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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | John Holley# | 33 | 2014-2017 | |
| 2 | Pat Horton# | 32 | 2014-2017 | |
| 3 | Guillermo Pérez# | 31 | 2015-2017 | |
| 4 | Ricardo Hernández# | 30 | 2014-2017 | |
| 5 | Timothy Allen | 28 | 2014-2017 | |
| 5 | John Wilkins# | 28 | 2015-2016 | |
| 7 | Harris Howard# | 26 | 2014-2017 | |
| 8 | Kirby Brown# | 24 | 2014-2016 | |
| 9 | Rich Hunter# | 22 | 2014-2016 | |
| 9 | Drake Montgomery# | 22 | 2015-2017 | |
| 11 | John Braun# | 21 | 2014-2016 | |
| 11 | Bruce Sullivan# | 21 | 2014-2017 | |
| 13 | Joe Ellis# | 20 | 2016-2017 | |
| 13 | Myron Johnson# | 20 | 2014-2015 | |
| 13 | Pete Nicholls# | 20 | 2015-2016 | |
| 16 | Héctor Alarcon# | 19 | 2015-2017 | |
| 16 | Roger Garrett# | 19 | 2014-2015 | |
| 16 | Chester Henry# | 19 | 2014-2017 | |
| 16 | George House# | 19 | 2014-2015 | |
| 20 | Jon Aris# | 18 | 2015-2017 | |
| 20 | Jeff Hale# | 18 | 2014-2017 | |
| 20 | Bill Prowse# | 18 | 2014-2017 | |
| 20 | Nathaniel Riley# | 18 | 2016-2017 | |
| 20 | Jim Roberts# | 18 | 2014-2015 | |
| 20 | Jorge Rodríguez# | 18 | 2016-2017 | |
| 26 | John Green# | 17 | 2014-2016 | |
| 26 | Tom Melton# | 17 | 2014-2017 | |
| 26 | Miguel Meza# | 17 | 2014-2017 | |
| 29 | Wayne Craig# | 16 | 2015-2017 | |
| 29 | Manuel Garza# | 16 | 2015-2017 | |
| 31 | Earnest Casey# | 15 | 2016-2017 | |
| 31 | Jake Davis# | 15 | 2016-2017 | |
| 31 | António Rodríguez# | 15 | 2016-2017 | |
| 34 | Dave Andrews# | 14 | 2016-2017 | |
| 34 | Francisco Carrasco# | 14 | 2015-2017 | |
| 34 | Tommy Dunn | 14 | 2014-2017 | |
| 34 | Armando Hernández# | 14 | 2015-2015 | |
| 34 | John Kaufman# | 14 | 2015-2016 | |
| 34 | Joe King# | 14 | 2014-2015 | |
| 34 | Masood Thind# | 14 | 2015-2015 | |
| 41 | Ben Davis# | 13 | 2014-2017 | |
| 41 | Cam Herman# | 13 | 2015-2017 | |
| 41 | John Hicks# | 13 | 2015-2017 | |
| 41 | Devin Hinton# | 13 | 2017-2017 | |
| 41 | Juan Lópes# | 13 | 2014-2017 | |
| 41 | Joe Richard | 13 | 2015-2015 | |
| 41 | Miles van de Brekel# | 13 | 2017-2017 | |
| 41 | Jud White# | 13 | 2014-2017 | |
| 49 | Luis Castillo# | 12 | 2014-2015 | |
| 49 | Wayne Downey# | 12 | 2016-2016 | |
| 49 | José Galindo# | 12 | 2016-2017 | |
| 49 | Luis Hernández# | 12 | 2014-2015 | |
| 49 | Walt Johnston# | 12 | 2014-2017 | |
| 49 | Gilbert Morris# | 12 | 2014-2017 | |
| 49 | Alf Näsbom# | 12 | 2016-2016 | |
| 56 | Ken Bane# | 11 | 2014-2014 | |
| 56 | Gonçalo Conxacha# | 11 | 2015-2016 | |
| 56 | Stan Grant# | 11 | 2014-2014 | |
| 56 | Wayne Hurst# | 11 | 2015-2016 | |
| 56 | Lorenzo Marín# | 11 | 2014-2017 | |
| 56 | Rick Payne# | 11 | 2014-2017 | |
| 56 | Jesús Reyes# | 11 | 2016-2017 | |
| 56 | Tom Reynolds# | 11 | 2015-2015 | |
| 56 | Byron Rogers# | 11 | 2015-2015 | |
| 56 | Luis Miguel Rojas# | 11 | 2016-2016 | |
| 56 | Edwin Wilson | 11 | 2014-2014 | |
| 67 | Richie Allen | 10 | 2014-2016 | |
| 67 | Mike Bean# | 10 | 2016-2016 | |
| 67 | Germán Bonilla# | 10 | 2014-2015 | |
| 67 | Albert Braun# | 10 | 2015-2016 | |
| 67 | Michael Campbell# | 10 | 2015-2017 | |
| 67 | Junior Collins | 10 | 2014-2014 | |
| 67 | Luis Estrada | 10 | 2014-2014 | |
| 67 | Shane Giles | 10 | 2014-2014 | |
| 67 | Ray Gordon# | 10 | 2015-2017 | |
| 67 | Henry Hall# | 10 | 2015-2017 | |
| 67 | Masaharu Suto# | 10 | 2014-2015 | |
| 67 | Carlos Villarreal# | 10 | 2015-2017 | |
| 67 | Kenny Welch | 10 | 2014-2017 | |
| 80 | Héctor Amaya# | 9 | 2014-2016 | |
| 80 | Edward Bailey | 9 | 2014-2015 | |
| 80 | Ethan Bishop# | 9 | 2017-2017 | |
| 80 | Dexter Charles# | 9 | 2014-2014 | |
| 80 | Paul Clark# | 9 | 2015-2017 | |
| 80 | Cam Davidson# | 9 | 2014-2016 | |
| 80 | Cole Hall# | 9 | 2017-2017 | |
| 80 | Steve King# | 9 | 2016-2016 | |
| 80 | Manuel Martínez# | 9 | 2015-2017 | |
| 80 | Felipe Velázquez# | 9 | 2017-2017 | |
| 80 | Alexis Weaver# | 9 | 2015-2016 | |
| 80 | Pete Wood# | 9 | 2016-2016 | |
| 92 | Billy Black# | 8 | 2015-2017 | |
| 92 | Monte Conner# | 8 | 2014-2016 | |
| 92 | Geoffrey Fowler# | 8 | 2015-2016 | |
| 92 | Zander Fry# | 8 | 2017-2017 | |
| 92 | Carlos Fuentes# | 8 | 2015-2017 | |
| 92 | Raúl García# | 8 | 2014-2014 | |
| 92 | Denver Johnston# | 8 | 2015-2016 | |
| 92 | Ron Kennedy# | 8 | 2015-2017 | |
| 92 | Paco López# | 8 | 2016-2016 |
