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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Date | Player | Win Seasons | |
|---|---|---|---|
| 1992 | Trent Gore | 20-6, 1.52 ERA, 212.2 IP, 31 BB and 292 K | |
| 1993 | Michael Pittman | 21-4, 2.13 ERA, 202.2 IP, 55 BB and 199 K |
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| 3+ HRs | 6+ Hits | 15+ Ks | Cycles | No-Hitters | 50+ HR Seasons | 150+ RBI Seasons | 20+ Win Seasons | Triple Crowns | Milestones | Hitting Streaks | ||||||||||||
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| Saturday, January 2nd, 2016 - OOTP Baseball 14.6 Build 33 |