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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OSLG | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | John Campbell | .3216 | 2026-2035 | |
| 2 | Toby Adams | .3249 | 2034-2047 | |
| 3 | Wynn Thompson | .3262 | 2019-2029 | |
| 4 | Brady Walker | .3289 | 2036-2050 | |
| 5 | Luis Leyva | .3377 | 2013-2019 | |
| 6 | Jeffrey Gómez | .3447 | 2029-2040 | |
| 7 | Jesús González# | .3531 | 2045-2051 | |
| 8 | Enzo Echevería# | .3578 | 2044-2051 | |
| 9 | Michael Calhoun | .3619 | 2044-2049 | |
| 10 | Mauro Puñal | .3687 | 2010-2020 | |
| 11 | Will Calderón# | .3758 | 2046-2051 | |
| 12 | Michael Dana | .3884 | 2010-2017 |
