| 2022 | $25.00 | PMC Fundraiser |
| 2021 | $25.00 | PMC Fundraiser |
| 2020 | $75.00 | PMC Fundraiser |
| 2019 | $675.00 | PMC Fundraiser |
| 2018 | $400.00 | PMC Fundraiser |
| 2017 | $26,101.13 | Sturbridge to Provincetown Inn (2-Day) |
| 2016 | $30,425.00 | PMC Rider |
| 2015 | $30,500.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2014 | $29,570.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2013 | $37,565.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2012 | $39,360.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2011 | $50,110.01 | Sturbridge to Provincetown Inn (2-Day) |
| 2010 | $29,534.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2009 | $20,900.00 | Sturbridge to Wellesley (2-Day) |
| 2008 | $24,000.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2007 | $44,313.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2006 | $18,250.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2005 | $18,800.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2004 | $11,950.00 | Wellesley to Bourne (1-Day, Sat) |
