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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 | 2006-2024 | |
| 3 | Joe Hart# | 10 | 2013-2024 | |
| 5 | Xiang-ling Fei* | 9 | 2000-2012 | |
| 5 | Paul Ledford* | 9 | 2000-2013 | |
| 5 | Jonathan Luna | 9 | 2000-2011 | |
| 5 | Heriberto Milan | 9 | 2007-2022 | |
| 5 | Rodolfo Soto# | 9 | 2015-2024 | |
| 10 | Gordie Clifford# | 8 | 2013-2024 | |
| 10 | Rodrigo Lemus# | 8 | 2013-2024 | |
| 10 | Chris Mattison | 8 | 2012-2019 | |
| 13 | Blake Barber | 7 | 2000-2007 | |
| 13 | Josh Flaten# | 7 | 2015-2024 | |
| 13 | Jack Ivory# | 7 | 2018-2024 | |
| 13 | Johnny Keener# | 7 | 2015-2024 | |
| 13 | Chad Landreth | 7 | 2001-2017 | |
| 13 | Jose Rodriguez* | 7 | 2000-2016 | |
| 19 | Francisco Camacho | 6 | 2000-2013 | |
| 19 | Jordan Clarke | 6 | 2004-2023 | |
| 19 | Albert Fabian# | 6 | 2014-2024 | |
| 19 | Chris Jacoby# | 6 | 2015-2024 | |
| 19 | Sukeaki Kato | 6 | 2001-2014 | |
| 19 | Tom Kitko | 6 | 2012-2023 | |
| 19 | Greg Sandlin# | 6 | 2009-2024 | |
| 19 | Sean Stevens# | 6 | 2023-2024 | |
| 19 | Bill Vasquez | 6 | 2000-2012 | |
| 28 | Casey Abbott# | 5 | 2009-2024 | |
| 28 | Zachary Christman# | 5 | 2014-2024 | |
| 28 | Adam D'Alberto# | 5 | 2016-2024 | |
| 28 | Bill Flowers# | 5 | 2011-2024 | |
| 28 | Antonio Higuera# | 5 | 2007-2024 | |
| 28 | Corey Johnson | 5 | 2010-2020 | |
| 28 | Carlos Mendez# | 5 | 2011-2024 | |
| 28 | Jose Ojeda# | 5 | 2020-2024 | |
| 28 | Iliana Preciado | 5 | 2000-2009 | |
| 28 | Brian Prince# | 5 | 2011-2024 | |
| 28 | Chad Stokes | 5 | 2006-2017 | |
| 28 | Alfredo Tiscareno# | 5 | 2010-2024 | |
| 40 | Sean Bartol | 4 | 2000-2010 | |
| 40 | Omar Cons# | 4 | 2023-2024 | |
| 40 | David Edgemon# | 4 | 2021-2024 | |
| 40 | Adam Farmer | 4 | 2000-2009 | |
| 40 | Chris Frost | 4 | 2011-2022 | |
| 40 | Miles Hale | 4 | 2000-2011 | |
| 40 | Yosaburo Kanda | 4 | 2013-2022 | |
| 40 | Santos Martinez | 4 | 2000-2012 | |
| 40 | Emmanuel Mendoza | 4 | 2008-2023 | |
| 40 | Dan Miller# | 4 | 2018-2024 | |
| 40 | Du-sung Moon | 4 | 2002-2015 | |
| 40 | Jaylin Moyer# | 4 | 2018-2023 | |
| 40 | Elard Nijhuis | 4 | 2000-2009 | |
| 40 | Pat Payne | 4 | 2009-2023 | |
| 40 | Adrian Radecki | 4 | 2012-2019 | |
| 40 | Julian Rangel | 4 | 2008-2018 | |
| 40 | Matt Schmid# | 4 | 2013-2023 | |
| 40 | Luke Scrimger# | 4 | 2019-2024 | |
| 40 | Shawn Spruce | 4 | 2007-2016 | |
| 40 | Aaron Sutton | 4 | 2009-2021 | |
| 40 | Travis Thurber# | 4 | 2005-2024 | |
| 40 | Andy Weatherholt# | 4 | 2021-2024 | |
| 62 | Lorenzo Andrade# | 3 | 2016-2023 | |
| 62 | Justin Armstrong | 3 | 2000-2006 | |
| 62 | William Arredondo | 3 | 2000-2012 | |
| 62 | Ron Baumgardner | 3 | 2010-2019 | |
| 62 | Miguel Berrios# | 3 | 2018-2024 | |
| 62 | Marty Capone# | 3 | 2019-2024 | |
| 62 | Oreste Comollo | 3 | 2001-2014 | |
| 62 | Seth Dann | 3 | 2002-2013 | |
| 62 | Brett Dorman | 3 | 2005-2019 | |
| 62 | Geremia Farinelli | 3 | 2000-2014 | |
| 62 | Mickey Ferrell# | 3 | 2011-2024 | |
| 62 | Carlos Garcia | 3 | 2000-2014 | |
| 62 | Ken Goers | 3 | 2001-2014 | |
| 62 | Phil Gregoire# | 3 | 2013-2023 | |
| 62 | Travis Gross | 3 | 2014-2021 | |
| 62 | Dave Harvey# | 3 | 2020-2024 | |
| 62 | Jaiden Harvey# | 3 | 2022-2024 | |
| 62 | Mike Hill | 3 | 2001-2011 | |
| 62 | Shane Kidd# | 3 | 2023-2024 | |
| 62 | Grant Lee | 3 | 2014-2023 | |
| 62 | Sergio Maffi | 3 | 2000-2010 | |
| 62 | Hethum Manasarian | 3 | 2001-2020 | |
| 62 | Oscar Martinez | 3 | 2000-2010 | |
| 62 | Sergio Martinez | 3 | 2005-2017 | |
| 62 | Barry McLamb# | 3 | 2013-2023 | |
| 62 | Vince Mellon# | 3 | 2023-2024 | |
| 62 | Juan Mendoza# | 3 | 2014-2021 | |
| 62 | Dan Mills# | 3 | 2014-2024 | |
| 62 | Izzy Montano | 3 | 2000-2010 | |
| 62 | Jose Moreno | 3 | 2000-2014 | |
| 62 | Lee Morgan# | 3 | 2019-2024 | |
| 62 | Vinny Narvaez# | 3 | 2014-2024 | |
| 62 | David Nations | 3 | 2000-2008 | |
| 62 | Mike Nave | 3 | 2009-2017 | |
| 62 | Ben O'Halloran# | 3 | 2016-2024 | |
| 62 | Carlos Pardo | 3 | 2012-2021 | |
| 62 | Brian Rohde | 3 | 2009-2020 | |
| 62 | Willie Sanchez | 3 | 2000-2011 | |
| 62 | Scott Schowalter | 3 | 2012-2021 |
