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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Date | Player | Win Seasons | |
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| 2022 | Ken Villegas | 20-3, 2.03 ERA, 155.0 IP, 20 BB and 137 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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| Wednesday, May 14th , 2025 - OOTP Baseball 26.2 Build 50 |