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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 | Xiang-ling Fei* | 9 | 2000-2012 | |
| 3 | Corey Gruver# | 9 | 2006-2021 | |
| 3 | Paul Ledford* | 9 | 2000-2013 | |
| 3 | Jonathan Luna | 9 | 2000-2011 | |
| 3 | Heriberto Milan# | 9 | 2007-2021 | |
| 8 | Chris Mattison# | 8 | 2012-2019 | |
| 8 | Rodolfo Soto# | 8 | 2015-2021 | |
| 10 | Blake Barber | 7 | 2000-2007 | |
| 10 | Josh Flaten# | 7 | 2015-2021 | |
| 10 | Johnny Keener# | 7 | 2015-2021 | |
| 10 | Chad Landreth | 7 | 2001-2017 | |
| 10 | Rodrigo Lemus# | 7 | 2013-2021 | |
| 10 | Jose Rodriguez | 7 | 2000-2016 | |
| 16 | Francisco Camacho | 6 | 2000-2013 | |
| 16 | Jordan Clarke# | 6 | 2004-2020 | |
| 16 | Gordie Clifford# | 6 | 2013-2021 | |
| 16 | Sukeaki Kato | 6 | 2001-2014 | |
| 16 | Bill Vasquez | 6 | 2000-2012 | |
| 21 | Albert Fabian# | 5 | 2014-2021 | |
| 21 | Bill Flowers# | 5 | 2011-2021 | |
| 21 | Joe Hart# | 5 | 2013-2021 | |
| 21 | Corey Johnson# | 5 | 2010-2020 | |
| 21 | Iliana Preciado | 5 | 2000-2009 | |
| 21 | Brian Prince# | 5 | 2011-2020 | |
| 21 | Greg Sandlin# | 5 | 2009-2021 | |
| 21 | Chad Stokes | 5 | 2006-2017 | |
| 21 | Alfredo Tiscareno# | 5 | 2010-2021 | |
| 30 | Sean Bartol | 4 | 2000-2010 | |
| 30 | Adam Farmer | 4 | 2000-2009 | |
| 30 | Chris Frost# | 4 | 2011-2020 | |
| 30 | Miles Hale | 4 | 2000-2011 | |
| 30 | Jack Ivory# | 4 | 2018-2021 | |
| 30 | Yosaburo Kanda# | 4 | 2013-2020 | |
| 30 | Santos Martinez | 4 | 2000-2012 | |
| 30 | Carlos Mendez# | 4 | 2011-2021 | |
| 30 | Emmanuel Mendoza# | 4 | 2008-2021 | |
| 30 | Du-sung Moon | 4 | 2002-2015 | |
| 30 | Elard Nijhuis | 4 | 2000-2009 | |
| 30 | Pat Payne# | 4 | 2009-2020 | |
| 30 | Adrian Radecki# | 4 | 2012-2019 | |
| 30 | Julian Rangel | 4 | 2008-2018 | |
| 30 | Matt Schmid# | 4 | 2013-2020 | |
| 30 | Shawn Spruce | 4 | 2007-2016 | |
| 30 | Aaron Sutton# | 4 | 2009-2021 | |
| 30 | Travis Thurber# | 4 | 2005-2021 | |
| 48 | Lorenzo Andrade# | 3 | 2016-2021 | |
| 48 | Justin Armstrong | 3 | 2000-2006 | |
| 48 | William Arredondo | 3 | 2000-2012 | |
| 48 | Ron Baumgardner | 3 | 2010-2019 | |
| 48 | Miguel Berrios# | 3 | 2018-2021 | |
| 48 | Marty Capone# | 3 | 2019-2021 | |
| 48 | Oreste Comollo | 3 | 2001-2014 | |
| 48 | Adam D'Alberto# | 3 | 2016-2021 | |
| 48 | Seth Dann | 3 | 2002-2013 | |
| 48 | Brett Dorman | 3 | 2005-2019 | |
| 48 | Geremia Farinelli | 3 | 2000-2014 | |
| 48 | Mickey Ferrell# | 3 | 2011-2019 | |
| 48 | Carlos Garcia | 3 | 2000-2014 | |
| 48 | Ken Goers | 3 | 2001-2014 | |
| 48 | Phil Gregoire# | 3 | 2013-2021 | |
| 48 | Travis Gross# | 3 | 2014-2020 | |
| 48 | Mike Hill | 3 | 2001-2011 | |
| 48 | Grant Lee# | 3 | 2014-2021 | |
| 48 | Sergio Maffi | 3 | 2000-2010 | |
| 48 | Hethum Manasarian# | 3 | 2001-2020 | |
| 48 | Oscar Martinez | 3 | 2000-2010 | |
| 48 | Sergio Martinez | 3 | 2005-2017 | |
| 48 | Dan Mills# | 3 | 2014-2021 | |
| 48 | Izzy Montano | 3 | 2000-2010 | |
| 48 | Jose Moreno | 3 | 2000-2014 | |
| 48 | David Nations | 3 | 2000-2008 | |
| 48 | Mike Nave | 3 | 2009-2017 | |
| 48 | Ben O'Halloran# | 3 | 2016-2021 | |
| 48 | Carlos Pardo# | 3 | 2012-2020 | |
| 48 | Brian Rohde# | 3 | 2009-2020 | |
| 48 | Willie Sanchez | 3 | 2000-2011 | |
| 48 | Scott Schowalter# | 3 | 2012-2020 | |
| 48 | Miguel Soto# | 3 | 2013-2021 | |
| 48 | Stephen Stride# | 3 | 2011-2020 | |
| 48 | Kory Tourville# | 3 | 2014-2021 | |
| 48 | Justin Turbeville | 3 | 2008-2018 | |
| 48 | Keith Young | 3 | 2000-2007 | |
| 48 | Kyle Ziegler | 3 | 2000-2011 | |
| 86 | Casey Abbott# | 2 | 2009-2021 | |
| 86 | Vance Adams | 2 | 2000-2013 | |
| 86 | Tomas Adon | 2 | 2004-2018 | |
| 86 | Richard Alter# | 2 | 2019-2020 | |
| 86 | Felipe Ayala# | 2 | 2013-2021 | |
| 86 | Austin Bauer | 2 | 2005-2014 | |
| 86 | Ben Baxter | 2 | 2000-2010 | |
| 86 | Chris Bentley# | 2 | 2008-2020 | |
| 86 | Seth Carey | 2 | 2004-2016 | |
| 86 | Jimmy Carr# | 2 | 2018-2021 | |
| 86 | Nelson Cirilo | 2 | 2007-2014 | |
| 86 | Chris Cowen | 2 | 2006-2019 | |
| 86 | Bobby Dodd | 2 | 2005-2016 | |
| 86 | Nick Dragon# | 2 | 2017-2021 | |
| 86 | Antonio Enriquez# | 2 | 2016-2020 |
