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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Martín Lópes | 29 | 2007-2011 | |
| 2 | Boboy Ambay | 27 | 2012-2015 | |
| 3 | Jung Chwa | 26 | 2014-2017 | |
| 4 | Esteban Baca | 25 | 2014-2017 | |
| 4 | José Caraballo | 25 | 2007-2010 | |
| 4 | Michael Hoffmeyer | 25 | 2008-2011 | |
| 4 | Ross Holley | 25 | 2007-2010 | |
| 4 | Brock Morris | 25 | 2014-2017 | |
| 4 | José Navarro | 25 | 2012-2015 | |
| 10 | Ron Biller | 24 | 2017-2020 | |
| 10 | Jesse Green | 24 | 2012-2015 | |
| 10 | Daniel Griffin | 24 | 2008-2011 | |
| 13 | Diego Chávez | 23 | 2010-2013 | |
| 13 | Jacob Fuller | 23 | 2009-2012 | |
| 13 | Octávio Garza | 23 | 2008-2011 | |
| 13 | Steve Haynes | 23 | 2007-2010 | |
| 13 | Michael Puckett | 23 | 2010-2013 | |
| 13 | José Valdéz | 23 | 2016-2019 | |
| 19 | Miguel Archuleta | 22 | 2014-2017 | |
| 19 | Dave Bodie# | 22 | 2046-2049 | |
| 19 | Artie Downing | 22 | 2016-2019 | |
| 19 | Tim Harmon | 22 | 2011-2014 | |
| 19 | Christian Livingston | 22 | 2008-2011 | |
| 19 | Pedro Magana | 22 | 2010-2013 | |
| 19 | Miguel Ramírez | 22 | 2009-2012 | |
| 19 | José Rojas | 22 | 2014-2017 | |
| 19 | Chris Spencer | 22 | 2013-2016 | |
| 28 | Fernando Alvarado | 21 | 2009-2012 | |
| 28 | Jonathan Booker | 21 | 2012-2015 | |
| 28 | Tony Guerra | 21 | 2010-2013 | |
| 28 | Rick Henson# | 21 | 2045-2047 | |
| 28 | Jesse Little | 21 | 2017-2020 | |
| 28 | Ramón Rivera | 21 | 2011-2014 | |
| 34 | Josh Baker | 20 | 2008-2011 | |
| 34 | John Burris | 20 | 2014-2017 | |
| 34 | Tommy Connare | 20 | 2007-2010 | |
| 34 | Bill Cunningham# | 20 | 2045-2047 | |
| 34 | Jason Drake | 20 | 2017-2020 | |
| 34 | Josh Ewing | 20 | 2026-2028 | |
| 34 | Sergio García | 20 | 2007-2010 | |
| 34 | Noriyori Goto# | 20 | 2047-2049 | |
| 34 | Terry Klassen | 20 | 2015-2018 | |
| 34 | Jonathan Lewis# | 20 | 2037-2039 | |
| 34 | Carlos López | 20 | 2010-2013 | |
| 34 | Bob Moss | 20 | 2015-2017 | |
| 34 | Alberto Márquez | 20 | 2017-2020 | |
| 34 | Ramiro Piña | 20 | 2018-2020 | |
| 34 | Norwood Reid# | 20 | 2044-2046 | |
| 34 | Bartolo Romo | 20 | 2012-2015 | |
| 34 | Adrián Serrano | 20 | 2017-2020 | |
| 34 | Manny Velásquez | 20 | 2011-2014 | |
| 34 | Rex Welch | 20 | 2015-2018 | |
| 34 | Oscar Wheeler | 20 | 2014-2017 | |
| 54 | Rodrigo Aguilar | 19 | 2012-2015 | |
| 54 | Glen Bainton# | 19 | 2045-2047 | |
| 54 | Hyo-chin Ch'oe | 19 | 2016-2019 | |
| 54 | Luis Cortéz | 19 | 2016-2019 | |
| 54 | Jim Daniel | 19 | 2017-2020 | |
| 54 | Keith Davis | 19 | 2009-2012 | |
| 54 | Myron Garrett | 19 | 2009-2012 | |
| 54 | Ken Gary | 19 | 2013-2016 | |
| 54 | Howard Green | 19 | 2011-2014 | |
| 54 | José Hernández | 19 | 2007-2010 | |
| 54 | Tom Hood# | 19 | 2045-2047 | |
| 54 | Jacques Lang | 19 | 2014-2017 | |
| 54 | Sam MacIntyre | 19 | 2010-2013 | |
| 54 | Juan Marín | 19 | 2011-2014 | |
| 54 | Ray McNeill | 19 | 2008-2011 | |
| 54 | Dema Mitenkov | 19 | 2014-2017 | |
| 54 | Gustavo Molina | 19 | 2016-2019 | |
| 54 | Robert Powers | 19 | 2012-2015 | |
| 54 | Jorge Salazar | 19 | 2013-2016 | |
| 54 | Luis Silva | 19 | 2011-2014 | |
| 54 | Keith Swanson | 19 | 2014-2017 | |
| 54 | Carlos Tavárez | 19 | 2017-2020 | |
| 54 | Jason Taylor | 19 | 2017-2020 | |
| 54 | Horace Thomas | 19 | 2007-2010 | |
| 54 | Steve Thomas | 19 | 2012-2015 | |
| 54 | Carlos Uribe | 19 | 2007-2009 | |
| 54 | Mal Windham | 19 | 2007-2009 | |
| 54 | Yin-zhen Zong | 19 | 2010-2013 | |
| 82 | Pablo Cabral | 18 | 2016-2019 | |
| 82 | Mario Chávez | 18 | 2014-2017 | |
| 82 | John Davenport# | 18 | 2045-2048 | |
| 82 | Luis Féliz | 18 | 2018-2020 | |
| 82 | José García | 18 | 2015-2018 | |
| 82 | Pedro García | 18 | 2013-2016 | |
| 82 | Nicoláo Gericota | 18 | 2014-2017 | |
| 82 | Esteban Gonzáles | 18 | 2013-2016 | |
| 82 | Javier González | 18 | 2018-2020 | |
| 82 | Brian Grant | 18 | 2007-2009 | |
| 82 | António Gálvez | 18 | 2007-2011 | |
| 82 | Carlos Hendrix | 18 | 2009-2012 | |
| 82 | Todd Howell | 18 | 2015-2018 | |
| 82 | Thomas Hughes | 18 | 2018-2020 | |
| 82 | Glen Jones | 18 | 2012-2015 | |
| 82 | Nazih Kasib | 18 | 2012-2015 | |
| 82 | Joe Matthews | 18 | 2007-2011 | |
| 82 | Leonard Mercer | 18 | 2010-2013 | |
| 82 | Lee Miller# | 18 | 2047-2049 |
