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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Ken Carter# | 19 | 2015-2016 | |
| 1 | Clay Clark# | 19 | 2015-2017 | |
| 1 | Brent Riley# | 19 | 2015-2017 | |
| 4 | Alonso Rodríguez# | 18 | 2015-2017 | |
| 4 | Steven Williams# | 18 | 2015-2017 | |
| 6 | Luis Fernández# | 17 | 2015-2016 | |
| 6 | Paul Nance# | 17 | 2015-2016 | |
| 8 | Thomas Owens# | 15 | 2015-2017 | |
| 9 | Ray Thibaut# | 14 | 2015-2017 | |
| 9 | Alfredo Torres# | 14 | 2015-2017 | |
| 9 | Jimmy Wilson# | 14 | 2016-2017 | |
| 12 | Emory Bryant# | 13 | 2015-2017 | |
| 12 | Robert Byrd# | 13 | 2017-2017 | |
| 12 | Miguel Angel Gómez# | 13 | 2017-2017 | |
| 12 | Morris Nicholson# | 13 | 2015-2016 | |
| 12 | Iván Román# | 13 | 2016-2017 | |
| 17 | Art Adams# | 12 | 2015-2016 | |
| 17 | Mackenzie Bolen# | 12 | 2015-2017 | |
| 17 | Gregory Gary# | 12 | 2015-2017 | |
| 17 | Freddy González# | 12 | 2015-2017 | |
| 17 | Miguel López# | 12 | 2015-2017 | |
| 17 | Allen Wilson# | 12 | 2016-2017 | |
| 23 | Nick Blount# | 11 | 2016-2017 | |
| 23 | Elvin Brooks# | 11 | 2015-2017 | |
| 23 | Pedro Feliciano# | 11 | 2016-2017 | |
| 23 | César García# | 11 | 2016-2017 | |
| 23 | Samuel Hawkins# | 11 | 2015-2017 | |
| 23 | Andrés Martínez# | 11 | 2016-2017 | |
| 23 | Homer Shafer# | 11 | 2015-2017 | |
| 23 | John Stone# | 11 | 2015-2017 | |
| 31 | Iván Castillo# | 10 | 2015-2017 | |
| 31 | Josh Gardner# | 10 | 2017-2017 | |
| 31 | Justin Jamerson# | 10 | 2015-2017 | |
| 31 | Ayres Valido# | 10 | 2015-2017 | |
| 31 | Pancho Vargas# | 10 | 2015-2016 | |
| 36 | Francisco Barrios# | 9 | 2016-2017 | |
| 36 | Dan Boyle# | 9 | 2015-2017 | |
| 36 | Billy Bruce# | 9 | 2017-2017 | |
| 36 | César Díaz# | 9 | 2017-2017 | |
| 36 | Michael Fields# | 9 | 2015-2017 | |
| 36 | Anthony Graham# | 9 | 2017-2017 | |
| 36 | Tim Holmes# | 9 | 2015-2016 | |
| 36 | Richard Meyer# | 9 | 2017-2017 | |
| 36 | Ramón Molina# | 9 | 2015-2017 | |
| 36 | Artie Taylor# | 9 | 2017-2017 | |
| 36 | Bob Warford# | 9 | 2017-2017 | |
| 36 | Stanley Williams# | 9 | 2015-2016 | |
| 48 | Rafael Chávez# | 8 | 2015-2016 | |
| 48 | Dave Davis# | 8 | 2017-2017 | |
| 48 | Clint McGreer# | 8 | 2015-2017 | |
| 48 | Jim Mitford# | 8 | 2016-2017 | |
| 48 | Manuel Ortíz# | 8 | 2016-2017 | |
| 48 | Eric Patnode# | 8 | 2016-2017 | |
| 48 | Steve Pérez# | 8 | 2015-2017 | |
| 48 | José Rodríguez# | 8 | 2015-2017 | |
| 48 | Octávio Rodríguez# | 8 | 2015-2017 | |
| 48 | Louis Webber# | 8 | 2016-2017 | |
| 48 | Jeff Wright# | 8 | 2016-2017 | |
| 59 | Clinton Anderson# | 7 | 2015-2016 | |
| 59 | Reynaldo Díaz# | 7 | 2015-2016 | |
| 59 | Les Edwards# | 7 | 2015-2016 | |
| 59 | Jesús Gonzáles# | 7 | 2016-2017 | |
| 59 | Garland Holt# | 7 | 2015-2017 | |
| 59 | Juan López# | 7 | 2017-2017 | |
| 59 | Warren Roberts# | 7 | 2016-2017 | |
| 59 | Ben Smith# | 7 | 2017-2017 | |
| 59 | Branislav Stankovic# | 7 | 2016-2017 | |
| 59 | Joe Trujillo# | 7 | 2015-2017 | |
| 59 | José Vázquez# | 7 | 2015-2017 | |
| 70 | Shawn Arnold# | 6 | 2015-2016 | |
| 70 | Norm Burris# | 6 | 2016-2017 | |
| 70 | Pedro Campos# | 6 | 2016-2016 | |
| 70 | Jeffrey Chase# | 6 | 2017-2017 | |
| 70 | Neal Cosman# | 6 | 2015-2017 | |
| 70 | Josh Cox# | 6 | 2015-2016 | |
| 70 | Mike Derdire# | 6 | 2015-2016 | |
| 70 | Raymond Earle# | 6 | 2016-2017 | |
| 70 | Luiz Fugas# | 6 | 2015-2017 | |
| 70 | John Hamilton# | 6 | 2015-2016 | |
| 70 | Anthony Hanover# | 6 | 2016-2017 | |
| 70 | Francisco Hernández# | 6 | 2015-2016 | |
| 70 | Javier Hernández# | 6 | 2015-2017 | |
| 70 | Dave Hindman# | 6 | 2017-2017 | |
| 70 | Teddy Jones# | 6 | 2017-2017 | |
| 70 | Clarence Love# | 6 | 2016-2017 | |
| 70 | Álex Padilla# | 6 | 2017-2017 | |
| 70 | Bill Prado# | 6 | 2017-2017 | |
| 70 | Woody Pratt# | 6 | 2015-2016 | |
| 70 | Norberto Ramírez# | 6 | 2015-2017 | |
| 70 | Roberto Rodríguez# | 6 | 2015-2016 | |
| 70 | Armanno Salutari# | 6 | 2015-2016 | |
| 70 | Nick Taylor# | 6 | 2015-2017 | |
| 93 | Graig Bell# | 5 | 2015-2017 | |
| 93 | Bill Fletcher# | 5 | 2016-2016 | |
| 93 | Esteban García# | 5 | 2017-2017 | |
| 93 | Jesús González# | 5 | 2015-2015 | |
| 93 | Andrew Hayes# | 5 | 2016-2017 | |
| 93 | Il-gyung Kim# | 5 | 2016-2016 | |
| 93 | Peyton Leach# | 5 | 2016-2017 | |
| 93 | Floyd MacFadden# | 5 | 2015-2015 |
