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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Postseason Career Leaderboard |
|---|---|---|---|---|
| 1 | Gilberto Rivera# | .1719 | 2049 | |
| 2 | Justin Kennedy# | .1864 | 2049 | |
| 3 | Carlos Esquivel# | .2250 | 2049 | |
| 4 | Luis Ortiz# | .2414 | 2049 | |
| 5 | Larry Swerdlow# | .3111 | 2049 | |
| 6 | Ben Verville# | .3396 | 2049 | |
| 7 | Jody McCauley# | .3467 | 2049 | |
| 8 | Tim Carroll# | .3729 | 2049 | |
| 9 | Caleb Hogan# | .3816 | 2049 | |
| 10 | Tatsui Konishi# | .3838 | 2049 | |
| 11 | Travis Provenza# | .3871 | 2049 | |
| 12 | Rick Burkart# | .3939 | 2049 | |
| 13 | Jeff Rabinowitz# | .4156 | 2049 | |
| 14 | Miguel Hard# | .5484 | 2049 |
