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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Benjamin Brouwer# | 24 | 2017-2019 | |
| 2 | Felipe Gutiérrez# | 22 | 2016-2019 | |
| 2 | Bob Meyer# | 22 | 2016-2019 | |
| 4 | Paco López# | 20 | 2017-2019 | |
| 5 | Robert Archer# | 19 | 2016-2018 | |
| 6 | Tony Madden# | 17 | 2015-2019 | |
| 7 | Raúl Areola# | 15 | 2018-2019 | |
| 7 | Larry Branch# | 15 | 2018-2019 | |
| 7 | Manuel Delgado# | 15 | 2017-2019 | |
| 7 | Alfredo Ríos# | 15 | 2017-2018 | |
| 7 | Lorenzo Tamargo# | 15 | 2018-2019 | |
| 12 | Stanley Anderson# | 14 | 2018-2019 | |
| 12 | Dusty Mueller# | 14 | 2015-2016 | |
| 12 | William Taylor# | 14 | 2015-2019 | |
| 15 | Milton Anderson# | 13 | 2017-2019 | |
| 15 | David Auchinleck# | 13 | 2015-2019 | |
| 15 | Ángelo Cabrera# | 13 | 2017-2019 | |
| 15 | Juan Correa# | 13 | 2017-2019 | |
| 15 | Eric Lang# | 13 | 2017-2019 | |
| 15 | Stanley Neal# | 13 | 2018-2019 | |
| 21 | Casey Bader# | 12 | 2015-2016 | |
| 21 | Rod Bakewell# | 12 | 2017-2019 | |
| 21 | Carl Dyess# | 12 | 2015-2016 | |
| 21 | Dusty Muhidini# | 12 | 2015-2018 | |
| 25 | Mitch Bowman# | 11 | 2016-2019 | |
| 25 | Pedro Castro# | 11 | 2017-2018 | |
| 25 | Jeremy Gutiérrez# | 11 | 2017-2019 | |
| 25 | Mike Hornberger# | 11 | 2017-2018 | |
| 25 | Jason Jackson# | 11 | 2017-2018 | |
| 25 | Christian Patrick# | 11 | 2017-2018 | |
| 25 | Lorenzo Sánchez# | 11 | 2019-2019 | |
| 25 | Russ Wood# | 11 | 2016-2019 | |
| 33 | Marcelino Freschi# | 10 | 2017-2019 | |
| 33 | Gerd Jans# | 10 | 2017-2019 | |
| 33 | Jim Johnstone# | 10 | 2017-2019 | |
| 33 | Eduardo Molina# | 10 | 2018-2018 | |
| 33 | Allan Strawson# | 10 | 2017-2019 | |
| 33 | Mark Walker# | 10 | 2015-2016 | |
| 33 | Mike Warren# | 10 | 2016-2018 | |
| 33 | Ed White# | 10 | 2016-2019 | |
| 41 | Waylon Anderson# | 9 | 2015-2019 | |
| 41 | Joe King# | 9 | 2017-2017 | |
| 41 | Ramón Lara# | 9 | 2017-2019 | |
| 41 | Floyd MacFadden# | 9 | 2019-2019 | |
| 41 | Fernando Reyna# | 9 | 2017-2019 | |
| 46 | Joe Benítez# | 8 | 2015-2016 | |
| 46 | Randy Hoffman# | 8 | 2017-2018 | |
| 46 | Gilberto Ibarra# | 8 | 2015-2016 | |
| 46 | Jeff Krause# | 8 | 2017-2019 | |
| 46 | Shannon Lambright# | 8 | 2017-2019 | |
| 46 | Stuart Lee# | 8 | 2015-2016 | |
| 46 | Ryan McCall# | 8 | 2019-2019 | |
| 46 | Wyatt Watson# | 8 | 2015-2016 | |
| 46 | Gordon Wiggins# | 8 | 2017-2019 | |
| 55 | Mike Bean# | 7 | 2017-2017 | |
| 55 | José Campos# | 7 | 2019-2019 | |
| 55 | Lance Cochran# | 7 | 2016-2018 | |
| 55 | Connor Dale# | 7 | 2015-2016 | |
| 55 | Alberto Díaz# | 7 | 2017-2019 | |
| 55 | Jason Dudley# | 7 | 2017-2018 | |
| 55 | Javier Estrada# | 7 | 2016-2016 | |
| 55 | Ernest Gunter# | 7 | 2017-2019 | |
| 55 | Han-seung Kim# | 7 | 2018-2019 | |
| 55 | Kenshin Koike# | 7 | 2018-2018 | |
| 55 | Manuel Martínez# | 7 | 2017-2019 | |
| 55 | Ralph McKinney# | 7 | 2018-2018 | |
| 55 | Max Moore# | 7 | 2015-2016 | |
| 55 | Jorge Moreno# | 7 | 2015-2016 | |
| 55 | Pedro Pacheco# | 7 | 2019-2019 | |
| 55 | Josh Parker# | 7 | 2017-2018 | |
| 55 | Javier Ramírez# | 7 | 2017-2017 | |
| 55 | José Reyna# | 7 | 2019-2019 | |
| 55 | Eric Sharp# | 7 | 2019-2019 | |
| 55 | Nicholas Wells# | 7 | 2015-2016 | |
| 55 | Dale West# | 7 | 2015-2016 | |
| 55 | Marlon Wheeler | 7 | 2017-2017 | |
| 55 | Chad White | 7 | 2017-2017 | |
| 78 | Pedro Cervantes# | 6 | 2017-2017 | |
| 78 | Bubba Foster | 6 | 2015-2015 | |
| 78 | Kevin Henderson# | 6 | 2018-2019 | |
| 78 | George House# | 6 | 2019-2019 | |
| 78 | Denver Johnston# | 6 | 2015-2019 | |
| 78 | Millard Kessler# | 6 | 2017-2019 | |
| 78 | Del Lamb# | 6 | 2019-2019 | |
| 78 | Lanny Larson# | 6 | 2017-2018 | |
| 78 | Aurelio Martínez# | 6 | 2017-2018 | |
| 78 | Domingo Medina# | 6 | 2017-2017 | |
| 78 | Mike Moran | 6 | 2015-2016 | |
| 78 | Octávio Rodríguez# | 6 | 2017-2017 | |
| 78 | Raúl Rodríguez# | 6 | 2017-2019 | |
| 78 | Martin Rogers# | 6 | 2015-2019 | |
| 78 | Fernando Ruíz# | 6 | 2017-2017 | |
| 78 | Dave Townend# | 6 | 2015-2018 | |
| 78 | Kaluka Wene# | 6 | 2015-2016 | |
| 78 | Aaron Wise# | 6 | 2015-2016 | |
| 78 | António Ybarra# | 6 | 2019-2019 | |
| 97 | Benjamin Baars# | 5 | 2017-2019 | |
| 97 | Sammy Bannatyne | 5 | 2015-2016 | |
| 97 | José Cabrera# | 5 | 2016-2018 | |
| 97 | Bobby Davis | 5 | 2017-2017 |
