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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Cameron Smith profile picture
Cameron Smith
6 November 2026
Google star 1Google star 2Google star 3Google star 4Google star 5
Jennifer is extremely helpful, she was able to get us great coverage at a great price. I’ve been working with her for years now, she is amazing.
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Barbara Dooley profile picture
Barbara Dooley
5 November 2026
Google star 1Google star 2Google star 3Google star 4Google star 5
Great agency ! Best price, quick and efficient ! T. Dooley
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Robyn Darlow profile picture
Robyn Darlow
3 November 2026
Google star 1Google star 2Google star 3Google star 4Google star 5
Love Kyle and his team at Sheet Insurance! Always looking out for my family's best interests with both my car and homeowners insurance.
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Charles Ferrara profile picture
Charles Ferrara
2 November 2026
Google star 1Google star 2Google star 3Google star 4Google star 5
My insurance Agent is Lydia Lewis, ahe is excellent to work with. She answered all my questions , helped me get the right coverage for myslef & my car. She worjed with me throughout the process. . I will gladly call her again next time I have any insurance need or questions
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Olesya Sheptytska profile picture
Olesya Sheptytska
31 October 2026
Google star 1Google star 2Google star 3Google star 4Google star 5
Great experience with Sheets Insurance Agency. Specifically I am working with Chris Phillips, he is super helpful, very knowledgable, very supportive with many ideas. I just moved to DE and he did a great job assisting me with right insurance according to my needs. Would definitely recommend.