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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Matt Sauer# | .1475 | 2022 | |
| 2 | Ricky DeVito# | .1905 | 2022 | |
| 3 | Griff McGarry# | .2295 | 2023 | |
| 4 | Cal Quantrill# | .2381 | 2018 | |
| 5 | Matt Crouse | .2917 | 2015 | |
| 6 | Casey Bloomquist | .2951 | 2016 | |
| 7 | Bryce Hubbart# | .2982 | 2026 | |
| 8 | Eury Perez# | .3016 | 2023 | |
| 9 | Charlie Shirek | .3108 | 2014 | |
| 10 | Donn Roach | .3294 | 2015 | |
| 11 | John Stilson | .3378 | 2013 | |
| 12 | Josh Prevost | .3519 | 2017 | |
| 13 | Jesse Beal | .3623 | 2016 | |
| 14 | Shane Watson | .3651 | 2016 | |
| 15 | Mike Clevinger# | .3750 | 2015 | |
| 16 | Anthony Solometo# | .3846 | 2024 | |
| 17 | Bryan Hudson# | .4062 | 2019 | |
| 18 | Rhett Kouba# | .4138 | 2026 | |
| 19 | Trey Ball | .4247 | 2016 | |
| 20 | Nicholas Tepesch | .4262 | 2013 | |
| 21 | Paul Demny | .4384 | 2016 | |
| 22 | Dan Reynolds | .4478 | 2015 | |
| 23 | Bryce Bandilla | .4697 | 2014 | |
| 24 | Jake Wong# | .4762 | 2021 | |
| 25 | Luis Ysla | .4810 | 2015 | |
| 26 | Joe Ross# | .4925 | 2014 | |
| 27 | Sean Harney# | .5000 | 2024 | |
| 28 | Zach McCambley# | .5424 | 2023 |
