| Year | Winner | Location |
|---|---|---|
| 2009 | David W. Thompson FedEx Ground Arkansas | Pittsburgh, PA |
| 2010 | Sean E. Saxon FedEx Ground Arizona | Columbus, OH |
| 2011 | James F. Sheehan FedEx Ground Tennessee | Orlando, FL |
| 2012 | Edward Gertz FedEx Express New Hampshire | Minneapolis, MN |
| 2013 | Justin Kingsley FedEx Express Oklahoma | Salt Lake City, UT |
| 2014 | Christopher Shaw FedEx Express New Mexico | Pittsburgh, PA |
| 2015 | Andrew Tuck FedEx Ground Ohio | St. Louis, MO |
| 2016 | Frank Woods FedEx Express Virginia | Indianapolis, IN |
| 2017 | Mike Bills FedEx Express North Carolina | Orlando, FL |
| 2018 | Eric Damon FedEx Express Colorado | Columbus, OH |
| 2019 | Adam Stroup FedEx Express Nebraska | Pittsburgh, PA |
| 2022 | Gregory Long FedEx Express Maryland | Indianapolis, IN |
| 2023 | Jerome De La Cruz FedEx Express Alaska | Columbus, OH |
| 2024 | Matthew Montandon FedEx Texas | Indianapolis, IN |
| 2025 | Logan Montandon FedEx Texas | Minneapolis, MN |
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