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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Ryosei Takeda | .3215 | 2014-2018 | |
| 2 | Pedro Santiago | .3380 | 2024-2027 | |
| 3 | Pedro Valdés | .3499 | 2015-2021 | |
| 4 | Scot MacIntosh | .3586 | 2018-2023 | |
| 5 | Won-min Im | .3716 | 2013-2017 | |
| 6 | John Belcher | .4224 | 2031-2036 |
