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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Ben Bosley# | .2586 | 2051 | |
| 2 | Vicente Tejeda# | .2658 | 2051 | |
| 3 | Steve Weston# | .2877 | 2051 | |
| 4 | Gary Clark# | .3025 | 2051 | |
| 5 | Caleb Pink# | .3036 | 2051 | |
| 6 | Jesus Valdez# | .3148 | 2051 | |
| 7 | Jesse Reitz# | .3203 | 2051 | |
| 8 | Joel Whitley# | .3273 | 2051 | |
| 9 | Tim Liska# | .3425 | 2051 | |
| 10 | Keegan Maguire# | .3559 | 2051 | |
| 11 | Landon Michaels# | .3613 | 2051 | |
| 12 | Jamie Conway# | .3913 | 2051 | |
| 13 | Andy Rayo# | .4224 | 2051 | |
| 14 | Matthew Worrell# | .4615 | 2051 | |
| 15 | John Parr# | .5254 | 2051 | |
| 16 | Aaron Jones# | .5278 | 2051 |
