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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Adam Claussen# | .2414 | 2049 | |
| 2 | Josh Kuma# | .2571 | 2049 | |
| 3 | Caleb Pink# | .2653 | 2049 | |
| 4 | Dan O'Meara# | .2703 | 2049 | |
| 5 | Matt Thomas# | .2929 | 2049 | |
| 6 | Eric Beasley# | .2952 | 2049 | |
| 7 | Danny Buell# | .3061 | 2049 | |
| 8 | Jesus Valdez# | .3200 | 2049 | |
| 9 | Aaron Jones# | .3396 | 2049 | |
| 10 | Mike Brown# | .3418 | 2049 | |
| 11 | Jerry Meltzer# | .3529 | 2049 | |
| 12 | Chris Shewey# | .3857 | 2049 | |
| 13 | Matt Overman# | .3956 | 2049 | |
| 14 | Bill Coville# | .4324 | 2049 | |
| 15 | Ben Kitch# | .4342 | 2049 |
