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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Date | Player | Win Seasons | |
|---|---|---|---|
| 2016 | Jim Unknown | 0-0, 0.00 ERA, 0.0 IP, 0 BB and 0 K | |
| 2017 | David White | 20-5, 3.42 ERA, 194.2 IP, 88 BB and 212 K | |
| 2018 | Hiroya Yoshida | 20-7, 3.83 ERA, 225.2 IP, 98 BB and 215 K | |
| 2022 | Sam Hatt | 21-6, 2.99 ERA, 235.0 IP, 61 BB and 208 K | |
| 2024 | Baltwin Baars | 20-9, 3.32 ERA, 227.2 IP, 88 BB and 167 K | |
| 2025 | Le-song Kao | 21-5, 3.38 ERA, 197.1 IP, 53 BB and 149 K | |
| 2026 | Enrique Baldivía | 22-1, 2.08 ERA, 199.0 IP, 51 BB and 290 K | |
| 2028 | Phil Phillips | 21-7, 3.78 ERA, 212.0 IP, 64 BB and 218 K |
