Ryder System, Inc. announced the winners of its 54th annual “Driver of the Year” award, recognizing three professional drivers whose commitment to excellence in safety, customer service, and leadership exemplifies the best of Ryder’s operations across its supply chain, dedicated transportation, and fleet management businesses.
The honorees – Tamara “Tammy” Land, Robert Deroy, and Terry Frey – bring decades of combined experience and millions of safe miles to the road. Each has earned a reputation for excellence behind the wheel and for the positive impact they make on customers, teammates, and the communities they serve. As part of this honor, all three drivers are inducted into the Ryder Driver Hall of Fame.
“Ryder professional drivers do far more than deliver freight – they set the standard for how our company shows up every day,” said Ryder CEO John Diez. “Tammy, Robert, and Terry embody what it means to lead with professionalism, put safety first, and take pride in serving others. Their dedication reflects the strength of our culture and the trust our customers place in Ryder.”
Based in Waterloo, Iowa, Land is Ryder’s Supply Chain Solutions Driver of the Year, bringing more than 32 years of professional driving experience, including five years with Ryder. Over her career, she has logged more than 2.2 million miles, including 415,000 miles driven with Ryder, while maintaining an exceptional safety record.
A Ryder Certified Driver Trainer, and known for her steady leadership and proactive communication, Land plays a key role in mentoring new drivers and reinforcing Ryder’s safety culture from day one.
Supporting a Ryder customer out of West Palm Beach, Fla., Deroy is the Dedicated Transportation Solutions Driver of the Year, bringing 25 years of professional driving experience, including 15 years with Ryder. Since joining the company in 2010, Deroy has logged nearly 1.3 million miles with Ryder and nearly 2.2 million miles over his career, distinguishing himself as a leader in safety, training, and operational excellence.
A long standing Certified Driver Trainer, Smith System Trainer, and American Red Cross CPR, AED, and First Aid instructor, Deroy is known for being one of Ryder’s most trusted drivers in high stakes, safety critical situations and specialized operations. including emergency response and disaster relief efforts.
Operating out of Conestoga, Penn., Frey is the recipient of Ryder’s Fleet Management Solutions Driver of the Year award, which recognizes customer drivers who go above and beyond to keep roads safe while operating Ryder vehicles. Frey brings 34 years of professional driving experience, including more than 26 years supporting a Ryder managed fleet for Turkey Hill Dairy. Over his career, he has logged nearly 2.5 million miles, including more than 2 million miles at Turkey Hill Dairy.

