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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | WPCT | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Dave Crawford | .704 | 2048-2063 | |
| 2 | James Jones | .659 | 2038-2047 | |
| 3 | Valentín Ramírez# | .631 | 2046-2063 | |
| 4 | Pedro Hernández# | .630 | 2058-2064 | |
| 4 | Víctor Morán# | .630 | 2056-2064 | |
| 6 | Cedric Ramos | .573 | 2024-2031 | |
| 6 | Pedro Rodríguez | .573 | 2043-2054 | |
| 8 | César López | .564 | 2036-2046 | |
| 9 | Ray Wright | .463 | 2025-2033 |
