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Insurance advisors who truly work for you.

Not all insurance agents are created equal. At Craddock Insurance Services, we go out of our way to treat our clients like people and we use our industry experience and diversified knowledge base to protect what you value most in business and in life.
Charles H. Craddock Jr., AAI, CPIA, LILI, LUTCF

Charles H. Craddock Jr., AAI, CPIA, LILI, LUTCF
President and CEO

434-817-7555(Office)

I am a native of Charlottesville and have a wonderful wife and a fantastic son. I enjoy vacationing with my family, skiing, scuba diving, riding my motorcycle, and paramotoring when not working. In 1994, I started as a scratch agent, working for and being mentored by my father, Herb, who founded the company in 1984. During the 15 years we were together, I held various sales and management positions before purchasing the agency in 2009. Because of my love of people and helping them, the insurance business has been a fruitful and rewarding career. I am eternally grateful for the opportunity presented to me so many years ago. I am also highly grateful for all the past and present employees who have helped me make this company what it is today.
Miguel Coradine

Miguel Coradine
Vice President and Personal, Commercial, and Life Insurance Producer

434-956-4458(Direct)

Holly Cheape

Holly Cheape
Office Manager & Personal and Commercial Insurance Producer

434-220-7462(Direct)

I grew up and graduated in Nelson County, then spent 15 years at the beach in North Carolina. I returned to the county in 2020, where I reside today with my husband, George. We have six grown children and three young grandchildren who bring us joy and happiness! I enjoy spending time with my family, traveling, doing outdoor projects, hanging out on the beach, anything on the water, RV’ing, and spending our weekends in Blacksburg during college football season. I am interested in landscaping and decorating and love thrifting and repurposing! I have many years in the insurance industry and have experience in the application phase, policy issuance, customer service, sales, claims, and management. I enjoy helping people understand how their insurance works and determine what is best for each client. Insurance is a career for me, and I have enjoyed the experiences it has taught me and the friends it has brought me.
Jen Sapin

Jen Sapin
Personal, Commercial, and Life Insurance Producer

434-220-7465(Direct)

I was born and raised in Charlottesville, which I am happy to call home. I brought my extensive customer service background when I started my insurance career with Craddock Sirius Insurance in 2012. I enjoy talking with people daily and am always happy when I can help customers find the right insurance for their needs or answer questions about their policies or a claim. One of my specialties is Life Insurance, and I love helping people put protection in place to protect the ones left behind after someone passes.
Terry Addington

Terry Addington
Personal, Commercial, and Life Insurance Producer

434-220-7460(Direct)

Karolina Medina

Karolina Medina
Personal and Commercial Insurance Producer

434-220-7466(Direct)

Habla Espanol
C. H. Craddock Sr.

C. H. Craddock Sr.
President Emeritus

434-817-7555(Office)