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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OBP | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Erwin Caldwell | .3768 | 2013-2023 | |
| 2 | Jared Carpenter | .3670 | 2017-2029 | |
| 3 | Minoru Kobayashi | .3636 | 2014-2026 | |
| 4 | Shaun Spensley | .3585 | 2010-2022 | |
| 5 | Michael Dunn | .3573 | 2040-2051 | |
| 6 | Juan Alvarado | .3521 | 2019-2029 | |
| 6 | Jorge Ríos | .3521 | 2031-2044 | |
| 8 | César Caraballo | .3439 | 2022-2029 | |
| 9 | Jesús López | .3435 | 2026-2036 | |
| 10 | Bob Castor | .3397 | 2029-2037 | |
| 11 | Mario Morales | .3372 | 2015-2027 | |
| 12 | Brandon Bailey | .3325 | 2022-2037 | |
| 13 | Valentín Orta | .3292 | 2020-2030 | |
| 14 | Glenn Gouloze | .3246 | 2042-2055 | |
| 15 | Norm Owen | .3202 | 2022-2028 | |
| 15 | Bayou Hakki | .3202 | 2040-2056 | |
| 17 | Oliver Fifield | .3139 | 2007-2016 | |
| 18 | Romão Ledo | .2793 | 2015-2030 |
