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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 | Eric Burdine* | .870 | 2014 | |
| 4 | Aaron Sutton | .870 | 2011 | |
| 6 | Joe Hart# | .864 | 2016 | |
| 6 | Rodrigo Lemus# | .864 | 2022 | |
| 8 | Rusty Hays | .857 | 2005 | |
| 8 | Joe Hewson | .857 | 2015 | |
| 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 | Chad Landreth | .846 | 2004 | |
| 17 | Paul Ledford* | .840 | 2006 | |
| 18 | Eric Burdine* | .833 | 2002 | |
| 18 | Sean Stevens# | .833 | 2024 | |
| 18 | Elard Nijhuis | .833 | 2004 | |
| 18 | Rodrigo Lemus# | .833 | 2017 | |
| 18 | Jack Ivory# | .833 | 2026 | |
| 23 | Du-sung Moon | .826 | 2006 | |
| 23 | Rodrigo Lemus# | .826 | 2019 | |
| 25 | Oscar Malave# | .824 | 2026 | |
| 26 | Omar Cons# | .818 | 2026 | |
| 26 | Phil Gregoire# | .818 | 2015 | |
| 26 | Iliana Preciado | .818 | 2005 | |
| 26 | Sam Campos# | .818 | 2023 | |
| 26 | Ray Rorie# | .818 | 2018 | |
| 31 | Travis Thurber# | .810 | 2010 | |
| 31 | Sean Muzzy# | .810 | 2024 | |
| 31 | Sam Campos# | .810 | 2022 | |
| 31 | Jeff Glissman | .810 | 2000 | |
| 35 | Zachary Christman# | .808 | 2017 | |
| 36 | Sean Bartol | .800 | 2004 | |
| 36 | Luis Alcoser | .800 | 2010 | |
| 36 | Aubert Rebellin | .800 | 2012 | |
| 36 | Felipe Ayala# | .800 | 2017 | |
| 36 | Randy Fischer# | .800 | 2026 | |
| 36 | Bryan Kaiser | .800 | 2011 | |
| 36 | Eric Burdine* | .800 | 2000 | |
| 36 | Alfredo Tiscareno# | .800 | 2019 | |
| 44 | Rodrigo Lemus# | .792 | 2024 | |
| 44 | William Deel# | .792 | 2025 | |
| 44 | Joe Hart# | .792 | 2017 | |
| 47 | Edwin Gutierrez | .789 | 2005 | |
| 47 | Alfredo Tiscareno# | .789 | 2022 | |
| 47 | Ryan Henry# | .789 | 2025 | |
| 47 | J.R. Mitchell# | .789 | 2018 | |
| 51 | Branden Covington# | .786 | 2025 | |
| 51 | Paul Ledford* | .786 | 2008 | |
| 53 | Chris Stein | .783 | 2007 | |
| 53 | David Nations | .783 | 2004 | |
| 53 | Jeff Rochefort | .783 | 2015 | |
| 56 | Blake Barber | .778 | 2006 | |
| 56 | Phil Gregoire# | .778 | 2018 | |
| 56 | Greg Sandlin | .778 | 2018 | |
| 56 | Danny Carmona | .778 | 2014 | |
| 60 | Rodrigo Lemus# | .773 | 2023 | |
| 61 | Andy Weatherholt# | .769 | 2024 | |
| 61 | Felipe Ayala# | .769 | 2025 | |
| 61 | Heriberto Milan | .769 | 2010 | |
| 61 | Rodolfo Soto# | .769 | 2020 | |
| 61 | Justin Jemison# | .769 | 2022 | |
| 66 | Cody Morosko | .765 | 2007 | |
| 66 | Xavier Cooper# | .765 | 2024 | |
| 66 | Antonio Enriquez# | .765 | 2017 | |
| 66 | Austin Bauer | .765 | 2012 | |
| 66 | Jason Emary# | .765 | 2026 | |
| 66 | Dillon Moyer | .765 | 2008 | |
| 72 | Travis Salopek | .762 | 2017 | |
| 72 | Jordan Clarke | .762 | 2006 | |
| 72 | Aaron Sutton | .762 | 2012 | |
| 72 | Carlos Mendez# | .762 | 2018 | |
| 72 | Felipe Ayala# | .762 | 2019 | |
| 72 | Chris Frost | .762 | 2014 | |
| 72 | Mike Nave | .762 | 2014 | |
| 72 | Greg Sandlin | .762 | 2010 | |
| 80 | Rodrigo Lemus# | .760 | 2018 | |
| 80 | Heriberto Milan | .760 | 2009 | |
| 82 | Heriberto Milan | .759 | 2011 | |
| 83 | Xiang-ling Fei* | .750 | 2004 | |
| 83 | Bill Vasquez | .750 | 2008 | |
| 83 | Corbett Wright | .750 | 2012 | |
| 83 | Richard Alter# | .750 | 2020 | |
| 83 | Rodrigo Lemus# | .750 | 2016 | |
| 83 | Dave Harvey# | .750 | 2024 | |
| 83 | Miguel Berrios# | .750 | 2019 | |
| 83 | Andy Weatherholt# | .750 | 2021 | |
| 83 | Oscar Malave# | .750 | 2015 | |
| 83 | Branden Covington# | .750 | 2024 | |
| 83 | Felipe Ayala# | .750 | 2020 | |
| 83 | Felipe Ayala# | .750 | 2018 | |
| 83 | Tyrone Hairston | .750 | 2004 | |
| 83 | Miguel Leon# | .750 | 2019 | |
| 83 | J.R. Mitchell# | .750 | 2014 | |
| 83 | Elard Nijhuis | .750 | 2006 | |
| 83 | Josh Reed# | .750 | 2020 | |
| 83 | Dan Miller# | .750 | 2025 |
