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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Rick Collins# | 38 | 2016-2019 | |
| 2 | Roberto Callo# | 35 | 2017-2020 | |
| 3 | Bobby Martinez# | 33 | 2016-2020 | |
| 4 | Jim Savoie# | 30 | 2018-2020 | |
| 5 | Ray Dappen# | 29 | 2017-2019 | |
| 5 | Ricardo Muniz# | 29 | 2017-2019 | |
| 5 | Francisco Ortiz# | 29 | 2016-2020 | |
| 5 | Elijah Reed | 29 | 2011-2017 | |
| 9 | Jamal Jones# | 28 | 2016-2019 | |
| 9 | Andy Mendelson# | 28 | 2015-2019 | |
| 11 | Jordan Felton# | 27 | 2018-2020 | |
| 11 | Alex Gomez# | 27 | 2016-2020 | |
| 11 | Juan Toro# | 27 | 2017-2020 | |
| 14 | Matt Lieberman# | 26 | 2015-2019 | |
| 14 | Alberto Renteria# | 26 | 2015-2019 | |
| 16 | Leo Bustamante | 25 | 2016-2018 | |
| 16 | Diego Cortes# | 25 | 2016-2017 | |
| 16 | John Pyles# | 25 | 2014-2016 | |
| 16 | B.J. Rudolph# | 25 | 2018-2019 | |
| 20 | Jake Fish# | 24 | 2018-2020 | |
| 20 | Fernando Lopez | 24 | 2015-2019 | |
| 20 | Esteban McFadden | 24 | 2014-2017 | |
| 20 | Robert Moreno | 24 | 2014-2017 | |
| 20 | Steve Peters# | 24 | 2017-2019 | |
| 20 | Danny Solorza | 24 | 2001-2006 | |
| 26 | Scott Barth# | 23 | 2017-2020 | |
| 26 | David Edgemon# | 23 | 2018-2019 | |
| 26 | Tyler Huewe# | 23 | 2017-2019 | |
| 26 | Tony Longoria# | 23 | 2017-2020 | |
| 26 | Josh Monroe# | 23 | 2017-2019 | |
| 26 | Evan Pullman# | 23 | 2015-2018 | |
| 26 | Ted Tygart# | 23 | 2015-2017 | |
| 33 | Elijah Aldridge | 22 | 2010-2014 | |
| 33 | Dave Barncord# | 22 | 2015-2017 | |
| 33 | Geert Brown# | 22 | 2018-2020 | |
| 33 | Jamel Thomas# | 22 | 2018-2020 | |
| 33 | Jesse Walker# | 22 | 2016-2019 | |
| 38 | Ricky Davila# | 21 | 2017-2018 | |
| 38 | Oscar Gutierrez | 21 | 2016-2019 | |
| 38 | Rodrigo Izquierdo# | 21 | 2015-2019 | |
| 38 | Julio Mora# | 21 | 2017-2020 | |
| 38 | George Robertson# | 21 | 2019-2020 | |
| 38 | Alvaro Salas# | 21 | 2017-2020 | |
| 38 | Jorge Sanchez | 21 | 2012-2016 | |
| 38 | Steve Sharkey# | 21 | 2016-2020 | |
| 38 | Hal Tamburrino# | 21 | 2015-2018 | |
| 38 | Oscar Valdivia# | 21 | 2016-2020 | |
| 48 | Cidro Alvares# | 20 | 2017-2020 | |
| 48 | Bennett Anders | 20 | 2004-2006 | |
| 48 | Freddy Arellanos# | 20 | 2019-2020 | |
| 48 | Oscar Casas# | 20 | 2016-2019 | |
| 48 | Mel Duran# | 20 | 2017-2017 | |
| 48 | Manuel Esquivel# | 20 | 2016-2020 | |
| 48 | Hector Francisco | 20 | 2003-2009 | |
| 48 | Ricardo Hernandez# | 20 | 2016-2018 | |
| 48 | Jose Herume# | 20 | 2014-2019 | |
| 48 | Jared Jones# | 20 | 2016-2018 | |
| 48 | Danny Reel# | 20 | 2018-2020 | |
| 48 | Eddie Remington# | 20 | 2017-2020 | |
| 48 | Willie Trevino# | 20 | 2017-2019 | |
| 48 | Mike Walsh# | 20 | 2017-2019 | |
| 62 | Javier Alba# | 19 | 2019-2020 | |
| 62 | Manfredino Amoruso | 19 | 2014-2018 | |
| 62 | Adam Asbury# | 19 | 2017-2020 | |
| 62 | Justin Berg# | 19 | 2017-2019 | |
| 62 | Matt Cafiero# | 19 | 2017-2020 | |
| 62 | Chris Furr# | 19 | 2014-2018 | |
| 62 | Willie Garza# | 19 | 2017-2020 | |
| 62 | Chris Govier | 19 | 2010-2017 | |
| 62 | Efrain Gutierrez# | 19 | 2014-2018 | |
| 62 | Juan Gutierrez# | 19 | 2019-2020 | |
| 62 | Dustin Jones# | 19 | 2013-2016 | |
| 62 | Tom Krasner# | 19 | 2018-2020 | |
| 62 | Brent LaGesse# | 19 | 2016-2019 | |
| 62 | Alex Martinez# | 19 | 2018-2020 | |
| 62 | Miguel Rubio | 19 | 2003-2007 | |
| 62 | Chris Saravia | 19 | 2017-2019 | |
| 62 | Nate Sciallo | 19 | 2001-2008 | |
| 62 | Moises Tellez# | 19 | 2015-2020 | |
| 62 | Chris Walsh | 19 | 2004-2010 | |
| 62 | Billy Westcott# | 19 | 2013-2016 | |
| 82 | Danny Alvarez# | 18 | 2019-2020 | |
| 82 | Xavier Bermudez# | 18 | 2017-2020 | |
| 82 | Isidro Bonilla# | 18 | 2014-2018 | |
| 82 | John Cochran# | 18 | 2018-2020 | |
| 82 | Tommy Daniello# | 18 | 2018-2020 | |
| 82 | Kevin Farris# | 18 | 2018-2019 | |
| 82 | Ray Fight# | 18 | 2019-2020 | |
| 82 | Ivan Garay# | 18 | 2014-2018 | |
| 82 | Oscar Hernandez# | 18 | 2012-2016 | |
| 82 | Jorge Martinez | 18 | 2003-2009 | |
| 82 | Toshimichi Miyakawa# | 18 | 2012-2014 | |
| 82 | Leo Olvera | 18 | 2014-2017 | |
| 82 | Jose Perez# | 18 | 2019-2020 | |
| 82 | Roberto Reyes | 18 | 2013-2017 | |
| 82 | Marco Rodriguez# | 18 | 2018-2019 | |
| 82 | Cale Schulze | 18 | 2004-2010 | |
| 82 | Bill Torres | 18 | 2001-2005 | |
| 82 | John Wright# | 18 | 2018-2019 | |
| 100 | Chris Cameron | 17 | 2005-2009 |
