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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Jeff Buck# | 1.000 | 2015-2025 | |
| 1 | Francisco Camacho | 1.000 | 2000-2013 | |
| 1 | Branden Covington# | 1.000 | 2024-2025 | |
| 1 | Zachary Facundo | 1.000 | 2000-2009 | |
| 1 | Johnny Keener# | 1.000 | 2015-2025 | |
| 1 | Carlos Pardo | 1.000 | 2012-2021 | |
| 1 | Sean Stevens# | 1.000 | 2023-2025 | |
| 1 | Takeji Takano# | 1.000 | 2024-2025 | |
| 9 | Chris Mattison | .889 | 2012-2019 | |
| 10 | Brian Prince | .833 | 2011-2024 | |
| 11 | Sean Bartol | .800 | 2000-2010 | |
| 11 | Chris Frost | .800 | 2011-2022 | |
| 11 | Elard Nijhuis | .800 | 2000-2009 | |
| 11 | Jose Ojeda# | .800 | 2020-2025 | |
| 11 | Luke Scrimger# | .800 | 2019-2025 | |
| 16 | Blake Barber | .778 | 2000-2007 | |
| 16 | Josh Flaten# | .778 | 2015-2025 | |
| 18 | Marty Capone# | .750 | 2019-2024 | |
| 18 | Oreste Comollo | .750 | 2001-2014 | |
| 18 | William Deel# | .750 | 2022-2025 | |
| 18 | Phil Gregoire# | .750 | 2013-2025 | |
| 18 | Greg Sandlin | .750 | 2009-2024 | |
| 18 | Scott Schowalter | .750 | 2012-2021 | |
| 18 | Todd Thompson# | .750 | 2015-2025 | |
| 25 | David Edgemon# | .714 | 2021-2025 | |
| 26 | Chris Jacoby# | .700 | 2015-2025 | |
| 27 | Heriberto Milan | .692 | 2007-2022 | |
| 28 | Seth Carey | .667 | 2004-2016 | |
| 28 | Nelson Cirilo | .667 | 2007-2014 | |
| 28 | Omar Cons# | .667 | 2023-2025 | |
| 28 | Antonio Enriquez# | .667 | 2016-2025 | |
| 28 | Dave Harvey# | .667 | 2020-2025 | |
| 28 | Ryan Henry# | .667 | 2022-2025 | |
| 28 | Brad Hower | .667 | 2010-2024 | |
| 28 | Yosaburo Kanda | .667 | 2013-2022 | |
| 28 | Tom Kitko | .667 | 2012-2023 | |
| 28 | Jorge Lopez | .667 | 2004-2013 | |
| 38 | Cody Morosko | .647 | 2000-2010 | |
| 39 | Jose Rodriguez* | .636 | 2000-2016 | |
| 40 | Antonio Higuera# | .625 | 2007-2025 | |
| 40 | Andy Weatherholt# | .625 | 2021-2025 | |
| 42 | Miguel Berrios# | .600 | 2018-2025 | |
| 42 | Seth Dann | .600 | 2002-2013 | |
| 42 | Brett Dorman | .600 | 2005-2019 | |
| 42 | Albert Fabian# | .600 | 2014-2025 | |
| 42 | Paul Ledford* | .600 | 2000-2013 | |
| 42 | Rodrigo Lemus# | .600 | 2013-2025 | |
| 42 | Hethum Manasarian | .600 | 2001-2020 | |
| 42 | Oscar Martinez | .600 | 2000-2010 | |
| 42 | Sergio Martinez | .600 | 2005-2017 | |
| 42 | Stephen Stride | .600 | 2011-2022 | |
| 42 | Justin Turbeville | .600 | 2008-2018 | |
| 42 | Bill Vasquez | .600 | 2000-2012 | |
| 42 | Keith Young | .600 | 2000-2007 | |
| 55 | Gordie Clifford# | .571 | 2013-2024 | |
| 55 | Adam Farmer | .571 | 2000-2009 | |
| 55 | Dan Miller# | .571 | 2018-2025 | |
| 55 | Adrian Radecki | .571 | 2012-2019 | |
| 55 | Aaron Sutton | .571 | 2009-2021 | |
| 60 | Xiang-ling Fei* | .562 | 2000-2012 | |
| 60 | Jonathan Luna | .562 | 2000-2011 | |
| 60 | Rodolfo Soto# | .562 | 2015-2025 | |
| 63 | Casey Abbott# | .556 | 2009-2025 | |
| 63 | Adam D'Alberto# | .556 | 2016-2025 | |
| 63 | Bill Flowers# | .556 | 2011-2025 | |
| 63 | Iliana Preciado | .556 | 2000-2009 | |
| 67 | Jordan Clarke | .545 | 2004-2023 | |
| 67 | Sukeaki Kato | .545 | 2001-2014 | |
| 69 | Joe Hart# | .524 | 2013-2025 | |
| 70 | Vance Adams | .500 | 2000-2013 | |
| 70 | William Arredondo | .500 | 2000-2012 | |
| 70 | Austin Bauer | .500 | 2005-2014 | |
| 70 | Julian Bryant# | .500 | 2020-2025 | |
| 70 | Andy Dooley# | .500 | 2014-2025 | |
| 70 | Justin Fielding | .500 | 2000-2013 | |
| 70 | Carlos Garcia | .500 | 2000-2014 | |
| 70 | Damien Haling | .500 | 2000-2011 | |
| 70 | Chris Harris | .500 | 2007-2020 | |
| 70 | Josh Huggins# | .500 | 2022-2025 | |
| 70 | Cameron Hutchinson# | .500 | 2015-2025 | |
| 70 | Miguel Isiordia | .500 | 2003-2012 | |
| 70 | Jack Ivory# | .500 | 2018-2025 | |
| 70 | Corey Johnson | .500 | 2010-2020 | |
| 70 | Alejandro Marquina | .500 | 2002-2016 | |
| 70 | Barry McLamb# | .500 | 2013-2023 | |
| 70 | Hector Moralez | .500 | 2011-2019 | |
| 70 | Lee Morgan# | .500 | 2019-2024 | |
| 70 | Dillon Moyer | .500 | 2002-2014 | |
| 70 | Adam Ryan# | .500 | 2017-2024 | |
| 70 | Josh Shute | .500 | 2013-2018 | |
| 70 | Nick Slover# | .500 | 2022-2025 | |
| 70 | Travis Thurber# | .500 | 2005-2024 | |
| 70 | Kory Tourville# | .500 | 2014-2024 | |
| 94 | Corey Gruver# | .476 | 2006-2025 | |
| 95 | Miles Hale | .444 | 2000-2011 | |
| 95 | Pat Payne | .444 | 2009-2023 | |
| 97 | Eric Burdine* | .440 | 2000-2017 | |
| 98 | Jay Helm# | .429 | 2015-2025 | |
| 98 | Dan Mills# | .429 | 2014-2025 | |
| 98 | Jose Moreno | .429 | 2000-2014 |
