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The Riddleberger Insurance team is made up of your Eastern Shore neighbors. We take pride in our roots in the community and are proud to serve the community where our families live.
Let us introduce you to the people who’ll be taking care of your personal, commercial, agribusiness and life insurance needs.
Matt Riddleberger is a third generation insurance agent who joined the family business, Riddleberger Insurance Agency, in 2009.
Matt is a Caroline County native and is proud of our tight-knit community. He still lives just outside of Denton with his wife, Nicole, and two kids, Camryn and Gabriel. He enjoys the Eastern Shore lifestyle of hunting, fishing and boating with his family.
Matt holds insurance licenses in Maryland, Delaware, Virginia and Pennsylvania and can help serve all your insurance needs.
Cindy is the agency representative for Riddleberger Insurance Agency. She has more than 30 years of experience in the insurance industry, selling commercial, farmowners, automobile, home and life insurance.
She is the second generation of her family to work in the agency, which was founded in 1959.
Cindy is an Elite certified Farm Insurance Agent for Nationwide’s Agribusiness Company, the highest designation for agents selling farm insurance products with Nationwide.
She was named the Businesswoman of the Year award by the Caroline County Chamber of Commerce in 2016.
Sandy is the operations manager for Riddleberger Insurance Agency, and has been with the company since 2007.
She has been licensed in property/casualty and life/health insurance since 2000. She works with clients on their personal, commercial and agribusiness needs. She also handles whole and term life insurance, fixed annuities and group benefits.
Born and raised in Cordova, she now resides in Hillsboro with her husband Steve, her daughter Madison and their dog Butch. She also has two older children, Karli and Kyle, who live in the area. She spends her time off with her family, gardening and camping.
Brenda is an associate agent for Riddleberger Insurance Agency. She has been in insurance since 1991, and is licensed in property and casualty and life and health insurance.
She specializes in personal insurance coverage such as auto, home, recreational, umbrella and life.
Brenda is a lifelong resident of the Eastern Shore and resides in Ridgely with her husband Michael, daughters Sienna and Sadie, and fur babies Brody and Prue.
Julie is a licensed agent with Riddleberger Insurance Agency. She has been in the insurance industry since 2006.
She sells property, auto, commercial, farm and life insurance, and recently completed an Agribusiness Farm Certification class.
Born and raised in Greensboro, she now resides in Ridgely with her husband, David. She has three children, Natalie Burack Bilbrough, Carolina Burack Peter and Joseph Burack.
Julie attends Greensboro Pentecostal Church, and she likes flower gardening, baking, family history and spending time with family and friends.
Anna is an associate agent with Riddleberger Insurance Agency. She has more than 40 years in customer service, with 20 years as a property/casualty licensed agent. She specializes in personal insurance, home, auto, boat, recreational vehicles and umbrella policies.
Anna is involved in the community through her church outreach programs. She also likes to garden, read, crochet and travel.
Terri is an associate agent with Riddleberger Insurance Agency. She was raised on a farm in Townsend, DE. She has been in the insurance industry for over 20 years, writing personal, commercial and agribusiness policies.
She likes to spend time with her family and her hound doggie, working in both her flower and vegetable gardens and taking long drives with her husband, Gene, in her Mustang with the top down.
Jennifer has been an associate agent with Riddleberger Insurance Agency since 2017. She has held her property/casualty and life/health license since 2003. Jennifer can personally assist you with your insurance needs in Maryland, Delaware and Virginia.
She enjoys spending time with her husband, Fred, and their three children, Jessica, Trevor and Donovan.
Cindy has been an associate agent with Riddleberger Insurance Agency since 2019. She has been in the Insurance Industry, and licensed in property/casualty and life/health insurance in Maryland & Delaware since 1990.
She sells and services property, auto, recreational vehicles, umbrella, commercial, farm and life insurance. She specializes in commercial insurance.
Cindy was born and raised in Caroline County, and now resides in Bridgeville, DE.
She is an active member of the Federalsburg Lions Club, and in her free time enjoys gardening, vacationing in the tropics, and spending time with her family and friends.
Customer Service Representative
Lisa has 30 years experience in office administration and customer service. At Riddleberger Insurance Agency, she handles all of the billing inquiries and payments.
Lisa enjoys crabbing, a good movie and spending time with her grandchildren.