| 2025 | $0.00 | PMC Volunteer |
| 2024 | $7,664.86 | Wellesley to Bourne (1-Day, Sat) |
| 2023 | $4,081.84 | Wellesley to Bourne (1-Day, Sat) |
| 2022 | $5,645.00 | Wellesley to Bourne (1-Day, Sat) |
| 2021 | $12,414.21 | Wellesley to Wellesley (50 mile Sunday) |
| 2020 | $11,728.00 | Wellesley to Bourne (1-Day, Sat) |
