| 2025 | $0.00 | PMC Virtual Rider |
| 2024 | $2,733.03 | Reimagined |
| 2023 | $1,110.00 | Virtual Ride |
| 2022 | $6,325.00 | Bourne to Provincetown Monument (1-Day, Sun) |
| 2021 | $5,450.68 | Wellesley to Bourne (1-Day, Sat) |
| 2020 | $7,447.00 | Wellesley to Wellesley (50 mile Sunday) |
| 2019 | $1,050.00 | Wellesley to Wellesley (50 mile Sunday) |
| 2009 | $25.00 | PMC Fundraiser |
| 2008 | $4,030.00 | Sturbridge to Provincetown Inn (2-Day) |
