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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Eric Burdine* | 11 | 2000-2017 | |
| 1 | Joe Hart# | 11 | 2013-2025 | |
| 1 | Cody Morosko | 11 | 2000-2010 | |
| 4 | Corey Gruver# | 10 | 2006-2025 | |
| 5 | Xiang-ling Fei* | 9 | 2000-2012 | |
| 5 | Paul Ledford* | 9 | 2000-2013 | |
| 5 | Rodrigo Lemus# | 9 | 2013-2025 | |
| 5 | Jonathan Luna | 9 | 2000-2011 | |
| 5 | Heriberto Milan | 9 | 2007-2022 | |
| 5 | Rodolfo Soto# | 9 | 2015-2025 | |
| 11 | Gordie Clifford# | 8 | 2013-2024 | |
| 11 | Jack Ivory# | 8 | 2018-2025 | |
| 11 | Johnny Keener# | 8 | 2015-2025 | |
| 11 | Chris Mattison | 8 | 2012-2019 | |
| 11 | Jose Ojeda# | 8 | 2020-2025 | |
| 16 | Blake Barber | 7 | 2000-2007 | |
| 16 | Josh Flaten# | 7 | 2015-2025 | |
| 16 | Chris Jacoby# | 7 | 2015-2025 | |
| 16 | Chad Landreth | 7 | 2001-2017 | |
| 16 | Jose Rodriguez* | 7 | 2000-2016 | |
| 21 | Francisco Camacho | 6 | 2000-2013 | |
| 21 | Jordan Clarke | 6 | 2004-2023 | |
| 21 | Albert Fabian# | 6 | 2014-2025 | |
| 21 | Sukeaki Kato | 6 | 2001-2014 | |
| 21 | Tom Kitko | 6 | 2012-2023 | |
| 21 | Greg Sandlin | 6 | 2009-2024 | |
| 21 | Sean Stevens# | 6 | 2023-2025 | |
| 21 | Bill Vasquez | 6 | 2000-2012 | |
| 29 | Casey Abbott# | 5 | 2009-2025 | |
| 29 | Zachary Christman# | 5 | 2014-2025 | |
| 29 | Adam D'Alberto# | 5 | 2016-2025 | |
| 29 | David Edgemon# | 5 | 2021-2025 | |
| 29 | Bill Flowers# | 5 | 2011-2025 | |
| 29 | Antonio Higuera# | 5 | 2007-2025 | |
| 29 | Corey Johnson | 5 | 2010-2020 | |
| 29 | Carlos Mendez# | 5 | 2011-2025 | |
| 29 | Iliana Preciado | 5 | 2000-2009 | |
| 29 | Brian Prince | 5 | 2011-2024 | |
| 29 | Chad Stokes | 5 | 2006-2017 | |
| 29 | Alfredo Tiscareno# | 5 | 2010-2025 | |
| 29 | Andy Weatherholt# | 5 | 2021-2025 | |
| 42 | Sean Bartol | 4 | 2000-2010 | |
| 42 | Omar Cons# | 4 | 2023-2025 | |
| 42 | Adam Farmer | 4 | 2000-2009 | |
| 42 | Chris Frost | 4 | 2011-2022 | |
| 42 | Miles Hale | 4 | 2000-2011 | |
| 42 | Dave Harvey# | 4 | 2020-2025 | |
| 42 | Yosaburo Kanda | 4 | 2013-2022 | |
| 42 | Santos Martinez | 4 | 2000-2012 | |
| 42 | Vince Mellon# | 4 | 2023-2025 | |
| 42 | Emmanuel Mendoza | 4 | 2008-2023 | |
| 42 | Dan Miller# | 4 | 2018-2025 | |
| 42 | Du-sung Moon | 4 | 2002-2015 | |
| 42 | Jaylin Moyer# | 4 | 2018-2023 | |
| 42 | Elard Nijhuis | 4 | 2000-2009 | |
| 42 | Pat Payne | 4 | 2009-2023 | |
| 42 | Adrian Radecki | 4 | 2012-2019 | |
| 42 | Julian Rangel | 4 | 2008-2018 | |
| 42 | Matt Schmid# | 4 | 2013-2023 | |
| 42 | Luke Scrimger# | 4 | 2019-2025 | |
| 42 | Shawn Spruce | 4 | 2007-2016 | |
| 42 | Aaron Sutton | 4 | 2009-2021 | |
| 42 | Takeji Takano# | 4 | 2024-2025 | |
| 42 | Travis Thurber# | 4 | 2005-2024 | |
| 65 | Lorenzo Andrade# | 3 | 2016-2023 | |
| 65 | Justin Armstrong | 3 | 2000-2006 | |
| 65 | William Arredondo | 3 | 2000-2012 | |
| 65 | Felipe Ayala# | 3 | 2013-2025 | |
| 65 | Ron Baumgardner | 3 | 2010-2019 | |
| 65 | Miguel Berrios# | 3 | 2018-2025 | |
| 65 | Jeff Buck# | 3 | 2015-2025 | |
| 65 | Marty Capone# | 3 | 2019-2024 | |
| 65 | Oreste Comollo | 3 | 2001-2014 | |
| 65 | Branden Covington# | 3 | 2024-2025 | |
| 65 | Seth Dann | 3 | 2002-2013 | |
| 65 | William Deel# | 3 | 2022-2025 | |
| 65 | Brett Dorman | 3 | 2005-2019 | |
| 65 | Geremia Farinelli | 3 | 2000-2014 | |
| 65 | Mickey Ferrell# | 3 | 2011-2024 | |
| 65 | Carlos Garcia | 3 | 2000-2014 | |
| 65 | Ken Goers | 3 | 2001-2014 | |
| 65 | Phil Gregoire# | 3 | 2013-2025 | |
| 65 | Travis Gross | 3 | 2014-2021 | |
| 65 | Jaiden Harvey# | 3 | 2022-2024 | |
| 65 | Jay Helm# | 3 | 2015-2025 | |
| 65 | Mike Hill | 3 | 2001-2011 | |
| 65 | Shane Kidd# | 3 | 2023-2025 | |
| 65 | Grant Lee | 3 | 2014-2023 | |
| 65 | Sergio Maffi | 3 | 2000-2010 | |
| 65 | Hethum Manasarian | 3 | 2001-2020 | |
| 65 | Oscar Martinez | 3 | 2000-2010 | |
| 65 | Sergio Martinez | 3 | 2005-2017 | |
| 65 | Barry McLamb# | 3 | 2013-2023 | |
| 65 | Juan Mendoza# | 3 | 2014-2025 | |
| 65 | Dan Mills# | 3 | 2014-2025 | |
| 65 | Izzy Montano | 3 | 2000-2010 | |
| 65 | Jose Moreno | 3 | 2000-2014 | |
| 65 | Lee Morgan# | 3 | 2019-2024 | |
| 65 | Vinny Narvaez# | 3 | 2014-2025 | |
| 65 | David Nations | 3 | 2000-2008 |
