| 2025 | $1,000.00 | Wellesley to Bourne (1-Day, Sat) |
| $525.22 | PMC Winter Cycle | |
| 2024 | $5,202.16 | Wellesley to Bourne (1-Day, Sat) |
| 2023 | $5,075.71 | Wellesley to Bourne (1-Day, Sat) |
| 2022 | $4,606.67 | Wellesley to Bourne (1-Day, Sat) |
| 2021 | $4,045.19 | Wellesley Century |
| 2020 | $25.00 | Wellesley to Bourne (1-Day, Sat) |
| 2019 | $4,060.56 | Wellesley to Bourne (1-Day, Sat) |
| 2018 | $175.00 | PMC Fundraiser |
| 2017 | $4,695.03 | Wellesley to Bourne (1-Day, Sat) |
| 2016 | $3,800.00 | Wellesley to Bourne (1-Day, Sat) |
| 2015 | $4,500.00 | Wellesley to Provincetown Monument (2-Day) |
