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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jason McKinney# | 26 | 2015-2017 | |
| 2 | Ron Barry# | 19 | 2015-2017 | |
| 3 | Huai-yu Kan# | 17 | 2015-2017 | |
| 3 | Robert Murdock# | 17 | 2016-2017 | |
| 5 | Rafael Clemente# | 13 | 2015-2017 | |
| 5 | Robert Dickinson# | 13 | 2015-2017 | |
| 7 | Mike Hickey# | 12 | 2015-2017 | |
| 7 | Lance Hodges# | 12 | 2015-2017 | |
| 7 | Suezo Sato# | 12 | 2015-2017 | |
| 10 | Richard Allison# | 11 | 2017-2017 | |
| 10 | Félix Jiménez# | 11 | 2016-2017 | |
| 10 | Dave Ponsonby# | 11 | 2015-2017 | |
| 10 | Russ Rose# | 11 | 2017-2017 | |
| 14 | Kyle Lewis# | 10 | 2016-2017 | |
| 14 | Alf Näsbom# | 10 | 2015-2017 | |
| 14 | Chuck Steele# | 10 | 2017-2017 | |
| 14 | Aaron Wise# | 10 | 2017-2017 | |
| 18 | Marcelino Freschi# | 9 | 2016-2016 | |
| 18 | Alec Pittman# | 9 | 2016-2017 | |
| 20 | Austin Abbott# | 8 | 2015-2016 | |
| 20 | Jorge Candelária | 8 | 2015-2015 | |
| 20 | Brian Chandler# | 8 | 2017-2017 | |
| 20 | Wayne Downey# | 8 | 2015-2016 | |
| 20 | Martin Hill# | 8 | 2015-2015 | |
| 20 | Mike Hornberger# | 8 | 2016-2016 | |
| 20 | Peter Murray# | 8 | 2017-2017 | |
| 20 | Carlos Sánchez# | 8 | 2017-2017 | |
| 20 | Jorge Torres# | 8 | 2015-2016 | |
| 29 | José Contreras# | 7 | 2017-2017 | |
| 29 | Dalton García# | 7 | 2015-2017 | |
| 29 | Kevin Gardner | 7 | 2015-2016 | |
| 29 | Jason Jackson# | 7 | 2016-2016 | |
| 29 | John Jones# | 7 | 2015-2016 | |
| 29 | Miguel Angel Liñares# | 7 | 2015-2016 | |
| 29 | Lee Reynolds# | 7 | 2015-2017 | |
| 29 | Carl Snyder# | 7 | 2015-2017 | |
| 29 | Eric Taylor# | 7 | 2015-2016 | |
| 38 | Zach Brown# | 6 | 2015-2017 | |
| 38 | Pedro Castro# | 6 | 2016-2016 | |
| 38 | Sam Chan# | 6 | 2015-2016 | |
| 38 | Harry Chipman | 6 | 2017-2017 | |
| 38 | Luis Gonzáles# | 6 | 2017-2017 | |
| 38 | Fernando González# | 6 | 2017-2017 | |
| 38 | Ernest Gunter# | 6 | 2016-2016 | |
| 38 | Júlio Hernández# | 6 | 2016-2016 | |
| 38 | Barry Jones# | 6 | 2015-2017 | |
| 38 | Andrew Osborne# | 6 | 2015-2016 | |
| 38 | Joseph Reed# | 6 | 2016-2016 | |
| 38 | Nate Rogers# | 6 | 2017-2017 | |
| 38 | Theodore Schmidt# | 6 | 2017-2017 | |
| 38 | Donald Simmons# | 6 | 2017-2017 | |
| 38 | Clifford Turner# | 6 | 2017-2017 | |
| 38 | Mark Vaughn# | 6 | 2017-2017 | |
| 38 | Nicholas Wells# | 6 | 2017-2017 | |
| 55 | Luis Castillo# | 5 | 2017-2017 | |
| 55 | Tom Gibbs# | 5 | 2015-2016 | |
| 55 | Javier López# | 5 | 2015-2016 | |
| 55 | Calvin McVurie# | 5 | 2017-2017 | |
| 55 | Manuel Mejía | 5 | 2017-2017 | |
| 55 | Aurélio Senna# | 5 | 2015-2017 | |
| 55 | Henry Simpson# | 5 | 2017-2017 | |
| 62 | Bill Ball# | 4 | 2016-2017 | |
| 62 | Ken Bane# | 4 | 2015-2016 | |
| 62 | Brandon Bannatyne# | 4 | 2015-2017 | |
| 62 | Matthew Barnes | 4 | 2016-2017 | |
| 62 | Lawrence Bignold# | 4 | 2016-2016 | |
| 62 | Tom Bowen# | 4 | 2016-2017 | |
| 62 | Tommy Dunn | 4 | 2016-2016 | |
| 62 | Tim Fitzgerald# | 4 | 2016-2017 | |
| 62 | Woodrow Foster# | 4 | 2017-2017 | |
| 62 | Bob Green# | 4 | 2015-2016 | |
| 62 | Miguel Herrera# | 4 | 2015-2016 | |
| 62 | Joe Kehoe# | 4 | 2017-2017 | |
| 62 | Ernesto Mateo | 4 | 2015-2016 | |
| 62 | Ed Montgomery# | 4 | 2017-2017 | |
| 62 | Fred Pitts# | 4 | 2015-2017 | |
| 62 | Adrián Ramos# | 4 | 2015-2015 | |
| 62 | António Rodríguez# | 4 | 2015-2015 | |
| 62 | Lúcio Sánchez# | 4 | 2016-2017 | |
| 62 | Chris Schaefer# | 4 | 2015-2017 | |
| 62 | Hallinan Udny# | 4 | 2016-2016 | |
| 62 | John Weber# | 4 | 2015-2015 | |
| 83 | Milton Anderson# | 3 | 2016-2016 | |
| 83 | Jesús Ayala# | 3 | 2016-2017 | |
| 83 | Tommy Blevins# | 3 | 2015-2015 | |
| 83 | Juan Correa# | 3 | 2016-2016 | |
| 83 | Cisco Cruz# | 3 | 2017-2017 | |
| 83 | Manuel Delgado# | 3 | 2016-2016 | |
| 83 | Roderick Draper# | 3 | 2015-2015 | |
| 83 | José Gonzáles# | 3 | 2015-2015 | |
| 83 | Jesús Guerrero | 3 | 2015-2015 | |
| 83 | José Guerrero# | 3 | 2017-2017 | |
| 83 | Héctor Guzmán# | 3 | 2015-2015 | |
| 83 | Rob Hanson# | 3 | 2015-2017 | |
| 83 | Stanley Harris# | 3 | 2016-2016 | |
| 83 | Dana Hennessey# | 3 | 2017-2017 | |
| 83 | Chester Henry# | 3 | 2015-2015 | |
| 83 | Bartolomeu Lio# | 3 | 2017-2017 | |
| 83 | Gerardo Márquez# | 3 | 2017-2017 | |
| 83 | Bob Meyer# | 3 | 2015-2015 |
