| 2024 | $0.00 | PMC |
| $3,218.00 | PMC Unpaved | |
| 2022 | $47.00 | PMC Volunteer |
| 2021 | $3,376.11 | Reimagined |
| 2020 | $5,505.00 | Bourne to Wellesley (1-Day, Sun) and Volunteer |
| 2019 | $2,820.34 | Bourne to Wellesley (1-Day, Sun) and Volunteer |
| 2018 | $3,440.00 | Bourne to Wellesley (1-Day, Sun) and Volunteer |
| 2017 | $2,150.00 | Bourne to Wellesley (1-Day, Sun) and Volunteer |
| 2016 | $0.00 | PMC Virtual Rider and Volunteer |
| 2015 | $50.00 | PMC Rider |
| 2014 | $4,205.25 | Bourne to Wellesley (1-Day, Sun) and Volunteer |
| 2013 | $4,490.00 | Sturbridge to Wellesley (2-Day) |
| 2012 | $6,170.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2011 | $4,200.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2010 | $0.00 | PMC Volunteer |
