| 2025 | $0.00 | PMC |
| 2024 | $0.00 | PMC Volunteer |
| $0.00 | PMC Winter Cycle | |
| 2023 | $11,115.00 | Wellesley to Bourne (1-Day, Sat) |
| $0.00 | PMC Winter Cycle | |
| 2022 | $14,218.55 | Bourne to Provincetown Inn (1-Day, Sun) |
| $0.00 | PMC Winter Cycle | |
| 2021 | $9,045.00 | Wellesley Century |
| 2020 | $9,827.10 | Sturbridge to Provincetown Inn (2-Day) |
| 2019 | $15,857.94 | Sturbridge to Provincetown Inn (2-Day) |
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