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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 serving the Tri-Cities since 1988.  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.


Phil Raines

Agency Manager/Owner

Phil has been with C. R. Gregory Insurance since 2011. In 2016, Phil became the agency owner and the principal-agent when Charlie Gregory, the agency founder retired. Phil has been a CPA (Certified Public Accountant) since 1993 and became an insurance agent in 1998. In 2011 he earned his CIC (Certified Insurance Counselor) designation. Phil works in both personal and commercial lines of insurance.


Angela Watkins

Office Manager/Account Manager - Personal Lines

Angela has worked with C. R. Gregory Insurance since 2012. Angela works in personal lines specializing in car and home insurance. she enjoys helping clients get the right insurance at the best price. she also helps keep the agency organized by serving as our office manager.


Karey Garland

Account Manager Personal Lines

Karey came to C.R. Gregory Insurance with over 12 years of experience in the insurance industry. Karey has been an important part of the C.R. Gregory team since 2017. 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.


Ashlee Oliver

Account Manager Commercial Lines

Ashlee began her career in insurance in 2003. She joined C.R. Gregory Insurance in 2020. Ashlee enjoys helping our commercial clients be more successful by proactively helping them with their business insurance needs.