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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 | Rodrigo Lemus# | .864 | 2022 | |
| 6 | Joe Hart# | .864 | 2016 | |
| 8 | Joe Hewson | .857 | 2015 | |
| 8 | Rusty Hays | .857 | 2005 | |
| 8 | Joe Hart# | .857 | 2021 | |
| 11 | Ryan Henry# | .850 | 2024 | |
| 11 | Hiromi Fukuda | .850 | 2006 | |
| 11 | Taylor Motyl# | .850 | 2024 | |
| 11 | Bill Rauch | .850 | 2018 | |
| 11 | David Edgemon# | .850 | 2023 | |
| 16 | Dan Miller# | .846 | 2025 | |
| 16 | Chad Landreth | .846 | 2004 | |
| 18 | Paul Ledford* | .840 | 2006 | |
| 19 | Rodrigo Lemus# | .833 | 2017 | |
| 19 | Elard Nijhuis | .833 | 2004 | |
| 19 | Eric Burdine* | .833 | 2002 | |
| 19 | Sean Stevens# | .833 | 2024 | |
| 23 | Du-sung Moon | .826 | 2006 | |
| 23 | Rodrigo Lemus# | .826 | 2019 | |
| 25 | Sam Campos# | .818 | 2023 | |
| 25 | Phil Gregoire# | .818 | 2015 | |
| 25 | Iliana Preciado | .818 | 2005 | |
| 25 | Ray Rorie# | .818 | 2018 | |
| 29 | Jeff Glissman | .810 | 2000 | |
| 29 | Sean Muzzy# | .810 | 2024 | |
| 29 | Sam Campos# | .810 | 2022 | |
| 29 | Travis Thurber# | .810 | 2010 | |
| 33 | Zachary Christman# | .808 | 2017 | |
| 34 | Alfredo Tiscareno# | .800 | 2019 | |
| 34 | Felipe Ayala# | .800 | 2017 | |
| 34 | Bryan Kaiser | .800 | 2011 | |
| 34 | Aubert Rebellin | .800 | 2012 | |
| 34 | Eric Burdine* | .800 | 2000 | |
| 34 | Sean Bartol | .800 | 2004 | |
| 34 | Luis Alcoser | .800 | 2010 | |
| 41 | Joe Hart# | .792 | 2017 | |
| 41 | Rodrigo Lemus# | .792 | 2024 | |
| 41 | Felipe Ayala# | .792 | 2025 | |
| 44 | Ryan Henry# | .789 | 2025 | |
| 44 | J.R. Mitchell# | .789 | 2018 | |
| 44 | Alfredo Tiscareno# | .789 | 2022 | |
| 44 | Edwin Gutierrez | .789 | 2005 | |
| 48 | Paul Ledford* | .786 | 2008 | |
| 49 | Jeff Rochefort | .783 | 2015 | |
| 49 | William Deel# | .783 | 2025 | |
| 49 | Chris Stein | .783 | 2007 | |
| 49 | David Nations | .783 | 2004 | |
| 53 | Danny Carmona | .778 | 2014 | |
| 53 | Greg Sandlin# | .778 | 2018 | |
| 53 | Blake Barber | .778 | 2006 | |
| 53 | Phil Gregoire# | .778 | 2018 | |
| 53 | Dennis Allen# | .778 | 2025 | |
| 58 | Rodrigo Lemus# | .773 | 2023 | |
| 59 | Andy Weatherholt# | .769 | 2024 | |
| 59 | Rodolfo Soto# | .769 | 2020 | |
| 59 | Justin Jemison# | .769 | 2022 | |
| 59 | Heriberto Milan | .769 | 2010 | |
| 63 | Cody Morosko | .765 | 2007 | |
| 63 | Antonio Enriquez# | .765 | 2017 | |
| 63 | Xavier Cooper# | .765 | 2024 | |
| 63 | Austin Bauer | .765 | 2012 | |
| 63 | Dillon Moyer | .765 | 2008 | |
| 68 | Felipe Ayala# | .762 | 2019 | |
| 68 | Greg Sandlin# | .762 | 2010 | |
| 68 | Jordan Clarke | .762 | 2006 | |
| 68 | Carlos Mendez# | .762 | 2018 | |
| 68 | Aaron Sutton | .762 | 2012 | |
| 68 | Chris Frost | .762 | 2014 | |
| 68 | Mike Nave | .762 | 2014 | |
| 68 | Travis Salopek | .762 | 2017 | |
| 76 | Rodrigo Lemus# | .760 | 2018 | |
| 76 | Heriberto Milan | .760 | 2009 | |
| 78 | Heriberto Milan | .759 | 2011 | |
| 79 | Andy Weatherholt# | .750 | 2021 | |
| 79 | Felipe Ayala# | .750 | 2018 | |
| 79 | Corbett Wright# | .750 | 2021 | |
| 79 | Felipe Ayala# | .750 | 2020 | |
| 79 | Oscar Malave# | .750 | 2015 | |
| 79 | Dave Harvey# | .750 | 2024 | |
| 79 | Matt Graham# | .750 | 2025 | |
| 79 | Cody Aranda | .750 | 2008 | |
| 79 | J.R. Mitchell# | .750 | 2014 | |
| 79 | Corbett Wright# | .750 | 2012 | |
| 79 | Miguel Berrios# | .750 | 2019 | |
| 79 | Branden Covington# | .750 | 2024 | |
| 79 | Bill Vasquez | .750 | 2008 | |
| 79 | Xiang-ling Fei* | .750 | 2004 | |
| 79 | Miguel Leon# | .750 | 2019 | |
| 79 | Josh Reed# | .750 | 2020 | |
| 79 | Tyrone Hairston | .750 | 2004 | |
| 79 | Richard Alter# | .750 | 2020 | |
| 79 | Rodrigo Lemus# | .750 | 2016 | |
| 79 | Elard Nijhuis | .750 | 2006 | |
| 99 | Paul Ledford* | .742 | 2003 | |
| 100 | Paul Ledford* | .741 | 2013 |
