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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Ken Bixby# | 17 | 2015-2019 | |
| 2 | Roger Froehlich# | 16 | 2012-2016 | |
| 2 | Rick Winkler# | 16 | 2013-2018 | |
| 4 | Antonio Alvarez# | 15 | 2018-2020 | |
| 4 | Andy Firkins# | 15 | 2015-2018 | |
| 6 | Mike Arnerich# | 14 | 2012-2016 | |
| 6 | Gil Martinez# | 14 | 2016-2018 | |
| 8 | Daniel Beckles# | 13 | 2016-2017 | |
| 8 | Donny Bisesi# | 13 | 2018-2020 | |
| 8 | Jesus Fernandez# | 13 | 2012-2016 | |
| 8 | Jim Mendoza# | 13 | 2018-2020 | |
| 12 | Jose Contreras# | 12 | 2016-2018 | |
| 12 | Antonio Enriquez# | 12 | 2013-2016 | |
| 12 | Steve Gaucher# | 12 | 2012-2015 | |
| 12 | Mauricio Martinez# | 12 | 2014-2018 | |
| 12 | Chris Simon# | 12 | 2017-2020 | |
| 12 | Andy Weatherholt# | 12 | 2019-2020 | |
| 18 | Dennis Allen# | 11 | 2019-2020 | |
| 18 | Robby Brown | 11 | 2012-2016 | |
| 18 | Mike Canales# | 11 | 2013-2019 | |
| 18 | Kareem Craig# | 11 | 2018-2019 | |
| 18 | Rodrigo Gaeta# | 11 | 2013-2017 | |
| 18 | Josh Hamilton# | 11 | 2017-2020 | |
| 18 | Matt Robinson# | 11 | 2012-2017 | |
| 18 | Juan Sauceda# | 11 | 2014-2018 | |
| 26 | Juan Barron# | 10 | 2014-2018 | |
| 26 | Mike Bryan# | 10 | 2013-2018 | |
| 26 | Adrian Capell# | 10 | 2014-2018 | |
| 26 | Mark Dudley# | 10 | 2013-2016 | |
| 26 | Ernie Hancock# | 10 | 2012-2016 | |
| 26 | Jason Henley# | 10 | 2015-2019 | |
| 26 | Tim Killeen# | 10 | 2014-2018 | |
| 26 | Joaquin Lira# | 10 | 2016-2019 | |
| 26 | Vinny Luna# | 10 | 2014-2016 | |
| 26 | Luis Najera# | 10 | 2019-2019 | |
| 26 | Jose Navarro | 10 | 2012-2014 | |
| 26 | Jalen Priestley | 10 | 2012-2015 | |
| 26 | Frank Sarabia# | 10 | 2012-2015 | |
| 26 | Jeff Sharp# | 10 | 2018-2020 | |
| 26 | J.D. Vernon# | 10 | 2012-2015 | |
| 41 | Gary Barone# | 9 | 2012-2013 | |
| 41 | Fernando Colin# | 9 | 2014-2019 | |
| 41 | Mike Criswell# | 9 | 2015-2017 | |
| 41 | Kevin Daniels# | 9 | 2015-2018 | |
| 41 | Chris Foore# | 9 | 2012-2015 | |
| 41 | Joe Hart# | 9 | 2012-2013 | |
| 41 | Ricky Hill# | 9 | 2012-2018 | |
| 41 | Nick Horrocks# | 9 | 2018-2020 | |
| 41 | Ed Jenkins# | 9 | 2012-2015 | |
| 41 | Beau Larson# | 9 | 2019-2020 | |
| 41 | Luis Lozano | 9 | 2012-2015 | |
| 41 | Rusty McCall | 9 | 2013-2017 | |
| 41 | Joe McLaughlin# | 9 | 2019-2020 | |
| 41 | Ryan Parker | 9 | 2012-2015 | |
| 41 | David Pruner# | 9 | 2012-2014 | |
| 41 | Roberto Salazar# | 9 | 2012-2013 | |
| 41 | Tom Schneider# | 9 | 2017-2018 | |
| 41 | Jesse Vecchio# | 9 | 2013-2015 | |
| 59 | Robby Alexander | 8 | 2012-2014 | |
| 59 | John Bickel# | 8 | 2019-2020 | |
| 59 | Adam Bowman# | 8 | 2012-2016 | |
| 59 | Tony Casablanca# | 8 | 2017-2020 | |
| 59 | Vic Chou | 8 | 2015-2018 | |
| 59 | Aaron Daniels# | 8 | 2016-2019 | |
| 59 | Nick Douglass# | 8 | 2019-2020 | |
| 59 | David Edgemon# | 8 | 2019-2020 | |
| 59 | Cesar Escobedo# | 8 | 2014-2015 | |
| 59 | Sam Godsey# | 8 | 2013-2016 | |
| 59 | Brent Gudim# | 8 | 2019-2020 | |
| 59 | Adam Haire | 8 | 2014-2016 | |
| 59 | Chris Jacoby# | 8 | 2012-2015 | |
| 59 | Phil Junell# | 8 | 2013-2015 | |
| 59 | Dionísio Manteigueiro# | 8 | 2015-2019 | |
| 59 | Ryan Marion# | 8 | 2012-2015 | |
| 59 | Gary McIntire# | 8 | 2016-2018 | |
| 59 | Casey Odom# | 8 | 2017-2020 | |
| 59 | Elias Pena | 8 | 2012-2012 | |
| 59 | Jason Phillips# | 8 | 2017-2018 | |
| 59 | Roberto Reyes | 8 | 2013-2015 | |
| 59 | Eddie Saldana | 8 | 2012-2013 | |
| 59 | Simon Scales# | 8 | 2016-2019 | |
| 59 | Josh Shropshire# | 8 | 2016-2017 | |
| 59 | Byron Stanton# | 8 | 2019-2020 | |
| 59 | Will Stone | 8 | 2012-2014 | |
| 59 | Carlos Tellez# | 8 | 2016-2020 | |
| 59 | Jeff Trennepohl | 8 | 2014-2016 | |
| 87 | Nate Ashley# | 7 | 2015-2019 | |
| 87 | Brian Ballengee# | 7 | 2015-2017 | |
| 87 | Ryan Barmore# | 7 | 2012-2016 | |
| 87 | Miguel Benitez# | 7 | 2012-2016 | |
| 87 | David Bernal# | 7 | 2014-2017 | |
| 87 | Patrick Billue# | 7 | 2012-2015 | |
| 87 | Chris Brown# | 7 | 2013-2018 | |
| 87 | Alfonso Cruz | 7 | 2012-2015 | |
| 87 | Jordan Diaz | 7 | 2012-2017 | |
| 87 | Brian Driskell# | 7 | 2013-2018 | |
| 87 | Ben Dugger# | 7 | 2016-2017 | |
| 87 | Derrick Espinosa# | 7 | 2018-2020 | |
| 87 | Mike Fisher# | 7 | 2015-2019 | |
| 87 | Alex Gomez# | 7 | 2016-2019 |
