| 2025 | $0.00 | PMC Volunteer |
| 2024 | $0.00 | PMC Virtual Rider and Volunteer |
| 2023 | $0.00 | PMC Virtual Rider and Volunteer |
| 2022 | $0.00 | PMC Virtual Rider and Volunteer |
| 2021 | $2,390.00 | Wellesley to Wellesley (50 mile Sunday) |
| 2020 | $1,100.00 | Wellesley to Bourne (1-Day, Sat) |
| 2019 | $4,385.00 | Wellesley to Bourne (1-Day, Sat) |
| 2018 | $4,010.00 | Wellesley to Bourne (1-Day, Sat) |
| 2017 | $7,825.00 | Wellesley to Bourne (1-Day, Sat) |
| 2014 | $3,200.00 | Sturbridge to Bourne (1-Day, Sat) |
| 2011 | $3,000.00 | Sturbridge to Bourne (1-Day, Sat) |
