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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Máximo Marín | .3667 | 2022-2027 | |
| 2 | Ron Chapman | .4070 | 2021-2027 | |
| 3 | Ramón Fonseca | .4170 | 2021-2027 | |
| 4 | Manny Maldonado | .4217 | 2014-2025 | |
| 5 | Martin White | .4269 | 2022-2028 | |
| 6 | Ernesto Mendoza | .4453 | 2026-2034 | |
| 7 | Lou Snyder# | .5083 | 2039-2048 | |
| 8 | Teddy Peters# | .5136 | 2043-2049 |
