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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Scott Sauer# | 68 | 2018-2024 | |
| 2 | Mike Mayes | 64 | 2016-2021 | |
| 3 | Jim Martino | 54 | 2003-2010 | |
| 4 | Joe Brackett# | 53 | 2018-2023 | |
| 5 | Gilberto Cortez# | 50 | 2018-2025 | |
| 6 | Aaron Bergman | 47 | 2021-2025 | |
| 6 | Oscar Casas | 47 | 2020-2024 | |
| 6 | Danny Cortez# | 47 | 2021-2026 | |
| 6 | Seung-woo Park | 47 | 2015-2020 | |
| 10 | Dane Terry | 46 | 2013-2016 | |
| 11 | Mario Gomez | 45 | 2003-2013 | |
| 12 | Guadalupe Moranchel | 44 | 2003-2009 | |
| 13 | Eric Cochran | 43 | 2006-2011 | |
| 13 | Cesar Escobedo | 43 | 2016-2021 | |
| 13 | John Manship# | 43 | 2021-2024 | |
| 13 | Fred Watson | 43 | 2001-2007 | |
| 17 | Josh Brewer | 42 | 2011-2017 | |
| 17 | Sean Hill# | 42 | 2020-2025 | |
| 17 | Scott Staffieri# | 42 | 2016-2022 | |
| 20 | Bubba Byrne# | 41 | 2022-2025 | |
| 20 | Matt Carpenter | 41 | 2012-2017 | |
| 20 | Cameron Ciccaglione | 41 | 2009-2014 | |
| 20 | Tony Laclair | 41 | 2010-2015 | |
| 24 | Jose Alvarez | 40 | 2003-2007 | |
| 24 | Dakota Clayton | 40 | 2000-2004 | |
| 24 | Rick Harmon | 40 | 2000-2005 | |
| 24 | Jared Jones | 40 | 2018-2021 | |
| 24 | Jose Medrano | 40 | 2001-2007 | |
| 29 | Dennis Allen# | 39 | 2018-2020 | |
| 29 | Izzy Aranda | 39 | 2014-2018 | |
| 29 | Denny Arizpe | 39 | 2000-2018 | |
| 29 | Steve Hill | 39 | 2015-2023 | |
| 29 | Gil Morales | 39 | 2007-2014 | |
| 34 | Andy Alger | 38 | 2012-2014 | |
| 34 | Tommy Daniello# | 38 | 2022-2025 | |
| 34 | John Hall | 38 | 2000-2006 | |
| 34 | Spencer James | 38 | 2014-2018 | |
| 34 | Justin Ostrovsky | 38 | 2000-2005 | |
| 39 | Kareem Craig# | 37 | 2018-2023 | |
| 39 | Axel DeMeo | 37 | 2015-2020 | |
| 39 | Justin Hesley# | 37 | 2021-2026 | |
| 39 | Ian Hutchinson | 37 | 2014-2016 | |
| 39 | Jordan Otero | 37 | 2010-2015 | |
| 39 | Steve Parent | 37 | 2012-2018 | |
| 39 | Tom Parson | 37 | 2000-2009 | |
| 39 | Brian Wilkey# | 37 | 2018-2023 | |
| 47 | Gabriel Huey | 36 | 2016-2019 | |
| 47 | Tom Krasner | 36 | 2020-2025 | |
| 47 | Larry Voltaire | 36 | 2000-2005 | |
| 47 | Kevin Yoder | 36 | 2001-2008 | |
| 51 | Reynaldo Cordero | 35 | 2008-2014 | |
| 51 | Raul Mantilla | 35 | 2001-2006 | |
| 51 | Carlos Mendez | 35 | 2004-2012 | |
| 54 | Freddy Arellanos# | 34 | 2022-2024 | |
| 54 | Jake Fish | 34 | 2022-2024 | |
| 54 | Ivan Gonzalez | 34 | 2005-2008 | |
| 54 | Gavin Hornbeck | 34 | 2013-2016 | |
| 54 | Tony Jimenez | 34 | 2000-2004 | |
| 54 | Dustin Jones | 34 | 2015-2019 | |
| 54 | Jesus Luna | 34 | 2016-2020 | |
| 54 | Jesse Malone | 34 | 2000-2007 | |
| 54 | Mel Mercado# | 34 | 2024-2026 | |
| 54 | Adam Mesler | 34 | 2018-2023 | |
| 54 | Will Parker | 34 | 2002-2007 | |
| 54 | Alex Perez | 34 | 2016-2020 | |
| 54 | Larry Weese# | 34 | 2023-2026 | |
| 67 | Eunice Bamberg# | 33 | 2022-2026 | |
| 67 | Jonathan Bravo | 33 | 2015-2020 | |
| 67 | Danny Linares | 33 | 2009-2017 | |
| 67 | Danny Martinez | 33 | 2017-2021 | |
| 67 | Matt O'Bryan | 33 | 2000-2005 | |
| 67 | Enrique Ponce | 33 | 2001-2005 | |
| 67 | Fabian Ruiz# | 33 | 2020-2023 | |
| 67 | Alvaro Salas | 33 | 2019-2022 | |
| 75 | Marc Acevedo | 32 | 2000-2004 | |
| 75 | Corey Alexander | 32 | 2017-2021 | |
| 75 | George Chavies | 32 | 2000-2004 | |
| 75 | Jake Davis | 32 | 2001-2006 | |
| 75 | Eduardo Garcia# | 32 | 2019-2026 | |
| 75 | Gil Martinez | 32 | 2014-2018 | |
| 75 | Trevor Moses | 32 | 2014-2020 | |
| 82 | Rick Cortez | 31 | 2017-2022 | |
| 82 | Hector Dimiceli | 31 | 2005-2009 | |
| 82 | Jon Escobar# | 31 | 2019-2022 | |
| 82 | Nate Evangelista | 31 | 2010-2014 | |
| 82 | Aaron Ewing | 31 | 2014-2019 | |
| 82 | Nick Hensley | 31 | 2000-2010 | |
| 82 | Jason Humphrey | 31 | 2010-2014 | |
| 82 | Larry Klisch | 31 | 2011-2016 | |
| 82 | Joel Larmon | 31 | 2001-2008 | |
| 82 | Mel Quintero | 31 | 2012-2014 | |
| 82 | Jose Ramirez | 31 | 2011-2015 | |
| 82 | Ryan Roeser# | 31 | 2024-2025 | |
| 82 | Eddie Saldana | 31 | 2011-2016 | |
| 82 | Cory Thompson | 31 | 2000-2006 | |
| 96 | Alex Diego | 30 | 2010-2014 | |
| 96 | William DiPaola | 30 | 2000-2004 | |
| 96 | Danny Justice | 30 | 2006-2010 | |
| 96 | Danny Melendez | 30 | 2010-2014 | |
| 96 | Ricardo Muniz | 30 | 2020-2023 |
