| 2025 | $0.00 | PMC Volunteer |
| 2024 | $6,000.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2023 | $0.00 | PMC Volunteer |
| 2022 | $1,681.52 | Wellesley to Wellesley (50 mile Sunday) and Volunteer |
| 2021 | $2,790.48 | Wellesley to Wellesley (50 mile Sunday) |
| 2020 | $880.00 | Wellesley to Wellesley (50 mile Sunday) |
| 2019 | $5,000.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2018 | $4,900.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2017 | $4,800.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2016 | $0.00 | PMC Volunteer |
| 2013 | $0.00 | PMC Volunteer |
| 2012 | $0.00 | PMC Volunteer |
