| 2025 | $0.00 | Wellesley to Provincetown Inn (2-Day) |
| 2024 | $6,000.00 | Wellesley to Provincetown Inn (2-Day) |
| 2023 | $99.55 | PMC Fundraiser |
| 2022 | $6,171.40 | Reimagined |
| 2021 | $2,005.00 | Reimagined |
| 2020 | $75.00 | PMC Rider |
| 2019 | $5,000.00 | Wellesley to Provincetown Inn (2-Day) |
