Calvin Sheets Insurance Insider and Senior Advisor

Founded in 1983 by Calvin Sheets, Sheets Insurance began as a Captive Nationwide Insurance agency in Bear, Delaware. Calvin, a true “scratch agent,” built the business from the ground up, guided by one simple but powerful principle: treat every client like family. Quickly becoming an expert through his unwavering commitment to trust, transparency, and building strong, lasting relationships became the cornerstone of the agency’s growth and reputation in the community utilizing insider knowledge.

Family owned office Located in Bear, Delaware. Sharing insurance Insider knowledge with clients since 1983.

Over the years, Calvin’s dedication earned the agency a loyal client base and a strong presence across Delaware. By putting people before policies, Sheets Insurance became known not just for coverage solutions, but for exceptional service and a personal touch that larger companies often lack.

In 2020, the agency made a major transition from a Captive Nationwide agency to an independent broker. This shift opened the door to partnerships with a wider range of trusted providers, giving clients more choices, flexibility, and customized solutions. No longer limited to a single company’s offerings, Sheets Insurance could now provide multiple quotes, ensuring clients always had the coverage that fit their unique needs. This evolution helped the agency expand its services, strengthen relationships, and solidify its reputation as a dependable, client-focused independent agency.

Head Shot, Kyle Sheets Insurance Insider and Expert

In 2024, leadership passed to Kyle Sheets, who continues to uphold the agency’s tradition of integrity, personalized service, and a client-first philosophy. Kyle’s vision combines the time-honored values of a family-owned business with a modern, forward-thinking approach. Under his guidance, Sheets Insurance maintains its local “Mom and Pop” atmosphere, while leveraging industry Insider knowledge, technology, and independence to outperform larger corporate competitors.

Today, Sheets Insurance is a trusted, community-focused agency serving families across Bear, Middletown, Townsend and Smyrna Delaware. Backed by over four decades of experience and a Team of dedicated, knowledgeable professionals, we combine ethical service with a client-first approach. Our team’s expertise and commitment ensure that every client receives personalized guidance and protection that truly fits their needs, helping generations of Delaware residents safeguard what matters most.

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See Why Our Customers Love Us

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Tawhed Fane profile picture
Tawhed Fane
4 September 2026
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Chris was awesome! He was super friendly, helpful, and went above and beyond to help me find a great rate for my car. Really appreciate you, Chris! Highly recommend! ⭐️⭐️⭐️⭐️⭐️
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Aidiann Gayle-Samuels
24 August 2026
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I worked with Chris and was happy with the outcome!! He was able to get my husband and I auto insurance. Truly appreciate how knowledgeable he was and the patience he had. This is a great place!!
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Mike Darlow
20 August 2026
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After experiencing nothing but problems with our former agent at a competing insurance company, we contacted Kyle Sheets. We were contacted by Jennifer who has helped us throughout the last few years getting the best rates possible. We feel so much more comfortable and safer knowing that if there was ever a problem or question, Kyle and his staff, especially Jennifer will always be there for us.
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Geoffrey Martini
14 August 2026
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Great experience working with Jennifer Poage to find a cheaper policy with better coverage! I've used Sheets Agency for over two decades and they're always friendly, helpful and professional!
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annemarie koprivec profile picture
annemarie koprivec
14 August 2026
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do yourself a favor an call chris phillips at nationwide fox run a call! you will be surprised at their rates. i went from paying 204.00 a month to 131.00 a month!