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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Nick Higgs | .3100 | 2017-2022 | |
| 2 | Marvin Gill | .3159 | 2035-2045 | |
| 3 | Roger Michaud | .3363 | 2026-2032 | |
| 4 | Dave Miller | .3398 | 2032-2042 | |
| 5 | Jim García# | .3442 | 2036-2043 | |
| 6 | Jean Jamet | .3458 | 2018-2023 | |
| 7 | Ron Duval | .3554 | 2032-2040 | |
| 8 | Luis Fernández | .3595 | 2025-2029 | |
| 9 | Jonathan Weaver | .3603 | 2019-2023 | |
| 10 | Carlos Minjares# | .3846 | 2040-2048 |
