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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Jason Hollenbeck# | 1.000 | 2022 | |
| 1 | Travis Gross | 1.000 | 2017 | |
| 1 | Andy Weatherholt# | 1.000 | 2023 | |
| 1 | Cody Morosko | 1.000 | 2001 | |
| 1 | Sean Stevens# | 1.000 | 2023 | |
| 1 | Sean Stevens# | 1.000 | 2024 | |
| 1 | Sam Campos# | 1.000 | 2023 | |
| 1 | Eric Burdine* | 1.000 | 2014 | |
| 1 | Josh Flaten# | 1.000 | 2015 | |
| 1 | Stephen Stride | 1.000 | 2012 | |
| 1 | Johnny Keener# | 1.000 | 2018 | |
| 1 | Jonathan Allen# | 1.000 | 2022 | |
| 1 | Jordan Clarke | 1.000 | 2008 | |
| 1 | Ryan Henry# | 1.000 | 2024 | |
| 1 | Luke Scrimger# | 1.000 | 2023 | |
| 1 | Quito Herrera# | 1.000 | 2021 | |
| 1 | Antonio Higuera# | 1.000 | 2019 | |
| 1 | Iliana Preciado | 1.000 | 2008 | |
| 1 | Jay Helm# | 1.000 | 2022 | |
| 1 | Elard Nijhuis | 1.000 | 2006 | |
| 1 | Jaiden Harvey# | 1.000 | 2022 | |
| 1 | Yosaburo Kanda | 1.000 | 2014 | |
| 1 | Yosaburo Kanda | 1.000 | 2018 | |
| 1 | Bill Flowers# | 1.000 | 2012 | |
| 1 | Bill Flowers# | 1.000 | 2011 | |
| 1 | Elard Nijhuis | 1.000 | 2005 | |
| 1 | Rodolfo Soto# | 1.000 | 2020 | |
| 1 | Corey Gruver# | 1.000 | 2014 | |
| 1 | Seth Dann | 1.000 | 2011 | |
| 1 | Brian Prince# | 1.000 | 2016 | |
| 1 | Joe Hart# | 1.000 | 2015 | |
| 1 | Joe Hart# | 1.000 | 2016 | |
| 1 | Dillon Moyer | 1.000 | 2011 | |
| 1 | Alejandro Marquina | 1.000 | 2013 | |
| 1 | Johnny Keener# | 1.000 | 2017 | |
| 1 | Alfredo Tiscareno# | 1.000 | 2018 | |
| 1 | Kyle Ziegler | 1.000 | 2003 | |
| 1 | Seth Carey | 1.000 | 2006 | |
| 1 | Kyle Ziegler | 1.000 | 2005 | |
| 1 | Evan Pullman# | 1.000 | 2022 | |
| 1 | Bill Vasquez | 1.000 | 2003 | |
| 1 | Julian Bryant# | 1.000 | 2021 | |
| 1 | Bill Vasquez | 1.000 | 2008 | |
| 1 | Iliana Preciado | 1.000 | 2005 | |
| 1 | Tyrone Hairston | 1.000 | 2009 | |
| 1 | Branden Covington# | 1.000 | 2024 | |
| 1 | Paul Ledford* | 1.000 | 2008 | |
| 1 | Paul Ledford* | 1.000 | 2013 | |
| 1 | Chris Kuperman | 1.000 | 2010 | |
| 1 | Jorge Lopez | 1.000 | 2005 | |
| 1 | Xiang-ling Fei* | 1.000 | 2010 | |
| 1 | Casey Abbott# | 1.000 | 2021 | |
| 1 | Bill Rauch | 1.000 | 2019 | |
| 1 | Chris Harris | 1.000 | 2016 | |
| 1 | William Deel# | 1.000 | 2024 | |
| 1 | Blake Barber | 1.000 | 2003 | |
| 1 | Emmanuel Mendoza | 1.000 | 2013 | |
| 1 | Greg Sandlin# | 1.000 | 2012 | |
| 1 | Aaron Sutton | 1.000 | 2012 | |
| 1 | Greg Sandlin# | 1.000 | 2018 | |
| 1 | Blake Barber | 1.000 | 2005 | |
| 1 | Chad Stokes | 1.000 | 2009 | |
| 1 | Chris Mattison | 1.000 | 2013 | |
| 1 | Chris Mattison | 1.000 | 2014 | |
| 1 | Miles Hale | 1.000 | 2005 | |
| 1 | Josh Sotelo | 1.000 | 2002 | |
| 1 | Albert Fabian# | 1.000 | 2020 | |
| 1 | Sean Bartol | 1.000 | 2007 | |
| 1 | Pat Payne | 1.000 | 2011 | |
| 1 | Justin Turbeville | 1.000 | 2015 | |
| 1 | Phil Gregoire# | 1.000 | 2016 | |
| 1 | Phil Gregoire# | 1.000 | 2015 | |
| 1 | Ben O'Halloran# | 1.000 | 2018 | |
| 1 | Rodrigo Lemus# | 1.000 | 2020 | |
| 1 | Andy Dooley# | 1.000 | 2021 | |
| 1 | Dan Miller# | 1.000 | 2019 | |
| 1 | Rodrigo Lemus# | 1.000 | 2015 | |
| 1 | Adrian Radecki | 1.000 | 2015 | |
| 1 | Corbett Wright# | 1.000 | 2021 | |
| 1 | Julian Rangel | 1.000 | 2016 | |
| 81 | Zachary Christman# | .800 | 2022 | |
| 81 | Tom Kitko | .800 | 2021 | |
| 83 | Joe Hart# | .750 | 2022 | |
| 83 | Eric Burdine* | .750 | 2007 | |
| 83 | Marty Capone# | .750 | 2019 | |
| 83 | David Edgemon# | .750 | 2024 | |
| 83 | Miguel Berrios# | .750 | 2019 | |
| 83 | Lee Morgan# | .750 | 2021 | |
| 83 | Cody Morosko | .750 | 2002 | |
| 83 | Juan Mendoza# | .750 | 2021 | |
| 83 | Brian Rohde | .750 | 2010 | |
| 83 | Heriberto Milan | .750 | 2010 | |
| 83 | Jack Ivory# | .750 | 2020 | |
| 83 | Adam D'Alberto# | .750 | 2020 | |
| 83 | Jonathan Luna | .750 | 2007 | |
| 83 | Heriberto Milan | .750 | 2011 | |
| 97 | Chad Landreth | .667 | 2016 | |
| 97 | Chad Landreth | .667 | 2012 | |
| 97 | Miguel Isiordia | .667 | 2008 | |
| 97 | Antonio Enriquez# | .667 | 2017 |
