2020 Issue 2


Usher Transport, Inc. Names Dr. David Guess, as Chief Financial Officer.

Louisville, KY — David Guess, Executive Vice President at Usher Transport, Inc. will be the next Chief Financial Officer for Usher Transport, Inc. announced Usher Transport’s President, Ryan Usher.

David began his work in this role on March 24, 2020, replacing Edward Watson, who has faithfully served in this role for more than 42 years. Usher has a long-held tradition as a family-owned and operated business since 1946. Senior executive positions, such as CFO, are never easily replaced. Usher Transport’s board of directors unanimously voted and approved David Guess as the most qualified candidate to begin serving in a transitional and succession planning role for the next three years.

Following Watson’s announcement of retirement within three years, Usher’s leadership team began the tedious task of naming a successor right away to shadow the individual who has tirelessly poured in more than 42 years of his life to the Usher family and the corporation.

Most recently, David Guess has served as a company officer on the Executive Board of Directors for Usher Transport, Inc. for the past five years. Joining Usher Transport, Inc. in March 1999, Guess has held several leadership roles within the organization. Most recently, his role encompassed oversight of the company’s risk management, human resources, insurance and corporate strategy. Since 1999, Guess had a short break in service with Usher Transport serving in the general commodities freight sector for about four years before returning to Usher Transport, Inc. in August 2009.

Guess holds degrees from Murray State University, Indiana Wesleyan University, and the University of the Cumberlands, which includes two masters and two doctoral degrees. A “student for life,” as Guess states, he is currently in the final stages of earning a third doctoral degree from the University of the Cumberlands in Strategic Management. Guess jokingly asserts that this one is his last one, as he cannot endure another dissertation coupled with years of research.

David and his family are originally from western Kentucky (Kuttawa) and have called Jeffersonville, Indiana, their home for the past 20 years. David’s parents are Charles and Shirley Guess of Kuttawa. His wife, Sheila, is a 1992 graduate of the University of Kentucky and Arcadia University and serves as a doctor of physical therapy and clinical director for KORT Physical Therapy. Sheila’s parents are Katrina and the late Robert Kennedy of Eddyville. They have two children, Kaitlyn (17), and Christian (15).

Aside from his “day job,” David is an avid community volunteer serving as the VP of Operations for the Jeffersonville High School Marching Band, a dedicated professor of business for Ivy Tech Community College. Within the trucking industry, David has served as the Chairman of the Board for the Kentucky Trucking Association, Chairman for the Southern Region Tank Truck Carriers Association, a past board member for ATRI, as well as several leadership roles with the American Trucking Associations. “In the new role of CFO, attention to detail, strategy, and execution of plans is something I’ve been training for throughout my entire career,” says Guess. “I’m both excited and humbled to be asked to serve in such high-trust capacity as CFO for a multimillion-dollar organization.”

This story appears in the  2020 Issue 2 Kentucky Trucker Magazine.