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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Seamus Barrett# | .2143 | 2025 | |
| 2 | Cameron Gann | .2833 | 2016 | |
| 3 | Bobby Wahl | .3043 | 2015 | |
| 4 | Lincoln Henzman# | .3148 | 2019 | |
| 5 | Jacob Nix# | .3167 | 2016 | |
| 6 | Mitchell Traver | .3194 | 2019 | |
| 7 | Scott Snodgress | .3239 | 2014 | |
| 8 | Matt Swynenberg | .3333 | 2013 | |
| 8 | Taijuan Walker# | .3333 | 2013 | |
| 10 | Ranger Suarez# | .3750 | 2018 | |
| 11 | Konner Wade# | .3966 | 2023 | |
| 12 | Evan Steele | .5469 | 2021 | |
| 13 | Nick Travieso | .6154 | 2014 | |
| 14 | Santiago Suarez# | .6885 | 2025 |
