| Ryanne Sanderson | $25.00 |
| 2025 | $25.00 | PMC Fundraiser |
| 2024 | $5,215.10 | Wellesley to Bourne (1-Day, Sat) |
| 2023 | $4,651.10 | Wellesley to Bourne (1-Day, Sat) |
| 2022 | $5,989.55 | Wellesley to Bourne (1-Day, Sat) |
| 2020 | $100.00 | Wellesley to Bourne (1-Day, Sat) |
| 2019 | $6,355.00 | Wellesley to Provincetown Monument (2-Day) |
| 2018 | $50.00 | PMC Rider |
| 2017 | $4,966.00 | Wellesley to Provincetown Inn (2-Day) |
| 2016 | $7,654.12 | Wellesley to Provincetown Inn (2-Day) |
| 2015 | $6,785.23 | Wellesley to Provincetown Inn (2-Day) |
| 2014 | $6,900.03 | Wellesley to Provincetown Inn (2-Day) |
| 2013 | $6,700.00 | Wellesley to Provincetown Inn (2-Day) |
| 2012 | $6,705.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2011 | $10,055.00 | Wellesley to Provincetown Inn (2-Day) |
