(423) 926-7722 | M - F: 8:30am to 5pm

More than just a Policy. Let us be your insurance advisor.

If you need auto, home, business, or life insurance...we want to help you get the right protection at the best possible price.

Who we are.

We are a team of local insurance professionals and have over 100 years of combined insurance experience.  We live here and we want to do a great job for the people in our community.

Our Mission.

The mission of C. R. Gregory Insurance, Inc. is to enhance the lives of others by protecting what is important, treating others the way we would like to be treated, and encouraging the people we touch every day.


Charlie Gregory

Agency Founder

Charlie is the founder of C. R. Gregory Insurance. He began the business in 1988 and has been in the insurance business since 1972. Over the years Charlie has insisted on partnering only with high quality insurance companies. Charlie lives in Johnson City and loves spending time with his grandchildren.


Phil Raines

Agency Manager

Phil has been with C. R. Gregory Insurance since 2011. He has been a CPA (Certified Public Accountant) since 1993 and became an insurance agent in 1998. In 2011 Phil earned his CIC (Certified Insurance Counselor) designation. Phil works in both personal and commercial lines of insurance. Phil lives in Johnson City with his wife and two children.


Stephanie Leutbecher

Personal Lines Manager

Stephanie began working at C.R. Gregory Insurance in 2012. She has over 10 years’ experience working with the property and casualty insurance. Stephanie is from Nebraska and an avid Huskers fan. She enjoys spending her free times outdoors and traveling.


Linda Carr

Commercial Lines Manager

Linda has been with C. R. Gregory Insurance since 2004 and works with our clients that own businesses and need commercial insurance. Linda is knowledgeable in workers comp, liability insurance, and many other areas of business insurance. Linda lives in Jonesborough with her husband Lewis. She enjoys cooking and spending time with her family and friends. The word on the street from her grandkids is that she is quite a cook.


Angela Watkins

Client Service Coordinator

Angela has worked with C. R. Gregory Insurance for several years and assists the entire team in delivering excellent service to our clients. She is the first person to greet you with a smile and a friendly “Hello!” when you walk in our door. If you have an insurance question Angela will make sure you get taken care of by connecting you to the right person. Angela lives in Gray with her husband and three children. In her free time she is often cheering for one of her three student athletes.


Karey Garland

Account Manager Personal Lines

Karey comes to C.R. Gregory Insurance with over 12 years experience in the insurance industry. She is a 2009 Graduate of East Tennessee State University. Go BUCS!! She loves working with customers and helping them decide what coverage is best to fit their individual needs. Karey was raised in Blountville where she lives with her husband and daughter. She enjoys spending Friday nights watching her daughter cheer for the local high school!