 | Richard Alter# | .750 | 2020 | |
| 60 | Xiang-ling Fei* | .750 | 2004 | |
| 60 | Felipe Ayala# | .750 | 2018 | |
| 60 | Bill Vasquez | .750 | 2008 | |
| 60 | Miguel Leon# | .750 | 2019 | |
| 60 | Miguel Berrios# | .750 | 2019 | |
| 60 | Elard Nijhuis | .750 | 2006 | |
| 60 | Corbett Wright# | .750 | 2021 | |
| 60 | Tyrone Hairston | .750 | 2004 | |
| 60 | Rodrigo Lemus# | .750 | 2016 | |
| 77 | Paul Ledford* | .742 | 2003 | |
| 78 | Paul Ledford* | .741 | 2013 | |
| 78 | Brian Chambliss | .741 | 2006 | |
| 80 | Carlos Mendez# | .739 | 2013 | |
| 80 | Joe Hart# | .739 | 2015 | |
| 80 | Ching Ding | .739 | 2007 | |
| 80 | Carlos Mendez# | .739 | 2019 | |
| 80 | Seth Carey | .739 | 2009 | |
| 80 | Heriberto Milan# | .739 | 2012 | |
| 80 | Chris Mattison# | .739 | 2014 | |
| 80 | Chad Landreth | .739 | 2015 | |
| 80 | Travis Thurber# | .739 | 2008 | |
| 80 | Blake Barber | .739 | 2002 | |
| 90 | Matt Graham# | .737 | 2021 | |
| 90 | Samuel Napoleo | .737 | 2011 | |
| 90 | Grant Seals | .737 | 2010 | |
| 90 | Pat Hovhannisian# | .737 | 2016 | |
| 90 | Josh Shute | .737 | 2015 | |
| 95 | Mike Marabella | .733 | 2007 | |
| 96 | Byung-sik Lee | .731 | 2009 | |
| 96 | Du-sung Moon | .731 | 2003 | |
| 98 | Allen Anderson# | .727 | 2019 | |
| 98 | Stephen Stride# | .727 | 2017 | |
| 98 | Paul Ledford* | .727 | 2005 |
