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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Willie Cameron# | 38 | 2016-2019 | |
| 2 | Louis McDowell# | 29 | 2016-2019 | |
| 3 | Raúl Andrés# | 27 | 2016-2019 | |
| 4 | Tony Hernández# | 25 | 2016-2019 | |
| 4 | Doruk Oyan# | 25 | 2016-2018 | |
| 6 | José Acevedo# | 23 | 2013-2019 | |
| 6 | Dave Conley# | 23 | 2015-2018 | |
| 8 | Francisco Hernández# | 22 | 2013-2018 | |
| 9 | Paul Nance# | 21 | 2015-2019 | |
| 10 | Karl Pratt# | 20 | 2013-2017 | |
| 11 | Gilberto Ibarra# | 19 | 2017-2019 | |
| 12 | Greg Beaver# | 18 | 2016-2019 | |
| 12 | Monte Conner# | 18 | 2017-2019 | |
| 12 | José Ramírez# | 18 | 2016-2018 | |
| 15 | Aurélien Godet# | 17 | 2015-2019 | |
| 15 | Melvin Lee# | 17 | 2015-2018 | |
| 17 | Keith Blanton# | 16 | 2017-2019 | |
| 17 | Morris Nicholson# | 16 | 2013-2019 | |
| 19 | Norm Burris# | 15 | 2016-2019 | |
| 19 | Paul O'Callahan# | 15 | 2017-2019 | |
| 19 | Allen Wilson# | 15 | 2016-2019 | |
| 22 | Dalton García# | 14 | 2016-2017 | |
| 22 | Harvey Richards# | 14 | 2018-2019 | |
| 22 | Doug Ryan# | 14 | 2016-2018 | |
| 22 | Harold Taylor# | 14 | 2016-2017 | |
| 26 | David Collingwood# | 13 | 2018-2019 | |
| 26 | Claudio Cruz# | 13 | 2016-2019 | |
| 26 | Reynaldo Díaz# | 13 | 2016-2019 | |
| 26 | Hunter Durham | 13 | 2016-2017 | |
| 26 | Gregory Gary# | 13 | 2016-2019 | |
| 26 | Mauro Marín# | 13 | 2017-2019 | |
| 26 | Bobby Martin | 13 | 2016-2017 | |
| 26 | Mark Walker# | 13 | 2017-2019 | |
| 34 | Herman Barnes# | 12 | 2017-2019 | |
| 34 | Jorge Castillo# | 12 | 2018-2019 | |
| 34 | Jesús Espinoza# | 12 | 2017-2019 | |
| 34 | Brandeis Göller# | 12 | 2017-2019 | |
| 34 | Jesús González# | 12 | 2013-2018 | |
| 34 | Dave Goode# | 12 | 2018-2018 | |
| 34 | Ricardo Martínez# | 12 | 2015-2019 | |
| 34 | Richard Meyer# | 12 | 2018-2019 | |
| 34 | Dan Mitchell# | 12 | 2019-2019 | |
| 34 | Alex Sullivan# | 12 | 2016-2017 | |
| 44 | Pat Brown# | 11 | 2016-2019 | |
| 44 | Wilson Castillo# | 11 | 2015-2018 | |
| 44 | Josh Cox# | 11 | 2016-2018 | |
| 44 | Ben Flowers# | 11 | 2015-2019 | |
| 44 | Jason Hubbell# | 11 | 2017-2019 | |
| 44 | Donald Hutchinson# | 11 | 2017-2019 | |
| 44 | Dusty Mueller# | 11 | 2017-2018 | |
| 44 | Dan Riggs# | 11 | 2015-2019 | |
| 44 | Claudio Salinas# | 11 | 2016-2019 | |
| 53 | John Adams# | 10 | 2016-2019 | |
| 53 | José Alaniz# | 10 | 2016-2017 | |
| 53 | Dexter Charles# | 10 | 2017-2018 | |
| 53 | Howard Dale | 10 | 2016-2017 | |
| 53 | Kirk Evans# | 10 | 2016-2017 | |
| 53 | Michael Fields# | 10 | 2018-2019 | |
| 53 | Henry Hart# | 10 | 2016-2019 | |
| 53 | Tom Howard | 10 | 2016-2017 | |
| 53 | Edison Larson# | 10 | 2019-2019 | |
| 53 | Stuart Lee# | 10 | 2017-2017 | |
| 53 | Ramón Molina# | 10 | 2016-2018 | |
| 53 | Mike Pinhey# | 10 | 2017-2018 | |
| 53 | Sandro So Payo# | 10 | 2017-2018 | |
| 66 | César Arellano# | 9 | 2018-2019 | |
| 66 | Samuel Hawkins# | 9 | 2013-2018 | |
| 66 | Owen Henderson# | 9 | 2015-2016 | |
| 66 | Mike Lane# | 9 | 2016-2018 | |
| 66 | Enrique Rodríguez# | 9 | 2013-2019 | |
| 66 | Ben Smith# | 9 | 2018-2019 | |
| 66 | Bill Swain# | 9 | 2017-2019 | |
| 66 | Matthew Watts# | 9 | 2016-2019 | |
| 66 | Louis Webber# | 9 | 2019-2019 | |
| 75 | Kevin Allen# | 8 | 2015-2018 | |
| 75 | Eric Baxter# | 8 | 2017-2019 | |
| 75 | Francisco Chávez | 8 | 2018-2018 | |
| 75 | Carl Dyess# | 8 | 2017-2019 | |
| 75 | Travis Hall# | 8 | 2017-2018 | |
| 75 | Joel Harris# | 8 | 2016-2019 | |
| 75 | Gary Jones# | 8 | 2016-2018 | |
| 75 | Andrés Martínez# | 8 | 2013-2019 | |
| 75 | Ron O'Slattery# | 8 | 2017-2019 | |
| 75 | Júlio Palma# | 8 | 2019-2019 | |
| 75 | Han Sawallisch# | 8 | 2016-2019 | |
| 86 | Alexander Allen# | 7 | 2018-2019 | |
| 86 | Joe Benítez# | 7 | 2017-2019 | |
| 86 | Wynn Burton | 7 | 2016-2016 | |
| 86 | Fernando Colón | 7 | 2015-2016 | |
| 86 | Gonçalo Conxacha# | 7 | 2017-2017 | |
| 86 | Boyd Craig# | 7 | 2019-2019 | |
| 86 | Kenny DeBenham# | 7 | 2017-2019 | |
| 86 | Kevin Fields# | 7 | 2013-2019 | |
| 86 | Thad Floyd# | 7 | 2018-2018 | |
| 86 | Albert García# | 7 | 2017-2019 | |
| 86 | Melvin González# | 7 | 2017-2019 | |
| 86 | Bill Howard# | 7 | 2017-2019 | |
| 86 | Max Moore# | 7 | 2017-2018 | |
| 86 | Floyd Oglethorpe# | 7 | 2017-2018 | |
| 86 | Victor Powell# | 7 | 2016-2018 |
