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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 | Cody Morosko | 11 | 2000-2010 | |
| 3 | Corey Gruver# | 10 | 2006-2023 | |
| 4 | Xiang-ling Fei* | 9 | 2000-2012 | |
| 4 | Paul Ledford* | 9 | 2000-2013 | |
| 4 | Jonathan Luna | 9 | 2000-2011 | |
| 4 | Heriberto Milan | 9 | 2007-2022 | |
| 4 | Rodolfo Soto# | 9 | 2015-2023 | |
| 9 | Gordie Clifford# | 8 | 2013-2023 | |
| 9 | Joe Hart# | 8 | 2013-2023 | |
| 9 | Chris Mattison | 8 | 2012-2019 | |
| 12 | Blake Barber | 7 | 2000-2007 | |
| 12 | Josh Flaten# | 7 | 2015-2023 | |
| 12 | Johnny Keener# | 7 | 2015-2023 | |
| 12 | Chad Landreth | 7 | 2001-2017 | |
| 12 | Rodrigo Lemus# | 7 | 2013-2023 | |
| 12 | Jose Rodriguez* | 7 | 2000-2016 | |
| 18 | Francisco Camacho | 6 | 2000-2013 | |
| 18 | Jordan Clarke | 6 | 2004-2023 | |
| 18 | Albert Fabian# | 6 | 2014-2023 | |
| 18 | Jack Ivory# | 6 | 2018-2023 | |
| 18 | Sukeaki Kato | 6 | 2001-2014 | |
| 18 | Tom Kitko# | 6 | 2012-2023 | |
| 18 | Greg Sandlin# | 6 | 2009-2023 | |
| 18 | Bill Vasquez | 6 | 2000-2012 | |
| 26 | Casey Abbott# | 5 | 2009-2023 | |
| 26 | Zachary Christman# | 5 | 2014-2023 | |
| 26 | Adam D'Alberto# | 5 | 2016-2023 | |
| 26 | Bill Flowers# | 5 | 2011-2023 | |
| 26 | Chris Jacoby# | 5 | 2015-2023 | |
| 26 | Corey Johnson | 5 | 2010-2020 | |
| 26 | Carlos Mendez# | 5 | 2011-2023 | |
| 26 | Iliana Preciado | 5 | 2000-2009 | |
| 26 | Brian Prince# | 5 | 2011-2023 | |
| 26 | Chad Stokes | 5 | 2006-2017 | |
| 26 | Alfredo Tiscareno# | 5 | 2010-2023 | |
| 37 | Sean Bartol | 4 | 2000-2010 | |
| 37 | Adam Farmer | 4 | 2000-2009 | |
| 37 | Chris Frost | 4 | 2011-2022 | |
| 37 | Miles Hale | 4 | 2000-2011 | |
| 37 | Antonio Higuera# | 4 | 2007-2023 | |
| 37 | Yosaburo Kanda | 4 | 2013-2022 | |
| 37 | Santos Martinez | 4 | 2000-2012 | |
| 37 | Emmanuel Mendoza# | 4 | 2008-2023 | |
| 37 | Du-sung Moon | 4 | 2002-2015 | |
| 37 | Jaylin Moyer# | 4 | 2018-2023 | |
| 37 | Elard Nijhuis | 4 | 2000-2009 | |
| 37 | Pat Payne | 4 | 2009-2023 | |
| 37 | Adrian Radecki | 4 | 2012-2019 | |
| 37 | Julian Rangel | 4 | 2008-2018 | |
| 37 | Matt Schmid# | 4 | 2013-2023 | |
| 37 | Luke Scrimger# | 4 | 2019-2023 | |
| 37 | Shawn Spruce | 4 | 2007-2016 | |
| 37 | Aaron Sutton | 4 | 2009-2021 | |
| 37 | Travis Thurber# | 4 | 2005-2023 | |
| 56 | Lorenzo Andrade# | 3 | 2016-2023 | |
| 56 | Justin Armstrong | 3 | 2000-2006 | |
| 56 | William Arredondo | 3 | 2000-2012 | |
| 56 | Ron Baumgardner | 3 | 2010-2019 | |
| 56 | Miguel Berrios# | 3 | 2018-2023 | |
| 56 | Marty Capone# | 3 | 2019-2022 | |
| 56 | Oreste Comollo | 3 | 2001-2014 | |
| 56 | Seth Dann | 3 | 2002-2013 | |
| 56 | Brett Dorman | 3 | 2005-2019 | |
| 56 | Geremia Farinelli | 3 | 2000-2014 | |
| 56 | Mickey Ferrell# | 3 | 2011-2022 | |
| 56 | Carlos Garcia | 3 | 2000-2014 | |
| 56 | Ken Goers | 3 | 2001-2014 | |
| 56 | Phil Gregoire# | 3 | 2013-2023 | |
| 56 | Travis Gross | 3 | 2014-2021 | |
| 56 | Jaiden Harvey# | 3 | 2022-2023 | |
| 56 | Mike Hill | 3 | 2001-2011 | |
| 56 | Grant Lee# | 3 | 2014-2023 | |
| 56 | Sergio Maffi | 3 | 2000-2010 | |
| 56 | Hethum Manasarian | 3 | 2001-2020 | |
| 56 | Oscar Martinez | 3 | 2000-2010 | |
| 56 | Sergio Martinez | 3 | 2005-2017 | |
| 56 | Barry McLamb# | 3 | 2013-2023 | |
| 56 | Juan Mendoza# | 3 | 2014-2021 | |
| 56 | Dan Miller# | 3 | 2018-2023 | |
| 56 | Dan Mills# | 3 | 2014-2023 | |
| 56 | Izzy Montano | 3 | 2000-2010 | |
| 56 | Jose Moreno | 3 | 2000-2014 | |
| 56 | Lee Morgan# | 3 | 2019-2023 | |
| 56 | Vinny Narvaez# | 3 | 2014-2023 | |
| 56 | David Nations | 3 | 2000-2008 | |
| 56 | Mike Nave | 3 | 2009-2017 | |
| 56 | Ben O'Halloran# | 3 | 2016-2023 | |
| 56 | Jose Ojeda# | 3 | 2020-2023 | |
| 56 | Carlos Pardo | 3 | 2012-2021 | |
| 56 | Brian Rohde | 3 | 2009-2020 | |
| 56 | Willie Sanchez | 3 | 2000-2011 | |
| 56 | Scott Schowalter | 3 | 2012-2021 | |
| 56 | Miguel Soto# | 3 | 2013-2023 | |
| 56 | Sean Stevens# | 3 | 2023-2023 | |
| 56 | Stephen Stride# | 3 | 2011-2022 | |
| 56 | Tommy Swift# | 3 | 2019-2023 | |
| 56 | Kory Tourville# | 3 | 2014-2023 | |
| 56 | Justin Turbeville | 3 | 2008-2018 | |
| 56 | Andy Weatherholt# | 3 | 2021-2023 |
