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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Mike Hunter# | 4 | 2004-2015 | |
| 2 | Chris Jackson# | 3 | 2010-2015 | |
| 2 | Fernando Pérez# | 3 | 2014-2015 | |
| 2 | Armando Roy# | 3 | 2009-2015 | |
| 5 | Tony Pantoja# | 2 | 2015-2015 | |
| 6 | Ira Bennett# | 1 | 2007-2015 | |
| 6 | Sean Bennett# | 1 | 2010-2015 | |
| 6 | Ric Best# | 1 | 2007-2015 | |
| 6 | Matt Bruce# | 1 | 2012-2015 | |
| 6 | Pancho Cabrera# | 1 | 2014-2015 | |
| 6 | António Chávez# | 1 | 2007-2015 | |
| 6 | Vicente Cortés# | 1 | 2013-2015 | |
| 6 | James Everhart# | 1 | 2015-2015 | |
| 6 | Augusto González# | 1 | 2009-2015 | |
| 6 | Leslie Hill# | 1 | 2006-2015 | |
| 6 | Nate Johnson# | 1 | 2006-2015 | |
| 6 | Phil Longchamps# | 1 | 2005-2015 | |
| 6 | Miguel Martínez# | 1 | 2009-2015 | |
| 6 | Chris Miller# | 1 | 2015-2015 | |
| 6 | Ron Preston# | 1 | 2009-2015 | |
| 6 | Samuel Robinson# | 1 | 2012-2015 | |
| 6 | Kevin Tucker# | 1 | 2015-2015 | |
| 23 | Tim Adams# | 0 | 2007-2015 | |
| 23 | Keith Barrera# | 0 | 2011-2015 | |
| 23 | Howard Bell# | 0 | 2015-2015 | |
| 23 | Steve Berry# | 0 | 2010-2015 | |
| 23 | Robert Bustamante# | 0 | 2007-2015 | |
| 23 | Ángel Candelária# | 0 | 2015-2015 | |
| 23 | Sixto Castillo# | 0 | 2009-2015 | |
| 23 | Roy Dyer# | 0 | 2011-2015 | |
| 23 | Albert Díaz# | 0 | 2011-2015 | |
| 23 | Josh Foster# | 0 | 2014-2015 | |
| 23 | Lee Garza# | 0 | 2015-2015 | |
| 23 | Dan Hart# | 0 | 2011-2015 | |
| 23 | Bob Hernández# | 0 | 2015-2015 | |
| 23 | Lee Howard# | 0 | 2003-2015 | |
| 23 | Will Madden# | 0 | 2006-2015 | |
| 23 | Scott May# | 0 | 2015-2015 | |
| 23 | Kelly Minnus# | 0 | 2003-2015 | |
| 23 | Valentín Mora# | 0 | 2011-2015 | |
| 23 | António Morales# | 0 | 2015-2015 | |
| 23 | Carlos Moreno# | 0 | 2009-2015 | |
| 23 | Dani Nava# | 0 | 2014-2015 | |
| 23 | Sam Neal# | 0 | 2004-2015 | |
| 23 | John Oxley# | 0 | 2006-2015 | |
| 23 | Robbie Reynolds# | 0 | 2009-2015 | |
| 23 | Paul Richards# | 0 | 2010-2015 | |
| 23 | Ben Roberts# | 0 | 2014-2015 | |
| 23 | Jamal Ruffin# | 0 | 2008-2015 | |
| 23 | Mike Saltsman# | 0 | 2006-2015 | |
| 23 | Félix Santos# | 0 | 2013-2015 | |
| 23 | Francisco Silva# | 0 | 2013-2015 | |
| 23 | Everett Strickland# | 0 | 2012-2015 | |
| 23 | Roberto Valdés# | 0 | 2014-2015 | |
| 23 | Nicholas Walker# | 0 | 2006-2015 | |
| 23 | Edward Washington# | 0 | 2007-2015 | |
| 23 | Darryl Welford# | 0 | 2015-2015 |
