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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Tim Melville | .3874 | 2013-2020 | |
| 2 | Brad Bergesen | .4004 | 2013-2016 | |
| 3 | David Buchanan# | .4036 | 2013-2023 | |
| 4 | Odrisamer Despaigne# | .4049 | 2021-2023 | |
| 5 | William Cuevas# | .4378 | 2016-2024 | |
| 6 | Casey Kelly# | .4405 | 2017-2024 | |
| 7 | Eric Hacker | .4467 | 2016-2020 | |
| 8 | Justin Dunn# | .4481 | 2018-2025 | |
| 9 | Ryan Carpenter# | .4695 | 2013-2023 | |
| 10 | Logan Darnell | .4701 | 2014-2023 |
