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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OOPS | YEAR | Open Postseason Leaderboard |
|---|---|---|---|---|
| 1 | Robert Osborne | .5423 | 2014-2020 | |
| 2 | Willi Kehr | .5549 | 2026-2028 | |
| 3 | Neil Millirons | .5626 | 2038-2040 | |
| 4 | Felipe Arreola | .6223 | 2027-2028 | |
| 5 | Blake Mastromarino | .6380 | 2045-2048 | |
| 6 | Ánibal Altichioro | .6553 | 2024-2028 | |
| 7 | Jim Shaffner | .6674 | 2039-2042 | |
| 8 | Jake Robinson | .7026 | 2017-2024 | |
| 9 | Juan Martínez | .7133 | 2028-2029 | |
| 10 | Victor Vicente# | .7593 | 2048-2053 | |
| 11 | John Haslam# | .7674 | 2057-2060 | |
| 12 | Steve Atkins# | .7984 | 2059-2060 | |
| 13 | Clay Tedesco# | .8539 | 2056-2058 |
