| Charlie Lopresti | 2365.5 | 2024 | Damariscotta Pumpkinfest and Regatta Weigh-off | Buxton, ME |
| Edwin Pierpont | 2121.5 | 2021 | Damariscotta | Jefferson, ME |
| Charlie & Morningstar Lopresti | 2080 | 2022 | Damariscotta Pumpkinfest and Regatta Weigh-off | Buxton, ME |
| Edwin Pierpont | 2074 | 2022 | Damariscotta Pumpkinfest and Regatta Weigh-off | Jefferson, ME |
| Edwin Pierpont | 1992.5 | 2021 | Deerfield Fair | Jefferson, ME |
| Scott St. Laurent | 1959 | 2021 | Damariscotta | Lyman, ME |
| Scott St. Laurent | 1958 | 2023 | Damariscotta | Lyman, ME |
| Elroy Morgan | 1870.5 | 2021 | Damariscotta | Charleston, ME |
| Elroy Morgan | 1847 | 2023 | Damariscotta Pumpkinfest and Regatta Weigh-off | Charleston, ME |
| Edwin Pierpont | 1832.5 | 2019 | Damariscotta | Jefferson, ME |