Meet the Team

With over 75 years of combined experience, our friendly staff is eager and ready to help.


Darrell W. Wilson
Vice President, Property & Casualty

Darrell started in the insurance business January 1, 1980. He grew up in insurance as his father "Bill" Wilson started Bill Wilson insurance in 1960. Darrell has over 30 years experience in all lines of insurance and has held the "CIC" Certified Insurance Counselor designation for 25+ years. He merged Wilson Insurance Associates with The Assurance Group family in July of 2011. He is in charge of growing the Property & Casualty, Group & Individual Medical division through internal growth, new producers & acquisitions. Darrell is married to Lori & has 3 married children and 4 grandchildren (at this time!). He enjoys water sports and hunting.



Thomasville/High Point/Archdale

Steve Cranford - 336-987-6145
Personal/Commercial/Life/Individual & Group Medical

Cliff Lassiter - 336-669-7502
Life/Individual & Group Medical/Medicare

Steve McAllister - 336-803-0712
Personal/Commerical/Individual & Group Medical/Medicare

Rick Holbert - 336-802-6797
Personal/Commercial/Life/Individual & Group Medical

C J York - 336-313-5783
Personal/Commercial/Life/Individual & Group Medical


Matt Harris - 828-263-4400
Personal/Commercial/Life/Individual & Group Medical

Customer Service Representatives

Archdale- 800-215-7630

Kellie Kight
Personal/Commercial/Life/Individual Medical

Denton- 800-215-7630

Angela Hunicutt
Personal/Commercial/Life/Individual Medical

Thomasville - 800-215-7630

Teresa Stephenson
Personal/Commercial Office Manager

Sylvia Smith

Jimi Kay Hilton
Personal Lines

Sherry Bass