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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Mike Mayes# | 64 | 2016-2021 | |
| 2 | Jim Martino | 54 | 2003-2010 | |
| 3 | Seung-woo Park# | 47 | 2015-2020 | |
| 4 | Dane Terry | 46 | 2013-2016 | |
| 5 | Mario Gomez | 45 | 2003-2013 | |
| 6 | Guadalupe Moranchel | 44 | 2003-2009 | |
| 7 | Eric Cochran | 43 | 2006-2011 | |
| 7 | Cesar Escobedo# | 43 | 2016-2021 | |
| 7 | Fred Watson | 43 | 2001-2007 | |
| 10 | Josh Brewer | 42 | 2011-2017 | |
| 10 | Scott Sauer# | 42 | 2018-2021 | |
| 12 | Matt Carpenter | 41 | 2012-2017 | |
| 12 | Cameron Ciccaglione | 41 | 2009-2014 | |
| 12 | Tony Laclair | 41 | 2010-2015 | |
| 15 | Jose Alvarez | 40 | 2003-2007 | |
| 15 | Dakota Clayton | 40 | 2000-2004 | |
| 15 | Rick Harmon | 40 | 2000-2005 | |
| 15 | Jared Jones# | 40 | 2018-2021 | |
| 15 | Jose Medrano | 40 | 2001-2007 | |
| 20 | Dennis Allen# | 39 | 2018-2020 | |
| 20 | Izzy Aranda | 39 | 2014-2018 | |
| 20 | Denny Arizpe | 39 | 2000-2018 | |
| 20 | Gil Morales | 39 | 2007-2014 | |
| 24 | Andy Alger | 38 | 2012-2014 | |
| 24 | John Hall | 38 | 2000-2006 | |
| 24 | Spencer James | 38 | 2014-2018 | |
| 24 | Justin Ostrovsky | 38 | 2000-2005 | |
| 28 | Axel DeMeo | 37 | 2015-2020 | |
| 28 | Ian Hutchinson | 37 | 2014-2016 | |
| 28 | Jordan Otero | 37 | 2010-2015 | |
| 28 | Steve Parent | 37 | 2012-2018 | |
| 28 | Tom Parson | 37 | 2000-2009 | |
| 33 | Gabriel Huey | 36 | 2016-2019 | |
| 33 | Larry Voltaire | 36 | 2000-2005 | |
| 33 | Kevin Yoder | 36 | 2001-2008 | |
| 36 | Reynaldo Cordero | 35 | 2008-2014 | |
| 36 | Raul Mantilla | 35 | 2001-2006 | |
| 36 | Carlos Mendez | 35 | 2004-2012 | |
| 39 | Ivan Gonzalez | 34 | 2005-2008 | |
| 39 | Gavin Hornbeck | 34 | 2013-2016 | |
| 39 | Tony Jimenez | 34 | 2000-2004 | |
| 39 | Dustin Jones | 34 | 2015-2019 | |
| 39 | Jesus Luna | 34 | 2016-2020 | |
| 39 | Jesse Malone | 34 | 2000-2007 | |
| 39 | Will Parker | 34 | 2002-2007 | |
| 39 | Alex Perez# | 34 | 2016-2020 | |
| 47 | Jonathan Bravo | 33 | 2015-2020 | |
| 47 | Danny Linares | 33 | 2009-2017 | |
| 47 | Danny Martinez# | 33 | 2017-2021 | |
| 47 | Matt O'Bryan | 33 | 2000-2005 | |
| 47 | Enrique Ponce | 33 | 2001-2005 | |
| 47 | Scott Staffieri# | 33 | 2016-2021 | |
| 53 | Marc Acevedo | 32 | 2000-2004 | |
| 53 | Corey Alexander# | 32 | 2017-2021 | |
| 53 | George Chavies | 32 | 2000-2004 | |
| 53 | Jake Davis | 32 | 2001-2006 | |
| 53 | Steve Hill# | 32 | 2015-2021 | |
| 53 | Gil Martinez# | 32 | 2014-2018 | |
| 53 | Trevor Moses# | 32 | 2014-2020 | |
| 60 | Hector Dimiceli | 31 | 2005-2009 | |
| 60 | Nate Evangelista | 31 | 2010-2014 | |
| 60 | Aaron Ewing# | 31 | 2014-2019 | |
| 60 | Nick Hensley | 31 | 2000-2010 | |
| 60 | Jason Humphrey | 31 | 2010-2014 | |
| 60 | Larry Klisch | 31 | 2011-2016 | |
| 60 | Joel Larmon | 31 | 2001-2008 | |
| 60 | Mel Quintero | 31 | 2012-2014 | |
| 60 | Jose Ramirez | 31 | 2011-2015 | |
| 60 | Eddie Saldana | 31 | 2011-2016 | |
| 60 | Cory Thompson | 31 | 2000-2006 | |
| 71 | Alex Diego | 30 | 2010-2014 | |
| 71 | William DiPaola | 30 | 2000-2004 | |
| 71 | Danny Justice | 30 | 2006-2010 | |
| 71 | Danny Melendez | 30 | 2010-2014 | |
| 71 | Eric Pacheco | 30 | 2005-2015 | |
| 71 | Leo Perez | 30 | 2005-2014 | |
| 71 | Mike Salazar | 30 | 2000-2005 | |
| 71 | Pat Sherman | 30 | 2013-2017 | |
| 71 | David Silva | 30 | 2015-2018 | |
| 80 | Javy Castro | 29 | 2010-2015 | |
| 80 | Manny Cruz | 29 | 2008-2014 | |
| 80 | Chris Culver | 29 | 2001-2005 | |
| 80 | Casey Felice | 29 | 2000-2004 | |
| 80 | Mike Friedrich | 29 | 2001-2010 | |
| 80 | Roberto Hurtado | 29 | 2014-2020 | |
| 80 | Billy LaBry | 29 | 2006-2014 | |
| 80 | Jose Lopez | 29 | 2009-2015 | |
| 80 | Mike Montoya# | 29 | 2012-2016 | |
| 80 | Alejandro Velez | 29 | 2003-2009 | |
| 90 | Adam Black# | 28 | 2016-2021 | |
| 90 | Andrew Chalmers | 28 | 2014-2015 | |
| 90 | Kareem Craig# | 28 | 2018-2021 | |
| 90 | Tim Darden | 28 | 2010-2014 | |
| 90 | Trevor de Graaf | 28 | 2000-2004 | |
| 90 | Dale Larson | 28 | 2013-2018 | |
| 90 | Ricky Mena# | 28 | 2018-2020 | |
| 90 | Matthew Mosley | 28 | 2005-2013 | |
| 90 | Ramon Perez | 28 | 2003-2006 | |
| 99 | Joe Brackett# | 27 | 2018-2021 | |
| 99 | Travis Brown | 27 | 2017-2019 |
