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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Rank | Player | OOBP | YEAR | Open Season Leaderboard |
|---|---|---|---|---|
| 1 | Sherwood Aguilar | .2556 | 1993-1997 | |
| 2 | Júlio López | .2573 | 2005-2012 | |
| 3 | John Spens | .2817 | 1973-1979 | |
| 4 | Santiago Cruz | .2992 | 1971-1976 | |
| 5 | Stu Ellis | .3010 | 1972-1976 | |
| 6 | Gerald May# | .3017 | 2008-2015 | |
| 7 | Jorge Encarnación | .3034 | 1968-1974 | |
| 8 | Kazuhiro Ono | .3065 | 1968-1981 | |
| 9 | Francisco Silva# | .3079 | 2007-2012 | |
| 10 | Darren Smith# | .3106 | 2006-2012 | |
| 11 | Emílio Vásquez | .3166 | 1961-1965 | |
| 12 | Peter Simpson# | .3383 | 2008-2015 | |
| 13 | David Lamparello# | .3431 | 2007-2014 | |
| 14 | Stephen Jones# | .3459 | 2009-2015 |
