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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Date | Player | Win Seasons | |
|---|---|---|---|
| 2011 | Billy Roarty | 21-1, 1.82 ERA, 163.1 IP, 39 BB and 222 K | |
| 2021 | Mike Arellano | 21-3, 2.10 ERA, 179.2 IP, 41 BB and 167 K | |
| 2024 | Daniel Wilson | 20-2, 1.44 ERA, 168.2 IP, 36 BB and 224 K | |
| 2029 | Andy Schroeder | 20-5, 1.89 ERA, 180.2 IP, 25 BB and 191 K |
