| 2025 | $29.13 | PMC Fundraiser |
| 2024 | $6,228.73 | Sturbridge to Provincetown Inn (2-Day) |
| 2023 | $6,000.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2022 | $6,000.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2021 | $3,250.00 | Wellesley Century |
| 2020 | $50.00 | PMC Rider |
| 2019 | $5,000.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2018 | $5,261.00 | Sturbridge to Provincetown Inn (2-Day) |
