| Natasha Gordon |
| 2025 | $70.00 | Wellesley to Wellesley (50 mile Sunday) |
| $0.00 | PMC Unpaved | |
| 2024 | $6,090.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2023 | $6,740.50 | Sturbridge to Provincetown Monument (2-Day) |
| 2022 | $6,000.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2021 | $3,526.00 | Wellesley Century |
