| 2024 | $50.00 | PMC Virtual Rider |
| 2023 | $50.00 | Virtual Ride |
| 2022 | $1,050.00 | PMC Rider |
| 2021 | $150.00 | Virtual Ride |
| 2020 | $5,395.00 | PMC Rider |
| 2019 | $5,235.00 | PMC Rider |
| 2018 | $6,375.00 | PMC Rider |
| 2017 | $8,105.00 | Wellesley to Bourne (1-Day, Sat) |
| 2016 | $1,400.00 | PMC Rider |
| 2015 | $5,995.00 | Wellesley to Bourne (1-Day, Sat) |
| 2014 | $4,797.25 | Wellesley to Bourne (1-Day, Sat) |
| 2013 | $7,450.00 | Wellesley to Bourne (1-Day, Sat) |
| 2012 | $6,920.00 | Wellesley to Bourne (1-Day, Sat) |
| 2011 | $200.00 | PMC Fundraiser |
| 2010 | $50.00 | PMC Fundraiser |
| 2009 | $3,600.00 | Wellesley to Bourne (1-Day, Sat) |
| 2008 | $9,738.00 | Wellesley to Bourne (1-Day, Sat) |
| 2007 | $12,425.00 | Wellesley to Bourne (1-Day, Sat) |
| 2006 | $21,760.00 | Wellesley to Bourne + Wellesley Century (2-Day) |
| 2005 | $4,750.00 | Wellesley to Bourne (1-Day, Sat) |
| 2004 | $6,050.00 | Wellesley to Bourne (1-Day, Sat) |
| 2003 | $500.00 | PMC Fundraiser |
| 2001 | $9,382.50 | Wellesley to Bourne (1-Day, Sat) |
