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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Francisco Encarnación# | .3100 | 2051-2059 | |
| 2 | Vincent Sturm | .3161 | 2051-2059 | |
| 3 | José Santiago | .3425 | 2028-2032 | |
| 4 | Ricardo Fraga | .3456 | 2030-2037 | |
| 5 | Raúl Pérez | .3463 | 2015-2028 | |
| 6 | Xavier Padilla | .3540 | 2025-2031 | |
| 7 | Rafael González | .3553 | 2033-2039 | |
| 8 | David Jordan# | .3604 | 2055-2062 | |
| 9 | Fernando Reyna | .3615 | 2015-2027 | |
| 10 | Teddy Barnes | .3664 | 2049-2052 | |
| 11 | Joaquín Pérez | .3718 | 2033-2037 | |
| 12 | Il-gyung Kim | .3759 | 2017-2026 | |
| 13 | Miguel Mora | .3826 | 2015-2020 | |
| 14 | Romano Martínez | .3977 | 2024-2029 | |
| 15 | Gerard Fyson | .3983 | 2040-2045 | |
| 16 | Fernando López# | .4085 | 2057-2063 | |
| 17 | Mark Brunswick | .4197 | 2042-2048 |
