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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Sam Godfrey# | .1087 | 2059 | |
| 2 | David Doss# | .2037 | 2055 | |
| 3 | Devin Gramlich | .2381 | 2044 | |
| 4 | Chris Maloney# | .2414 | 2059 | |
| 5 | Greg Woolery# | .2520 | 2043 | |
| 6 | Bill Zink# | .2542 | 2042 | |
| 7 | Jesse Lindsley# | .2576 | 2046 | |
| 8 | Max Van Meter | .2712 | 2050 | |
| 9 | Danny Gregory# | .2931 | 2057 | |
| 10 | Jeff Wyzykowski | .2949 | 2043 | |
| 11 | Nick Carl# | .3148 | 2056 | |
| 12 | Matt Jenkins | .3194 | 2043 | |
| 13 | Chris Sanchez | .3223 | 2031 | |
| 14 | Je-won Lim | .3231 | 2039 | |
| 15 | Tim Northup# | .3276 | 2053 | |
| 16 | Chris Jones | .3370 | 2041 | |
| 17 | Cody Clayton | .3371 | 2030 | |
| 18 | Pierre Dumont | .3418 | 2040 | |
| 19 | Henry Bonnar | .3521 | 2037 | |
| 20 | Jeff LaMoureaux | .3538 | 2034 | |
| 21 | Justin Brown# | .3667 | 2049 | |
| 22 | Jayden Warde# | .3833 | 2059 | |
| 23 | Mike Olejarz# | .3906 | 2054 | |
| 24 | Dave Pomerleau | .3973 | 2041 | |
| 25 | Felix Ruiz | .4110 | 2038 | |
| 26 | Marquis Oates | .4167 | 2039 | |
| 27 | Juan Luna | .4237 | 2035 | |
| 28 | Felix Ruiz | .4242 | 2036 | |
| 29 | Jeff King | .4483 | 2039 | |
| 30 | Danny Gordon | .4658 | 2034 | |
| 31 | J.T. Shaw | .4697 | 2035 | |
| 32 | Joe Caudell# | .4769 | 2060 | |
| 33 | Seiichiro Hirayama | .4853 | 2038 | |
| 34 | Kevin Shea | .4854 | 2036 | |
| 35 | Jim Joseph | .5143 | 2038 | |
| 36 | Mark Mommaerts | .5263 | 2035 | |
| 37 | Jaden Winfrey | .6373 | 2035 | |
| 38 | Mark Head | .6988 | 2035 |
