| Trina Robinson | $30.00 |
| Karl Sachs | $50.00 |
| 2025 | $80.00 | PMC Volunteer |
| 2024 | $10,769.24 | Wellesley to Provincetown Monument (2-Day) |
| 2023 | $10,100.00 | Wellesley to Bourne (1-Day, Sat) |
| 2022 | $9,659.00 | Wellesley to Wellesley (50 mile Sunday) |
| 2021 | $16,275.10 | Wellesley to Provincetown Monument (2-Day) |
| 2020 | $4,746.00 | Wellesley to Provincetown Monument (2-Day) |
| 2019 | $10,373.55 | Wellesley to Provincetown Monument (2-Day) |
| 2018 | $11,141.00 | Wellesley to Provincetown Monument (2-Day) |
| 2017 | $9,986.50 | Wellesley to Bourne (1-Day, Sat) |
