| Jason Breslau | $50.00 |
| 2025 | $50.00 | PMC Fundraiser |
| 2024 | $200.00 | PMC Fundraiser |
| 2023 | $0.00 | Virtual Ride |
| 2022 | $3,100.00 | Wellesley Century |
| 2021 | $4,810.00 | Reimagined |
| 2020 | $2,546.00 | Wellesley to Provincetown Inn (2-Day) |
| 2019 | $8,500.00 | Wellesley to Provincetown Inn (2-Day) |
| 2018 | $6,258.00 | Wellesley to Provincetown Inn (2-Day) |
| 2017 | $8,205.00 | Wellesley to Provincetown Inn (2-Day) |
| 2016 | $4,500.00 | Wellesley to Provincetown Inn (2-Day) |
| 2012 | $6,155.00 | Wellesley to Provincetown Inn (2-Day) |
