| 2023 | $0.00 | PMC Volunteer |
| 2022 | $0.00 | PMC Volunteer |
| 2019 | $2,155.93 | Wellesley to Wellesley (50 mile Sunday) |
| 2018 | $3,050.00 | Wellesley to Wellesley (50 mile Sunday) |
| 2017 | $6,565.00 | Bourne to Provincetown Monument (1-Day, Sun) |
| 2016 | $1,640.00 | Wellesley to Wellesley (50 mile Sunday) |
| 2015 | $2,225.00 | Wellesley to Wellesley (50 mile Sunday) |
| 2014 | $2,125.68 | Wellesley to Wellesley (50 mile Sunday) |
| 2013 | $2,150.00 | Wellesley to Wellesley (50 mile Sunday) |
| 2012 | $1,299.00 | Wellesley to Wellesley (50 mile Sunday) |
