| Shimon Michael Abramson |
| 2025 | $100.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2024 | $11,125.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2023 | $11,105.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2022 | $13,930.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2021 | $9,258.33 | Sturbridge to Provincetown Monument (2-Day) |
| 2020 | $6,636.23 | Sturbridge to Provincetown Inn (2-Day) |
| 2019 | $8,877.25 | Sturbridge to Provincetown Inn (2-Day) |
| 2018 | $9,060.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2017 | $7,485.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2016 | $7,920.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2015 | $6,080.00 | Sturbridge to Provincetown Inn (2-Day) |
| 2014 | $4,300.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2013 | $4,700.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2012 | $5,025.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2011 | $4,490.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2010 | $4,275.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2009 | $4,200.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2008 | $4,200.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2007 | $4,185.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2006 | $3,363.34 | Sturbridge to Provincetown Monument (2-Day) |
| 2005 | $3,705.00 | Sturbridge to Provincetown Monument (2-Day) |
| 2004 | $2,275.00 | Sturbridge to Wellesley (2-Day) |
