| Russell Trottier |
| 2025 | $50.00 | PMC Fundraiser |
| 2023 | $300.00 | PMC Fundraiser |
| 2021 | $175.00 | PMC Fundraiser |
| 2020 | $125.00 | PMC Fundraiser |
| 2019 | $5,272.55 | Wellesley to Provincetown Inn (2-Day) |
| 2018 | $8,874.66 | Wellesley to Provincetown Inn (2-Day) |
| 2017 | $12,801.70 | Sturbridge to Provincetown Inn (2-Day) |
| 2016 | $8,811.95 | Sturbridge to Provincetown Inn (2-Day) |
| $694.99 | The Resolution by PMC | |
| 2015 | $9,231.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2014 | $7,000.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2013 | $10,418.21 | Sturbridge to Provincetown Inn (2-Day) |
| 2012 | $10,267.58 | Sturbridge to Provincetown Inn (2-Day) |
| 2011 | $6,617.73 | Sturbridge to Provincetown Inn (2-Day) |
| 2010 | $6,332.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2008 | $2,422.00 | Sturbridge to Bourne (1-Day, Sat) |
