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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | John Holley# | 43 | 2014-2019 | |
| 2 | Héctor Alarcon# | 41 | 2015-2019 | |
| 3 | Wayne Craig# | 40 | 2015-2019 | |
| 4 | Guillermo Pérez# | 38 | 2015-2018 | |
| 5 | Pat Horton# | 37 | 2014-2019 | |
| 6 | Jeff Hale# | 35 | 2014-2019 | |
| 6 | Ricardo Hernández | 35 | 2014-2018 | |
| 8 | John Braun# | 33 | 2014-2019 | |
| 9 | Timothy Allen | 28 | 2014-2017 | |
| 9 | Drake Montgomery# | 28 | 2015-2018 | |
| 9 | John Wilkins# | 28 | 2015-2016 | |
| 12 | Kirby Brown# | 27 | 2014-2018 | |
| 12 | Joe Ellis# | 27 | 2016-2019 | |
| 12 | Walt Johnston# | 27 | 2014-2019 | |
| 12 | César Vatgos# | 27 | 2017-2019 | |
| 16 | Harris Howard# | 26 | 2014-2017 | |
| 16 | Rich Hunter# | 26 | 2014-2019 | |
| 18 | Devin Hinton# | 25 | 2017-2018 | |
| 18 | Nathaniel Riley# | 25 | 2016-2019 | |
| 20 | Myron Johnson# | 24 | 2014-2019 | |
| 20 | Luis Miguel Rojas# | 24 | 2016-2019 | |
| 22 | Roger Garrett# | 23 | 2014-2019 | |
| 23 | Michael Battle# | 22 | 2018-2019 | |
| 23 | Wayne Hurst# | 22 | 2015-2018 | |
| 23 | Pete Nicholls | 22 | 2015-2018 | |
| 26 | Manuel Garza# | 21 | 2015-2018 | |
| 26 | John Hicks# | 21 | 2015-2019 | |
| 26 | Jung-hoon Kim# | 21 | 2018-2019 | |
| 26 | Roberto Ortega# | 21 | 2018-2019 | |
| 26 | Bruce Sullivan | 21 | 2014-2017 | |
| 31 | Miguel Meza# | 20 | 2014-2018 | |
| 31 | Byron Rogers# | 20 | 2015-2019 | |
| 31 | Felipe Velázquez# | 20 | 2017-2019 | |
| 34 | Allen Blair# | 19 | 2015-2019 | |
| 34 | Chester Henry# | 19 | 2014-2017 | |
| 34 | George House# | 19 | 2014-2015 | |
| 34 | Lorenzo Marín# | 19 | 2014-2019 | |
| 38 | Jon Aris# | 18 | 2015-2017 | |
| 38 | Earnest Casey# | 18 | 2016-2018 | |
| 38 | Andy Coker# | 18 | 2016-2019 | |
| 38 | Bill Prowse# | 18 | 2014-2017 | |
| 38 | Jim Roberts# | 18 | 2014-2015 | |
| 43 | Ryan Davis# | 17 | 2019-2019 | |
| 43 | Henry Hall# | 17 | 2015-2018 | |
| 43 | Tom Melton | 17 | 2014-2017 | |
| 43 | Ryan Miller# | 17 | 2014-2019 | |
| 43 | Rick Payne# | 17 | 2014-2018 | |
| 48 | Michael Campbell# | 16 | 2015-2019 | |
| 48 | Cam Herman# | 16 | 2015-2018 | |
| 48 | Juan Carlos Maestas# | 16 | 2016-2019 | |
| 48 | Tom Reynolds# | 16 | 2015-2019 | |
| 52 | Albert Braun# | 15 | 2015-2018 | |
| 52 | Jake Davis# | 15 | 2016-2017 | |
| 52 | Cole Hall# | 15 | 2017-2019 | |
| 52 | Ralph McKinney# | 15 | 2019-2019 | |
| 52 | Fernando Rivero# | 15 | 2018-2019 | |
| 52 | António Rodríguez# | 15 | 2016-2017 | |
| 52 | Jud White# | 15 | 2014-2018 | |
| 59 | Dave Andrews# | 14 | 2016-2017 | |
| 59 | Francisco Carrasco# | 14 | 2015-2019 | |
| 59 | Wayne Downey# | 14 | 2016-2018 | |
| 59 | Tommy Dunn | 14 | 2014-2017 | |
| 59 | Bill Fletcher# | 14 | 2019-2019 | |
| 59 | Ray Gordon# | 14 | 2015-2019 | |
| 59 | Armando Hernández# | 14 | 2015-2015 | |
| 59 | Félix Jiménez# | 14 | 2018-2019 | |
| 59 | John Kaufman# | 14 | 2015-2016 | |
| 59 | Joe King# | 14 | 2014-2015 | |
| 59 | Christian Pitts# | 14 | 2017-2018 | |
| 59 | Will Savage# | 14 | 2017-2019 | |
| 59 | Masood Thind | 14 | 2015-2015 | |
| 59 | Don Thompson# | 14 | 2017-2019 | |
| 73 | Ben Davis | 13 | 2014-2017 | |
| 73 | Manuel Hernández# | 13 | 2017-2019 | |
| 73 | Juan Lópes# | 13 | 2014-2017 | |
| 73 | Lou Meadows# | 13 | 2018-2018 | |
| 73 | Joe Richard | 13 | 2015-2015 | |
| 73 | Carlos Rúbio# | 13 | 2015-2019 | |
| 73 | Javier Tares# | 13 | 2016-2018 | |
| 80 | Billy Black# | 12 | 2015-2019 | |
| 80 | Luis Castillo | 12 | 2014-2015 | |
| 80 | Pedro Castro# | 12 | 2018-2019 | |
| 80 | Paul Clark# | 12 | 2015-2019 | |
| 80 | Gonçalo Conxacha# | 12 | 2015-2019 | |
| 80 | Carlos Fuentes# | 12 | 2015-2019 | |
| 80 | José Galindo | 12 | 2016-2017 | |
| 80 | Luis Hernández# | 12 | 2014-2015 | |
| 80 | Randy Hoffman# | 12 | 2017-2019 | |
| 80 | Ryoichi Maruyama# | 12 | 2018-2018 | |
| 80 | Gilbert Morris# | 12 | 2014-2018 | |
| 80 | Alf Näsbom# | 12 | 2016-2016 | |
| 92 | Ken Bane | 11 | 2014-2014 | |
| 92 | Torvald Geertsen# | 11 | 2019-2019 | |
| 92 | Stan Grant | 11 | 2014-2014 | |
| 92 | Denver Johnston# | 11 | 2015-2018 | |
| 92 | Steve King# | 11 | 2016-2019 | |
| 92 | Alberto Ortíz# | 11 | 2015-2019 | |
| 92 | Han-lee Pak# | 11 | 2017-2019 | |
| 92 | Jesús Reyes# | 11 | 2016-2017 | |
| 92 | Carl Snyder# | 11 | 2016-2019 |
