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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | W | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | John Madding# | 10 | 1894-1897 | |
| 2 | Édgar García# | 6 | 1894-1897 | |
| 3 | Ryan Wade# | 5 | 1894-1897 | |
| 4 | Josh Kempf# | 4 | 1894-1897 | |
| 4 | Gabriel Montano# | 4 | 1894-1897 | |
| 4 | Marco Ortiz# | 4 | 1894-1897 | |
| 7 | Carlos Salgado# | 3 | 1894-1897 | |
| 8 | Gabe Castañeda# | 2 | 1894-1897 | |
| 8 | Brian McAvoy# | 2 | 1896-1897 | |
| 8 | Victor Molina# | 2 | 1894-1897 | |
| 8 | Leo O'Neill# | 2 | 1895-1897 | |
| 8 | Dylan Pollock# | 2 | 1894-1897 | |
| 8 | Jesús Ramírez# | 2 | 1895-1897 | |
| 14 | Daniel Alcántar# | 1 | 1894-1897 | |
| 14 | Nazir Cornell# | 1 | 1894-1897 | |
| 14 | Ryan Daniels | 1 | 1894-1896 | |
| 14 | Alfonso Gómez# | 1 | 1894-1897 | |
| 14 | Tomás Mestas# | 1 | 1894-1897 | |
| 14 | Steve Moore# | 1 | 1894-1897 | |
| 14 | William Palmer# | 1 | 1895-1897 | |
| 14 | Joe Rexford# | 1 | 1894-1897 | |
| 14 | José Rivera# | 1 | 1897-1897 | |
| 14 | Diego Vicente# | 1 | 1894-1897 | |
| 24 | Kevin Cavanaugh# | 0 | 1894-1897 | |
| 24 | Adam Dixon# | 0 | 1894-1897 | |
| 24 | Hernán García# | 0 | 1894-1897 | |
| 24 | Celino Gerena# | 0 | 1894-1897 | |
| 24 | Antonio González# | 0 | 1894-1897 | |
| 24 | Simón León# | 0 | 1894-1897 | |
| 24 | Joe Lowe# | 0 | 1894-1897 | |
| 24 | Oliver Martínez | 0 | 1894-1897 | |
| 24 | Viriato Martínez | 0 | 1894-1895 | |
| 24 | Daniel Morrison# | 0 | 1894-1897 | |
| 24 | Adan Piñeda | 0 | 1894-1894 | |
| 24 | Elián Ramos# | 0 | 1894-1897 | |
| 24 | Tomás Ramos# | 0 | 1894-1897 | |
| 24 | Brandon Saxton# | 0 | 1896-1897 | |
| 24 | José Serna# | 0 | 1894-1897 | |
| 24 | Jason Smith# | 0 | 1894-1897 | |
| 24 | Brennan Taylor# | 0 | 1894-1894 | |
| 24 | Tommy Williamson | 0 | 1894-1896 | |
| 24 | Shane Wright | 0 | 1894-1895 |
