| Daniel Temkin | $50.00 |
| Mike Laureno |
| 2025 | $50.00 | PMC Fundraiser |
| 2024 | $170.00 | PMC Fundraiser |
| 2023 | $50.00 | PMC Fundraiser |
| 2022 | $400.00 | PMC Fundraiser |
| 2021 | $250.00 | PMC Fundraiser |
| 2020 | $60.00 | PMC Fundraiser |
| 2019 | $6,775.00 | Wellesley to Wellesley (50 mile Sunday) |
| 2018 | $8,960.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2017 | $0.00 | PMC Rider |
| 2016 | $6,250.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2015 | $7,600.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2014 | $6,207.25 | Sturbridge to Provincetown Inn (2-Day) |
| 2013 | $5,700.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2012 | $7,235.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2011 | $5,480.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2010 | $5,650.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2009 | $5,615.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2008 | $7,360.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2007 | $5,708.00 | Wellesley to Provincetown Inn (2-Day) |
| 2006 | $3,860.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2005 | $3,020.00 | Sturbridge to Provincetown Inn (2-Day) |
