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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Joe Hart# | 13 | 2013-2026 | |
| 2 | Rodrigo Lemus# | 12 | 2013-2026 | |
| 3 | Eric Burdine* | 11 | 2000-2017 | |
| 3 | Cody Morosko | 11 | 2000-2010 | |
| 5 | Corey Gruver# | 10 | 2006-2026 | |
| 6 | Xiang-ling Fei* | 9 | 2000-2012 | |
| 6 | Paul Ledford* | 9 | 2000-2013 | |
| 6 | Jonathan Luna | 9 | 2000-2011 | |
| 6 | Heriberto Milan | 9 | 2007-2022 | |
| 6 | Rodolfo Soto# | 9 | 2015-2026 | |
| 11 | Gordie Clifford | 8 | 2013-2024 | |
| 11 | Jack Ivory# | 8 | 2018-2026 | |
| 11 | Johnny Keener# | 8 | 2015-2025 | |
| 11 | Chris Mattison | 8 | 2012-2019 | |
| 11 | Jose Ojeda# | 8 | 2020-2026 | |
| 16 | Blake Barber | 7 | 2000-2007 | |
| 16 | Omar Cons# | 7 | 2023-2026 | |
| 16 | Josh Flaten# | 7 | 2015-2025 | |
| 16 | Chris Jacoby# | 7 | 2015-2026 | |
| 16 | Chad Landreth | 7 | 2001-2017 | |
| 16 | Jose Rodriguez* | 7 | 2000-2016 | |
| 16 | Sean Stevens# | 7 | 2023-2026 | |
| 16 | Andy Weatherholt# | 7 | 2021-2026 | |
| 24 | Francisco Camacho | 6 | 2000-2013 | |
| 24 | Jordan Clarke | 6 | 2004-2023 | |
| 24 | Adam D'Alberto# | 6 | 2016-2026 | |
| 24 | Albert Fabian# | 6 | 2014-2026 | |
| 24 | Sukeaki Kato | 6 | 2001-2014 | |
| 24 | Tom Kitko | 6 | 2012-2023 | |
| 24 | Greg Sandlin | 6 | 2009-2024 | |
| 24 | Takeji Takano# | 6 | 2024-2026 | |
| 24 | Bill Vasquez | 6 | 2000-2012 | |
| 33 | Casey Abbott# | 5 | 2009-2025 | |
| 33 | Jeff Buck# | 5 | 2015-2026 | |
| 33 | Zachary Christman# | 5 | 2014-2025 | |
| 33 | David Edgemon# | 5 | 2021-2026 | |
| 33 | Bill Flowers# | 5 | 2011-2026 | |
| 33 | Antonio Higuera# | 5 | 2007-2026 | |
| 33 | Corey Johnson | 5 | 2010-2020 | |
| 33 | Carlos Mendez# | 5 | 2011-2025 | |
| 33 | Iliana Preciado | 5 | 2000-2009 | |
| 33 | Brian Prince | 5 | 2011-2024 | |
| 33 | Luke Scrimger# | 5 | 2019-2026 | |
| 33 | Chad Stokes | 5 | 2006-2017 | |
| 33 | Alfredo Tiscareno# | 5 | 2010-2026 | |
| 46 | Felipe Ayala# | 4 | 2013-2026 | |
| 46 | Sean Bartol | 4 | 2000-2010 | |
| 46 | William Deel# | 4 | 2022-2026 | |
| 46 | Adam Farmer | 4 | 2000-2009 | |
| 46 | Chris Frost | 4 | 2011-2022 | |
| 46 | Miles Hale | 4 | 2000-2011 | |
| 46 | Dave Harvey# | 4 | 2020-2026 | |
| 46 | Yosaburo Kanda | 4 | 2013-2022 | |
| 46 | Santos Martinez | 4 | 2000-2012 | |
| 46 | Vince Mellon# | 4 | 2023-2026 | |
| 46 | Emmanuel Mendoza | 4 | 2008-2023 | |
| 46 | Dan Miller# | 4 | 2018-2026 | |
| 46 | Du-sung Moon | 4 | 2002-2015 | |
| 46 | Jaylin Moyer# | 4 | 2018-2026 | |
| 46 | Elard Nijhuis | 4 | 2000-2009 | |
| 46 | Pat Payne | 4 | 2009-2023 | |
| 46 | Adrian Radecki | 4 | 2012-2019 | |
| 46 | Julian Rangel | 4 | 2008-2018 | |
| 46 | Ray Rorie# | 4 | 2016-2026 | |
| 46 | Matt Schmid# | 4 | 2013-2023 | |
| 46 | Shawn Spruce | 4 | 2007-2016 | |
| 46 | Aaron Sutton | 4 | 2009-2021 | |
| 46 | Travis Thurber# | 4 | 2005-2026 | |
| 69 | Lorenzo Andrade | 3 | 2016-2023 | |
| 69 | Justin Armstrong | 3 | 2000-2006 | |
| 69 | William Arredondo | 3 | 2000-2012 | |
| 69 | Ron Baumgardner | 3 | 2010-2019 | |
| 69 | Miguel Berrios# | 3 | 2018-2026 | |
| 69 | Marty Capone# | 3 | 2019-2024 | |
| 69 | Oreste Comollo | 3 | 2001-2014 | |
| 69 | Branden Covington# | 3 | 2024-2026 | |
| 69 | Seth Dann | 3 | 2002-2013 | |
| 69 | Brett Dorman | 3 | 2005-2019 | |
| 69 | Geremia Farinelli | 3 | 2000-2014 | |
| 69 | Mickey Ferrell | 3 | 2011-2024 | |
| 69 | Carlos Garcia | 3 | 2000-2014 | |
| 69 | Ken Goers | 3 | 2001-2014 | |
| 69 | Phil Gregoire# | 3 | 2013-2026 | |
| 69 | Travis Gross | 3 | 2014-2021 | |
| 69 | Jaiden Harvey# | 3 | 2022-2024 | |
| 69 | Jay Helm# | 3 | 2015-2026 | |
| 69 | Mike Hill | 3 | 2001-2011 | |
| 69 | Chris Johnson# | 3 | 2024-2026 | |
| 69 | Shane Kidd# | 3 | 2023-2026 | |
| 69 | Grant Lee | 3 | 2014-2023 | |
| 69 | Sergio Maffi | 3 | 2000-2010 | |
| 69 | Hethum Manasarian | 3 | 2001-2020 | |
| 69 | Oscar Martinez | 3 | 2000-2010 | |
| 69 | Sergio Martinez | 3 | 2005-2017 | |
| 69 | Barry McLamb# | 3 | 2013-2023 | |
| 69 | Juan Mendoza# | 3 | 2014-2025 | |
| 69 | Dan Mills# | 3 | 2014-2025 | |
| 69 | Izzy Montano | 3 | 2000-2010 | |
| 69 | Jose Moreno | 3 | 2000-2014 | |
| 69 | Lee Morgan# | 3 | 2019-2024 |
