This award is presented to an individual or individuals, who have demonstrated their steadfast commitment and devotion over a period of years to the Championships program.
| Year | Sam Gillette Life-Time Volunteer Award Winner |
|---|---|
| 1994 | Neill Darmstadter American Trucking Associations Virginia |
| 1995 | Bob Rudesill Minnesota |
| 1996 | Ed "Pappy" Edmond Florida |
| 1997 | Paul Attridge Deland Gibson Insurance Associates Massachusetts |
| 1998 | Edward K. Shea CCJ Pennsylvania |
| 1999 | Alex C. Ayala H.E. Butt Grocery Co. Texas |
| 2000 | Howard Fitzgerald Watkins Motor Lines Florida |
| 2001 | Jeannine Bleicher Arizona Motor Truck Association Arizona |
| 2002 | Tony & Ruth Gatti New Jersey |
| 2003 | John & Annelle Porter Ohio |
| 2004 | Richard A. Gillespie Dakota County Technical College Minnesota |
| 2005 | William "Brill" Whim Kansas |
| 2006 | Rick Lane Shamrock Foods Co. Arizona |
| 2007 | Doug Lax, Sr., CDS Sumter Transport South Carolina |
| 2008 | Wood and Jeanne Yarwood Pennsylvania |
| 2009 | Fay and James Williams Arkansas |
| 2010 | Dave Knobloch Wisconsin |
| 2011 | Gary Tunsky, Sr. Dakota County Technical College Minnesota |
| 2012 | John C. "Jack" Taylor Deleware Technical & Community Delaware |
| 2013 | John J. Killlilee Idaho |
| 2014 | Sam Gillette Colorado |
| 2015 | Susan Webb Wisconsin Motor Carriers Association Wisconsin |
| 2016 | Chris Ignowski FedEx Ground Illinois |
| 2022 | Michelle Wells South Dakota Trucking Association South Dakota |
| 2023 | Bill Graham Pennsylvannia |
| 2024 | David Wiechers ABF Freight |
| 2025 | Linda Nodland |
