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| League History Index | Players | Teams | Managers | Leagues | Leaderboards | Awards | Accomplishments |
| Year | Champion | LgERA | LgAvg | Lg |
|---|---|---|---|---|
| 2020 | Boston (GCL) Red Sox | 4.41 | .272 | GCL |
| 2021 | Detroit E (GCL) Tigers East | 4.84 | .273 | GCL |
| 2022 | Philadelphia W (GCL) Phillies West | 4.89 | .270 | GCL |
| 2023 | Detroit E (GCL) Tigers East | 4.75 | .278 | GCL |
| 2024 | Miami (GCL) Marlins | 4.17 | .249 | GCL |
| 2025 | Toronto (GCL) Blue Jays | 4.37 | .259 | GCL |
| 2026 | Detroit E (GCL) Tigers East | 3.76 | .229 | GCL |
| 2027 | Atlanta (GCL) Braves | 5.69 | .307 | GCL |
| 2028 | Toronto (GCL) Blue Jays | 4.19 | .254 | GCL |
| 2029 | Miami (GCL) Marlins | 4.77 | .267 | GCL |
| 2030 | Detroit E (GCL) Tigers East | 4.31 | .262 | GCL |
| 2031 | New York A E (GCL) Yankees East | 3.81 | .246 | GCL |
| 2032 | Detroit E (GCL) Tigers East | 4.74 | .240 | GCL |
| 2033 | Detroit E (GCL) Tigers East | 3.87 | .256 | GCL |
| 2034 | Minnesota (GCL) Twins | 4.16 | .259 | GCL |
| 2035 | Detroit E (GCL) Tigers East | 4.22 | .258 | GCL |
| 2036 | Colorado (GCL) Rockies 1 | 4.27 | .263 | GCL |
