| Christine Sage | $50.00 |
| 2025 | $50.00 | PMC Fundraiser |
| 2024 | $11,148.55 | Wellesley to Provincetown Monument (2-Day) |
| 2023 | $10,432.30 | Wellesley to Provincetown Inn (2-Day) |
| 2022 | $7,700.00 | Wellesley to Provincetown Monument (2-Day) |
| 2021 | $9,219.28 | Wellesley to Wellesley (50 mile Sunday) |
| 2020 | $4,985.00 | Wellesley to Provincetown Monument (2-Day) |
| 2019 | $8,099.00 | Wellesley to Provincetown Monument (2-Day) |
| 2018 | $8,214.00 | Wellesley to Provincetown Monument (2-Day) |
| 2017 | $8,860.00 | Wellesley to Provincetown Monument (2-Day) |
| 2016 | $9,174.00 | Wellesley to Provincetown Monument (2-Day) |
| 2015 | $7,385.00 | Wellesley to Provincetown Monument (2-Day) |
| 2014 | $7,465.00 | Wellesley to Provincetown Monument (2-Day) |
| 2013 | $6,270.00 | Wellesley to Provincetown Monument (2-Day) |
| 2012 | $7,369.00 | Wellesley to Provincetown Monument (2-Day) |
| 2011 | $6,730.00 | Wellesley to Provincetown Monument (2-Day) |
| 2010 | $5,140.00 | Wellesley to Provincetown Inn (2-Day) |
| 2008 | $6,025.00 | Wellesley to Provincetown Monument (2-Day) |
| 2007 | $6,945.00 | Wellesley to Provincetown Monument (2-Day) |
| 2006 | $100.00 | PMC Fundraiser |
| 2005 | $6,250.00 | Wellesley to Provincetown Monument (2-Day) |
| 2004 | $5,851.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2003 | $4,360.00 | Wellesley to Wellesley (2-Day) |
