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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Craig Breakfield# | .2601 | 2022-2026 | |
| 2 | Jaden Mack# | .2656 | 2013-2017 | |
| 3 | Dave Gulbranson# | .2748 | 2022-2026 | |
| 4 | Lance Goecker# | .2884 | 2013-2017 | |
| 5 | Dan Vatalaro# | .3141 | 2022-2026 | |
| 6 | Nick Horrocks# | .3201 | 2013-2017 | |
| 7 | Omar Valentin# | .3229 | 2017-2021 | |
| 8 | Josh Boyd# | .3496 | 2022-2026 | |
| 9 | Keith O'Brien# | .3668 | 2022-2026 | |
| 10 | Jason Emary# | .3680 | 2016-2020 | |
| 11 | Brian Gay# | .3905 | 2015-2019 | |
| 12 | Austin Sternberg# | .4407 | 2022-2026 |
