| 2024 | $6,088.05 | Wellesley to Provincetown Monument (2-Day) |
| 2023 | $6,000.00 | Wellesley to Provincetown Inn (2-Day) |
| 2022 | $6,000.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2021 | $2,000.00 | Reimagined |
| 2020 | $500.00 | PMC Fundraiser |
| 2019 | $5,000.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2018 | $8,000.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2017 | $7,800.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2016 | $7,500.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2015 | $11,300.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2014 | $6,950.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2013 | $10,000.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2012 | $500.00 | Wellesley to Wellesley Teens (50 mile Sunday) |
