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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Cris Mendoza# | 87 | 2013-2019 | |
| 2 | Ramón Ortega# | 86 | 2013-2019 | |
| 3 | Guillermo García# | 76 | 2013-2019 | |
| 4 | José Hernández# | 71 | 2013-2019 | |
| 5 | Jim Eliott# | 69 | 2014-2019 | |
| 6 | Ryan Ray# | 65 | 2013-2019 | |
| 7 | Edwin Ellis# | 61 | 2013-2019 | |
| 8 | Ryan Davis# | 59 | 2015-2018 | |
| 8 | Juan Júlio# | 59 | 2013-2019 | |
| 10 | Yuri Volkers# | 53 | 2013-2019 | |
| 11 | John Wilkins# | 48 | 2013-2019 | |
| 12 | Sozen Raikatuji# | 46 | 2016-2019 | |
| 13 | Peter Rivers# | 42 | 2013-2018 | |
| 14 | Billy Crawford# | 39 | 2014-2018 | |
| 14 | Edgar Martínez# | 39 | 2013-2019 | |
| 16 | Vern Camp# | 38 | 2013-2019 | |
| 16 | John Coleman# | 38 | 2013-2019 | |
| 18 | Miguel Castillo# | 37 | 2013-2017 | |
| 18 | Kyle Lewis# | 37 | 2016-2019 | |
| 20 | Erik Davis# | 36 | 2013-2018 | |
| 20 | Bill Grange | 36 | 2013-2016 | |
| 20 | Enrique Magana# | 36 | 2013-2019 | |
| 23 | John Kaufman# | 35 | 2017-2019 | |
| 24 | Tim Powell# | 33 | 2013-2015 | |
| 25 | Edgardo Marín# | 32 | 2013-2019 | |
| 26 | Pat Farrell# | 30 | 2013-2019 | |
| 26 | Chester Henry# | 30 | 2016-2019 | |
| 26 | Ken Hinkle# | 30 | 2013-2019 | |
| 26 | Pedro Martínez | 30 | 2013-2017 | |
| 26 | Lúcio Sánchez# | 30 | 2017-2019 | |
| 31 | Reid Garner# | 29 | 2015-2019 | |
| 32 | Jorge Aguirre# | 28 | 2015-2019 | |
| 32 | António Solís | 28 | 2013-2016 | |
| 34 | William Johnson | 27 | 2013-2018 | |
| 34 | Mario Peńa# | 27 | 2013-2019 | |
| 34 | Mhelter Vitor# | 27 | 2013-2019 | |
| 37 | Curtis Fields# | 26 | 2016-2019 | |
| 37 | Darryl Gordon# | 26 | 2016-2018 | |
| 39 | Todd Hines# | 25 | 2018-2019 | |
| 39 | Yoriyoshi Yamamoto# | 25 | 2016-2019 | |
| 41 | Marshall Edwards# | 24 | 2013-2019 | |
| 41 | António Vega# | 24 | 2013-2019 | |
| 43 | Pedro Ritodíaz# | 23 | 2013-2019 | |
| 43 | Roy Robinson# | 23 | 2013-2019 | |
| 45 | Kirby Brown# | 22 | 2017-2019 | |
| 45 | Devin Hinton# | 22 | 2013-2019 | |
| 45 | Christian Pitts# | 22 | 2015-2019 | |
| 48 | Jesús Caldero# | 21 | 2018-2019 | |
| 48 | Yin-fat Foong# | 21 | 2017-2019 | |
| 48 | Ole Kos# | 21 | 2018-2019 | |
| 48 | Carlos Mata# | 21 | 2018-2019 | |
| 48 | José Ramos# | 21 | 2014-2019 | |
| 53 | Burt Booth# | 20 | 2013-2019 | |
| 53 | Aubrey Ferguson | 20 | 2013-2016 | |
| 53 | Alfredo Trejo# | 20 | 2017-2018 | |
| 53 | John Watson# | 20 | 2014-2019 | |
| 53 | Gary Williams# | 20 | 2013-2017 | |
| 58 | Juan Chávez# | 19 | 2018-2019 | |
| 58 | António Cruz# | 19 | 2013-2014 | |
| 58 | Richard Davis | 19 | 2013-2017 | |
| 58 | Armando Hernández# | 19 | 2013-2018 | |
| 58 | Alec Pittman# | 19 | 2017-2019 | |
| 58 | Joe Richard | 19 | 2013-2016 | |
| 58 | Manuel Rojas# | 19 | 2018-2019 | |
| 65 | Michael Battle# | 18 | 2014-2017 | |
| 65 | Alberto Canseco | 18 | 2014-2016 | |
| 65 | Zander Fry# | 18 | 2013-2016 | |
| 65 | Masood Thind | 18 | 2014-2018 | |
| 69 | Mike Franklin# | 17 | 2013-2014 | |
| 69 | Frank Morse# | 17 | 2014-2019 | |
| 69 | Byron Rogers# | 17 | 2014-2017 | |
| 69 | Myron Snow# | 17 | 2013-2019 | |
| 69 | Dave Tomlinson# | 17 | 2015-2017 | |
| 74 | Jesús Cantú# | 16 | 2016-2017 | |
| 74 | Pete Nicholls | 16 | 2013-2017 | |
| 76 | Nate Connolly# | 15 | 2013-2014 | |
| 76 | George House# | 15 | 2016-2017 | |
| 76 | Eric Miller# | 15 | 2013-2019 | |
| 76 | Tony Schneider# | 15 | 2013-2017 | |
| 80 | Cole Hall# | 14 | 2013-2019 | |
| 80 | Miguel Herrera# | 14 | 2016-2019 | |
| 80 | Mike Lyon# | 14 | 2016-2019 | |
| 80 | Jesús Martínez# | 14 | 2017-2019 | |
| 80 | Fernando Rivero# | 14 | 2014-2016 | |
| 80 | Paco Vélez# | 14 | 2013-2019 | |
| 86 | Adrián Fierro# | 13 | 2018-2019 | |
| 86 | Irving Hansen# | 13 | 2017-2018 | |
| 86 | Tony Hernández# | 13 | 2013-2018 | |
| 86 | Luis Mata# | 13 | 2015-2019 | |
| 86 | Tom Price | 13 | 2013-2016 | |
| 86 | Kaluka Wene# | 13 | 2016-2018 | |
| 86 | Pete Wood# | 13 | 2017-2018 | |
| 93 | Chip Bishop# | 12 | 2019-2019 | |
| 93 | Earnest Casey# | 12 | 2018-2019 | |
| 93 | Bobby Hicks | 12 | 2013-2014 | |
| 93 | Bill Prowse# | 12 | 2018-2019 | |
| 93 | Florim Zhulati | 12 | 2013-2014 | |
| 98 | John Cox# | 11 | 2017-2019 | |
| 98 | Paco Galván | 11 | 2013-2016 | |
| 98 | Cal Hudson# | 11 | 2014-2016 |
