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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Guillermo García# | 68 | 2013-2017 | |
| 2 | Cris Mendoza# | 60 | 2013-2017 | |
| 3 | Ramón Ortega# | 58 | 2013-2017 | |
| 4 | Edwin Ellis# | 57 | 2013-2017 | |
| 4 | José Hernández# | 57 | 2013-2017 | |
| 6 | Ryan Davis# | 50 | 2015-2017 | |
| 7 | Juan Júlio# | 47 | 2013-2017 | |
| 7 | Ryan Ray# | 47 | 2013-2017 | |
| 9 | Yuri Volkers# | 44 | 2013-2017 | |
| 10 | Jim Eliott# | 39 | 2014-2017 | |
| 11 | Miguel Castillo# | 37 | 2013-2017 | |
| 12 | Bill Grange# | 36 | 2013-2016 | |
| 13 | Enrique Magana# | 35 | 2013-2017 | |
| 14 | Erik Davis# | 34 | 2013-2017 | |
| 14 | Charlie Day# | 34 | 2013-2017 | |
| 16 | John Coleman# | 33 | 2013-2017 | |
| 16 | Tim Powell# | 33 | 2013-2015 | |
| 16 | Peter Rivers# | 33 | 2013-2016 | |
| 19 | Pedro Martínez# | 30 | 2013-2017 | |
| 20 | Edgar Martínez# | 29 | 2013-2017 | |
| 20 | Gerard Moore# | 29 | 2013-2016 | |
| 22 | Vern Camp# | 28 | 2013-2017 | |
| 22 | António Solís | 28 | 2013-2016 | |
| 24 | William Johnson# | 27 | 2013-2015 | |
| 25 | Billy Crawford# | 26 | 2014-2017 | |
| 25 | Reid Garner# | 26 | 2015-2017 | |
| 25 | Edgardo Marín# | 26 | 2013-2017 | |
| 28 | Darryl Gordon# | 24 | 2016-2017 | |
| 28 | Mhelter Vitor# | 24 | 2013-2017 | |
| 28 | John Wilkins# | 24 | 2013-2017 | |
| 31 | Sozen Raikatuji# | 22 | 2016-2017 | |
| 32 | Ken Hinkle# | 21 | 2013-2017 | |
| 32 | Mario Peńa# | 21 | 2013-2016 | |
| 34 | Aubrey Ferguson# | 20 | 2013-2016 | |
| 34 | Gary Williams# | 20 | 2013-2017 | |
| 36 | António Cruz# | 19 | 2013-2014 | |
| 36 | Richard Davis# | 19 | 2013-2017 | |
| 36 | Marshall Edwards# | 19 | 2013-2016 | |
| 36 | Joe Richard | 19 | 2013-2016 | |
| 36 | Roy Robinson# | 19 | 2013-2017 | |
| 41 | Michael Battle# | 18 | 2014-2017 | |
| 41 | Alberto Canseco | 18 | 2014-2016 | |
| 41 | Zander Fry# | 18 | 2013-2016 | |
| 41 | Masood Thind# | 18 | 2014-2017 | |
| 45 | Mike Franklin# | 17 | 2013-2014 | |
| 45 | Byron Rogers# | 17 | 2014-2017 | |
| 45 | Dave Tomlinson# | 17 | 2015-2017 | |
| 45 | António Vega# | 17 | 2013-2017 | |
| 45 | Yoriyoshi Yamamoto# | 17 | 2016-2017 | |
| 50 | Jesús Cantú# | 16 | 2016-2017 | |
| 50 | Pat Farrell# | 16 | 2013-2014 | |
| 50 | Armando Hernández# | 16 | 2013-2017 | |
| 50 | Pete Nicholls# | 16 | 2013-2017 | |
| 50 | John Watson# | 16 | 2014-2017 | |
| 55 | Burt Booth# | 15 | 2013-2017 | |
| 55 | Nate Connolly# | 15 | 2013-2014 | |
| 55 | George House# | 15 | 2016-2017 | |
| 55 | José Ramos# | 15 | 2014-2017 | |
| 55 | Tony Schneider# | 15 | 2013-2017 | |
| 55 | Myron Snow# | 15 | 2013-2017 | |
| 61 | Jorge Aguirre# | 14 | 2015-2017 | |
| 61 | Christian Pitts# | 14 | 2015-2016 | |
| 61 | Pedro Ritodíaz# | 14 | 2013-2014 | |
| 61 | Fernando Rivero# | 14 | 2014-2016 | |
| 65 | Tom Price | 13 | 2013-2016 | |
| 66 | Curtis Fields# | 12 | 2016-2017 | |
| 66 | Bobby Hicks | 12 | 2013-2014 | |
| 66 | Devin Hinton# | 12 | 2013-2016 | |
| 66 | Florim Zhulati | 12 | 2013-2014 | |
| 70 | Yin-fat Foong# | 11 | 2017-2017 | |
| 70 | Paco Galván# | 11 | 2013-2016 | |
| 70 | Tony Hernández# | 11 | 2013-2017 | |
| 70 | Cal Hudson# | 11 | 2014-2016 | |
| 70 | Dave Parrish# | 11 | 2015-2017 | |
| 70 | Nick Sherman | 11 | 2013-2014 | |
| 70 | Alfredo Trejo# | 11 | 2017-2017 | |
| 77 | Kelly Hampton# | 10 | 2015-2017 | |
| 77 | Luis Mata# | 10 | 2015-2017 | |
| 77 | Ernesto Mateo | 10 | 2013-2014 | |
| 77 | Scott Neal# | 10 | 2015-2017 | |
| 77 | Dennis Park | 10 | 2013-2016 | |
| 77 | Alberto Salinas# | 10 | 2013-2015 | |
| 83 | Bill Bullard | 9 | 2013-2016 | |
| 83 | John Dodson# | 9 | 2013-2017 | |
| 83 | Gilberto Flores# | 9 | 2015-2016 | |
| 83 | Lester Gross# | 9 | 2014-2016 | |
| 83 | John Kaufman# | 9 | 2017-2017 | |
| 83 | Jesús Martínez# | 9 | 2017-2017 | |
| 83 | Esteban Moreno# | 9 | 2013-2017 | |
| 83 | Alec Pittman# | 9 | 2017-2017 | |
| 91 | Timothy Allen | 8 | 2013-2015 | |
| 91 | Jon Aris# | 8 | 2013-2014 | |
| 91 | Kirby Brown# | 8 | 2017-2017 | |
| 91 | William Davis# | 8 | 2017-2017 | |
| 91 | Jorge Fernández# | 8 | 2013-2016 | |
| 91 | Tom Gibbs# | 8 | 2013-2013 | |
| 91 | Shane Giles | 8 | 2015-2015 | |
| 91 | David Harrison# | 8 | 2014-2016 | |
| 91 | Chester Henry# | 8 | 2016-2016 | |
| 91 | Martin Hill# | 8 | 2014-2014 |
