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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Date | Player | Win Seasons | |
|---|---|---|---|
| 2010 | Jason Hayes | 20-9, 2.87 ERA, 238.1 IP, 70 BB and 147 K | |
| 2015 | Joe Baker | 0-0, 0.00 ERA, 0.0 IP, 0 BB and 0 K | |
| 2018 | Mike Belcher | 25-2, 3.06 ERA, 158.2 IP, 26 BB and 115 K | |
| 2018 | Harvey Bradridge | 23-5, 3.43 ERA, 199.1 IP, 88 BB and 201 K | |
| 2022 | Octávio Ramírez | 20-6, 3.39 ERA, 212.2 IP, 85 BB and 225 K | |
| 2023 | Octávio Ramírez | 20-7, 3.64 ERA, 237.1 IP, 70 BB and 304 K |
