| 2024 | $225.00 | PMC Fundraiser |
| 2023 | $385.00 | Virtual Ride |
| 2022 | $2,245.00 | Wellesley to Wellesley (50 mile Sunday) |
| 2021 | $3,695.00 | Wellesley to Wellesley (50 mile Sunday) |
| 2020 | $2,250.00 | Wellesley to Wellesley (50 mile Sunday) |
| $510.00 | PMC Winter Cycle | |
| 2019 | $5,700.50 | Wellesley to Provincetown Monument (2-Day) |
| $250.00 | PMC Winter Cycle | |
| 2018 | $75.00 | PMC Fundraiser |
| 2017 | $4,875.00 | Wellesley to Provincetown Monument (2-Day) |
| 2016 | $4,250.00 | Wellesley to Wellesley (2-Day) |
| 2015 | $3,611.11 | Wellesley to Wellesley (2-Day) |
| 2014 | $2,945.89 | Wellesley to Wellesley (50 mile Sunday) |
| 2011 | $0.00 | PMC Virtual Rider |
