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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Daniel Tiant | .1481 | 2043-2046 | |
| 2 | Gil Dial# | .3388 | 2050-2055 | |
| 3 | Juan Luna | .3451 | 2037-2042 | |
| 4 | Steven Shiplack# | .3571 | 2050-2055 | |
| 5 | Jacob Willard | .3600 | 2021-2021 | |
| 6 | Garland Atherton | .3902 | 2050-2055 | |
| 7 | Raymond Julien# | .4224 | 2050-2055 | |
| 8 | Sean Saunders | .4286 | 2050-2055 | |
| 9 | Roy Weareorwear# | .4397 | 2057-2060 | |
| 10 | Tom Simmons# | .4403 | 2050-2055 | |
| 11 | Bob Briggs | .4591 | 2043-2047 | |
| 12 | Christian O'Leary | .4759 | 2041-2045 | |
| 13 | Sonny Moriarty | .5038 | 2040-2045 | |
| 14 | Zach Whitman | .5797 | 2050-2055 |
