| Eric Turner | $200.00 |
| Kevin Sutula | $150.00 |
| Samantha Demty | $100.00 |
| Richard Charron | $150.00 |
| Robert Nelson | $150.00 |
| Matthew Uglietta | $250.00 |
| Christie Slayton | $50.00 |
| Harrison Kurker | $100.00 |
| Andrew Jacober | $100.00 |
| Bryan McCorry | $250.00 |
| Gregg Warden | $250.00 |
|
Eileen Edwards |
$250.00 |
| 2025 | $2,650.00 | Wellesley to Wellesley (50 mile Sunday) |
| 2024 | $2,135.00 | Wellesley to Wellesley (50 mile Sunday) |
| 2023 | $1,560.00 | Virtual Ride |
| 2020 | $1,920.00 | PMC Rider |
| 2018 | $1,455.63 | Wellesley to Wellesley (50 mile Sunday) |
| 2017 | $1,325.00 | Wellesley to Wellesley (50 mile Sunday) |
| 2016 | $1,375.00 | Wellesley to Wellesley (50 mile Sunday) |
| 2015 | $1,390.00 | Wellesley to Wellesley (50 mile Sunday) |
| 2014 | $1,045.00 | Wellesley to Wellesley (50 mile Sunday) |
