| Kim Gilbert |
| 2025 | $50.00 | PMC Fundraiser |
| 2024 | $10,143.52 | Reimagined and Volunteer |
| 2023 | $60,132.55 | Reimagined |
| 2022 | $39,801.00 | Reimagined |
| 2021 | $30,257.00 | Wellesley to Provincetown Monument (2-Day) |
| 2020 | $27,697.00 | Wellesley to Provincetown Inn (2-Day) |
| $594.00 | PMC Winter Cycle | |
| 2019 | $27,643.28 | Wellesley to Bourne (1-Day, Sat) |
| 2018 | $17,936.00 | Wellesley to Bourne (1-Day, Sat) |
| 2017 | $19,914.00 | Wellesley to Bourne (1-Day, Sat) |
