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About Us

Cross Insurance Services was founded in 2007. We are a transportation specialty firm that has developed strong relationships with the insurance carriers we work with. We have become known for the quality of our products and expertise of our staff. Our firm has a combined experience of over 75 years in the industry. In 2015, upon witnessing the merger and accusation trends present in the insurance industry, Todd Wade, the president of Cross Insurance Services, spearheaded the partnership of Cross and Acrisure, LLC. Acrisure is one of the nation’s largest and fastest growing firms and was ranked in the top ten of the Insurance Journal’s “Top 100 Property/Casualty Agencies.”. This partnership provides our agency with unrivaled access to insurance carriers and expertise.

The strength of our company is the team

Trucking insurance is a specialty insurance product and should be handled by someone with knowledge and experience in the industry.


Todd Wade – President

Todd Wade has more than 19 years of experience as a licensed commercial transportation insurance agent. He started his insurance career with Mid-South Insurance in 1997. This was firm which specialized in providing transportation insurance solutions for the Mississippi area. In 1998, Todd obtained a Bachelor’s of Science in Psychology with a minor Sociology from the University of Southern Mississippi. In 2004, he was recruited by US Insurance Group, based out of Chattanooga, TN. Once he arrived, he was quickly promoted to National Sales Director. He become a partner at Nationwide Transportation Insurance Agency LLC in 2009, which merged with Cross Insurance Services & Acrisure, LLC in November of 2015. Todd is supported by my wife Jacqueline Wade & three children: Alex, Madison, and Max. His passions include: spending with his kids, coaching youth baseball and football, and working out.


Tanner Massingill – Marketing Director

Tanner Massingill joined Cross Insurance Services in 2012, shortly after completing his BBA in Management from Dalton State College. His first role with the agency was a dual role as an Account Executive and Financial Manager. Since then, Tanner has successfully performed every function within the agency, from front-line CSR to manager. His current position is Marketing Director. In 2014, Tanner graduated summa cum laude with an MBA from Kennesaw State University. Additionally, he holds the designation of a Commercial Lines Coverage Specialist (CLCS) awarded by The National Underwriting Company. When Tanner is not at the office, he enjoys reading and anything that keeps him physically active, including hiking and spelunking.


James Lynch – Office Manager

James Lynch stared his insurance career in 1979 as a producer.  He has many rolls with insurance companies and insurance agencies. In 2015, James joined Cross Insurance Services as the agency’s office manager. Though not a producing agent, James’s substantial experience offers valuable insight when analyzing risk.  While away from the office, James enjoys activities that allow him to spend time with his family.


Rob Lynch – Account Manager

Rob Lynch came to Cross Insurance in December of 2013, having been in the industry for 7+ years.  He is from a family of insurance agents, which include his father, brother, and cousin.  Rob grew up in the transportation insurance industry. He started working part-time in his family’s Mississippi agency as a teenager.  After graduating from Mississippi College with a degree in Psychology, he chose to pursue insurance as his profession. Rob has been involved in all aspects of the industry from CSR work to sales and accounting.  In his free time, he enjoys spending time with his two dogs and keeping up with national politics.


Sam Stewart – Producer

Sam joined Cross Insurance Services in 2012 as an insurance producer. Over the years, Sam has developed a reputation for his ability to provide risk management solutions for hard-to-place risks. Before joining Cross, Sam was an entrepreneur, owning and operating several billiard clubs and gaming establishments in the North Georgia area. Having been a small business owner, he understands the fear associated with “what if.” Because of this, he works diligently with his insured’s to ensure that they understand the coverages they have and any potential gaps that exist. Sam is an avid billiard enthusiast and has won many tournaments across the southeast.