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About Us


The Riddleberger Insurance Agency has been a key part of the Eastern Shore community since 1959. With 60 years in business, this makes us the longest-running insurance agency on the Shore.

The agency was started by Archie Carroll in the furnace room of his Ridgely home. Three generations of the family have worked in the agency, with Matt Riddleberger joining the agency in 2009 and serving as the Principal Agent.

nationwide-heritage-insuranceEvery member of the Riddleberger Insurance Agency prides themselves on being active members of the community, supporting dozens of programs that help make this area so special.

We take pride in building relationships with our customers and preserving the traditional customer service you just don’t get any more. We combine that personal touch with the latest technology to make sure you get the service you need.

Our staff has decades of insurance experience and are constantly continuing their professional education to make sure we provide you with the best coverage and advice. It is our mission to be the trusted insurance professionals for you, your family and your friends.

The Riddleberger Insurance Agency is proud to have served the Eastern Shore community since 1959.

Our agency can not only help with your home and auto needs but we also specialize in commercial, agribusiness and life insurance. We are one of just a few agencies in the state to hold an Elite farm certification with Nationwide Insurance.

In addition, we work with 39 different carriers so we can always find you the best insurance options for your needs and budget.

We believe that getting insurance doesn’t have to be difficult. Thank you for considering Riddleberger Insurance!


Request a free quote for any of your personal, commercial, agribusiness and life insurance needs.

An Independent Advantage

We are Independent Agents in Denton, Maryland, free to choose the best carrier for your insurance needs. We do not work for an insurance company; we work for you. We work on your side when you have a loss and follow through to see that you get fair, prompt payment and service. Riddleberger Insurance represents a carefully selected group of financially strong, reputable insurance companies. Therefore, we are able to offer you the best coverage at the most competitive price. What is an Independent Insurance Agent? When you decide to buy a car, you wouldn't purchase the first one you see. What if one day the automobile industry decided to make only one type of car, one make and one model. You wouldn't have a choice! The same situation holds true for insurance. You need insurance to drive a car, to purchase a house, to protect your family's financial future and to run a small business. But if there was only one insurance company that offered only one type of insurance, you wouldn't have a choice. The only solution would be going to that one company. With an independent insurance agent, you have choices. Independent agents are not tied to any one insurance company. One of the advantages of using an independent agent is that he or she works to satisfy your needs. You are using an expert for an important financial decision. An independent agent has several companies that he or she can approach to get you the best coverage at the best price. And your independent agent will know the companies with the most efficient claims departments to recover your losses as quickly as possible. When you buy insurance, you want an advocate who will properly assess the risks you face and give you an objective analysis of the marketplace, because it's up to you to make the final choice.