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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | John Thornton# | .2000 | 2044-2049 | |
| 2 | Mike Hicks# | .2125 | 2046-2050 | |
| 3 | George Klar# | .2598 | 2057-2058 | |
| 4 | Adrian Fitzpatrick | .2600 | 2051-2056 | |
| 5 | Jason Rogers | .2878 | 2044-2046 | |
| 6 | Joel Carr | .2920 | 2047-2049 | |
| 7 | Roger Valentin | .2929 | 2050-2055 | |
| 8 | Josh Bumgardner# | .2979 | 2051-2056 | |
| 9 | Jared Ruth# | .3063 | 2051-2055 | |
| 10 | Alex Crittenden | .3185 | 2044-2046 | |
| 10 | Mike Neal# | .3185 | 2050-2055 | |
| 12 | John Reed | .3208 | 2051-2055 | |
| 13 | Mike Murphy# | .3250 | 2044-2049 | |
| 14 | Joe Libby# | .3269 | 2051-2056 | |
| 15 | Chris Mobley | .3352 | 2051-2055 | |
| 16 | Luther Bonnefoy# | .3377 | 2051-2056 | |
| 17 | Mike Wenstrup# | .3490 | 2051-2056 | |
| 18 | Dusty Hovis | .3672 | 2051-2055 | |
| 19 | Ben Benson# | .3958 | 2051-2056 | |
| 20 | Graham Fraser | .3971 | 2044-2049 | |
| 21 | Dave Draman# | .4137 | 2044-2049 | |
| 22 | Brian Winfield | .4175 | 2044-2049 | |
| 23 | Aaron Moring# | .4236 | 2051-2056 | |
| 24 | Armando Horcasitas# | .4250 | 2051-2056 | |
| 25 | Ryan Stoner | .4271 | 2045-2049 | |
| 26 | Matt Reed | .4286 | 2051-2056 | |
| 27 | Joey Freel# | .4364 | 2051-2056 | |
| 28 | Oscar Borman# | .4379 | 2051-2056 | |
| 29 | Tim Robinson | .4562 | 2044-2049 | |
| 30 | Dan Hinds | .4677 | 2051-2056 | |
| 31 | Brian Matte | .4921 | 2045-2050 | |
| 32 | Eric Niederhauser# | .5149 | 2051-2056 | |
| 33 | Danny McFarling | .5472 | 2051-2056 |
