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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Pete Brooks# | .2126 | 2041-2044 | |
| 2 | Herman Carey# | .2524 | 2046-2049 | |
| 3 | Dave Walter# | .3333 | 2042-2043 | |
| 4 | Dave Little# | .3636 | 2037-2040 | |
| 5 | John Pitts | .3661 | 2036-2039 | |
| 6 | Ronnie Wilson | .3731 | 2038-2041 | |
| 7 | Zach Robbins# | .3798 | 2045-2048 | |
| 8 | Juan Gonzáles# | .3810 | 2042-2045 | |
| 9 | David Flanagan# | .3846 | 2033-2035 | |
| 10 | Guillermo Cabrera | .3920 | 2032-2034 | |
| 11 | Robbie Kenney# | .4013 | 2046-2049 | |
| 12 | Mike Crawford# | .4153 | 2042-2045 | |
| 13 | Carl Morgan# | .4367 | 2038-2041 | |
| 14 | Al Harrison | .4493 | 2028-2030 | |
| 15 | Pat Christian | .5588 | 2035-2037 |
