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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Date | Player | Win Seasons | |
|---|---|---|---|
| 2025 | John Holmes | 22-4, 3.12 ERA, 213.1 IP, 57 BB and 185 K | |
| 2032 | Matsuyo Koda | 21-6, 4.54 ERA, 202.1 IP, 72 BB and 173 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, August 19th, 2017 - OOTP Baseball 18.7 Build 74 |