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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Jason McKinney# | 41 | 2015-2019 | |
| 2 | Ron Barry# | 34 | 2015-2019 | |
| 3 | Robert Dickinson# | 26 | 2015-2019 | |
| 3 | Huai-yu Kan# | 26 | 2015-2019 | |
| 5 | Tom Bowen# | 22 | 2016-2019 | |
| 5 | Tim Nelson# | 22 | 2017-2019 | |
| 5 | Suezo Sato# | 22 | 2015-2019 | |
| 8 | Orsino Lippi# | 20 | 2018-2019 | |
| 8 | Aaron Wise# | 20 | 2017-2018 | |
| 10 | Russ Rose# | 19 | 2017-2019 | |
| 11 | Cole Johnson# | 18 | 2016-2019 | |
| 12 | Robert Murdock# | 17 | 2016-2018 | |
| 12 | Al Turner# | 17 | 2015-2019 | |
| 14 | Dave Ponsonby# | 16 | 2015-2018 | |
| 14 | Nate Rogers# | 16 | 2017-2018 | |
| 14 | Carlos Sánchez# | 16 | 2017-2019 | |
| 14 | Theodore Schmidt# | 16 | 2017-2019 | |
| 14 | Henry Simpson# | 16 | 2017-2019 | |
| 14 | Nicholas Wells# | 16 | 2017-2018 | |
| 20 | Barry Jones# | 15 | 2015-2019 | |
| 20 | Lee Reynolds# | 15 | 2015-2018 | |
| 22 | Richard Allison# | 14 | 2017-2018 | |
| 22 | Brian Chandler# | 14 | 2017-2018 | |
| 22 | Wayne Downey# | 14 | 2015-2019 | |
| 22 | Mike Hickey# | 14 | 2015-2019 | |
| 22 | Joe Kehoe# | 14 | 2017-2019 | |
| 22 | Steve King# | 14 | 2017-2019 | |
| 28 | Rafael Clemente# | 13 | 2015-2019 | |
| 28 | Hank Downey# | 13 | 2017-2019 | |
| 28 | Luis Gonzáles# | 13 | 2017-2019 | |
| 28 | Joe Holmes# | 13 | 2016-2019 | |
| 28 | Félix Jiménez# | 13 | 2016-2018 | |
| 28 | Iván Ledesma Jr.# | 13 | 2017-2019 | |
| 34 | Dalton García# | 12 | 2015-2019 | |
| 34 | Fernando González# | 12 | 2017-2019 | |
| 34 | Júlio Hernández# | 12 | 2016-2018 | |
| 34 | Lance Hodges# | 12 | 2015-2017 | |
| 34 | Francisco López# | 12 | 2019-2019 | |
| 34 | Clifford Turner# | 12 | 2017-2018 | |
| 40 | Zach Brown# | 11 | 2015-2019 | |
| 40 | Kevin Gross# | 11 | 2017-2019 | |
| 40 | Artie Horton# | 11 | 2018-2019 | |
| 43 | Kyle Lewis# | 10 | 2016-2017 | |
| 43 | Alf Näsbom# | 10 | 2015-2017 | |
| 43 | Larry Neal# | 10 | 2018-2019 | |
| 43 | Raúl Pérez# | 10 | 2015-2019 | |
| 43 | Aurélio Senna# | 10 | 2015-2019 | |
| 43 | Carl Snyder# | 10 | 2015-2018 | |
| 43 | Chuck Steele# | 10 | 2017-2017 | |
| 50 | Cristóbal Cardona# | 9 | 2017-2019 | |
| 50 | José Contreras# | 9 | 2017-2018 | |
| 50 | Marcelino Freschi# | 9 | 2016-2016 | |
| 50 | Vincent Hall# | 9 | 2019-2019 | |
| 50 | Armando Hernández# | 9 | 2019-2019 | |
| 50 | Miguel Angel Liñares# | 9 | 2015-2019 | |
| 50 | Javier Mora# | 9 | 2019-2019 | |
| 50 | Alec Pittman# | 9 | 2016-2017 | |
| 50 | Cory Sanders# | 9 | 2019-2019 | |
| 50 | Austin Stewart# | 9 | 2018-2019 | |
| 50 | Jorge Velázquez# | 9 | 2017-2019 | |
| 50 | Darwin von Loen# | 9 | 2017-2019 | |
| 62 | Austin Abbott# | 8 | 2015-2016 | |
| 62 | Gene Anderson# | 8 | 2017-2019 | |
| 62 | Jorge Candelária | 8 | 2015-2015 | |
| 62 | José Flores# | 8 | 2018-2018 | |
| 62 | Fernando Gómez# | 8 | 2017-2018 | |
| 62 | Martin Hill | 8 | 2015-2015 | |
| 62 | Mike Hornberger# | 8 | 2016-2016 | |
| 62 | Mario Jiménez# | 8 | 2016-2019 | |
| 62 | Tom Jones# | 8 | 2019-2019 | |
| 62 | Ed Montgomery# | 8 | 2017-2019 | |
| 62 | Peter Murray | 8 | 2017-2017 | |
| 62 | Alin Oanta# | 8 | 2019-2019 | |
| 62 | Chris Schaefer# | 8 | 2015-2019 | |
| 62 | Jorge Torres | 8 | 2015-2016 | |
| 76 | Clyde Bowman# | 7 | 2018-2019 | |
| 76 | Parker Cooke# | 7 | 2017-2019 | |
| 76 | Kevin Gardner | 7 | 2015-2016 | |
| 76 | Matt Harris# | 7 | 2018-2018 | |
| 76 | Jason Jackson# | 7 | 2016-2016 | |
| 76 | John Jones | 7 | 2015-2016 | |
| 76 | Chad Porter# | 7 | 2017-2019 | |
| 76 | Eric Taylor# | 7 | 2015-2016 | |
| 76 | António Venegas# | 7 | 2015-2019 | |
| 85 | Manny Caraballo# | 6 | 2018-2019 | |
| 85 | Pedro Castro# | 6 | 2016-2016 | |
| 85 | Sam Chan | 6 | 2015-2016 | |
| 85 | Harry Chipman | 6 | 2017-2017 | |
| 85 | Ryan Draper# | 6 | 2017-2019 | |
| 85 | Ernest Gunter# | 6 | 2016-2016 | |
| 85 | Mike Humphrey# | 6 | 2018-2019 | |
| 85 | Jeff Moore# | 6 | 2017-2019 | |
| 85 | Miguel Mora# | 6 | 2015-2019 | |
| 85 | Scott Neal# | 6 | 2015-2019 | |
| 85 | Andrew Osborne | 6 | 2015-2016 | |
| 85 | Juan Piña# | 6 | 2017-2018 | |
| 85 | Joseph Reed# | 6 | 2016-2016 | |
| 85 | Donald Simmons# | 6 | 2017-2017 | |
| 85 | Pedro Valdéz# | 6 | 2019-2019 | |
| 85 | Mark Vaughn# | 6 | 2017-2017 |
