| 2024 | $15,830.13 | PMC Rider |
| 2023 | $17,172.00 | Virtual Ride |
| 2022 | $19,005.00 | PMC Rider |
| 2021 | $13,460.00 | Virtual Ride |
| 2020 | $12,000.00 | PMC Rider |
| 2019 | $21,839.75 | PMC Virtual Rider and Volunteer |
| 2018 | $12,447.00 | PMC Virtual Rider and Volunteer |
| 2017 | $26,025.00 | Wellesley to Bourne (1-Day, Sat) |
| 2016 | $23,702.75 | Sturbridge to Bourne (1-Day, Sat) |
| 2015 | $27,263.62 | Sturbridge to Provincetown Inn (2-Day) |
| 2014 | $27,061.12 | Sturbridge to Provincetown Inn (2-Day) |
| 2013 | $25,017.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2012 | $14,724.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2011 | $15,961.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2010 | $17,505.00 | Sturbridge to Provincetown Inn (2-Day) and Volunteer |
| 2009 | $19,260.00 | Wellesley to Provincetown Inn (2-Day) and Volunteer |
| 2008 | $16,648.00 | Wellesley to Provincetown Inn (2-Day) and Volunteer |
| 2007 | $250.00 | PMC Volunteer |
| 2006 | $10,122.00 | PMC Virtual Rider and Volunteer |
| 2005 | $0.00 | PMC Volunteer |
| 2004 | $0.00 | PMC Volunteer |
| 2003 | $100.00 | PMC Volunteer |
| 2002 | $0.00 | PMC Volunteer |
| 2001 | $0.00 | PMC Volunteer |
| 2000 | $0.00 | PMC Volunteer |
| 1999 | $0.00 | PMC Volunteer |
| 1998 | $0.00 | PMC Volunteer |
| 1997 | $0.00 | PMC Volunteer |
| 1996 | $0.00 | PMC Volunteer |
| 1995 | $0.00 | PMC Volunteer |
| 1994 | $0.00 | PMC Volunteer |
| 1993 | $0.00 | PMC Volunteer |
| 1992 | $0.00 | PMC Volunteer |
| 1991 | $0.00 | PMC Volunteer |
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