| Judy Luskin | $50.00 |
| paul mccarron |
| 2025 | $158.00 | Wellesley to Provincetown Inn (2-Day) |
| $400.00 | PMC Winter Cycle | |
| 2024 | $6,002.66 | Sturbridge to Provincetown Inn (2-Day) |
| $500.00 | PMC Winter Cycle | |
| 2023 | $10,101.00 | Wellesley to Provincetown Inn (2-Day) |
| $500.00 | PMC Winter Cycle | |
| 2022 | $9,501.00 | Wellesley to Provincetown Inn (2-Day) |
| 2021 | $9,000.00 | Wellesley to Bourne + Wellesley Century (2-Day) |
| 2020 | $9,052.00 | Wellesley to Provincetown Inn (2-Day) |
| 2019 | $8,500.00 | Wellesley to Provincetown Inn (2-Day) |
| 2018 | $8,000.00 | Wellesley to Provincetown Inn (2-Day) |
| 2017 | $7,811.00 | Wellesley to Provincetown Inn (2-Day) |
| 2016 | $7,600.00 | Wellesley to Provincetown Inn (2-Day) |
| 2015 | $7,200.00 | Wellesley to Provincetown Inn (2-Day) |
| 2014 | $7,075.00 | Wellesley to Provincetown Inn (2-Day) |
| 2013 | $6,725.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2012 | $6,500.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2011 | $6,400.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2010 | $6,300.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2009 | $6,093.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2008 | $6,700.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2007 | $6,300.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2006 | $6,120.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2005 | $0.00 | PMC Volunteer |
| 2004 | $0.00 | PMC Volunteer |
