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Wisconsin Independent Insurance Agency

Auto/Car Insurance, Homeowners Insurance, Business Insurance, Farm Insurance, Life Insurance, and Recreational Insurance for Sherwood and All of Wisconsin

Welcome to Head Insurance Agency, your local Independent Insurance Agency able to handle all your personal and business insurance needs. Our mission is to review your needs and provide the best value and service possible. Our agency’s history dates back more than 60 years. The agency was started by Kenneth Head in 1947 and continues today with the fourth generation ownership at W579 Castle Drive Sherwood.

We serve our customers in Wisconsin with auto insurance, homeowners insurance, farm insurance, business insurance, life and health insurance products. We currently represent more than 20 top rated companies which are able to provide all types of protection for our individual customers needs.

Our licensed staff have an average of 20 years experience serving the needs of our clients. At Head Insurance Agency the customer always comes first. We are available Monday thru Friday 8 a.m. to 5 p.m. other times by appointment. We love house calls! Our goal is to make your insurance experience as comfortable as possible and give you the service and value you deserve.

Sherwood, Wisconsin Insurance Agent

Specializing In Erie Insurance

Erie Insurance has been helping customers since 1925 with their auto, home, business, and life insurance needs.

ERIE's YourTurn® Program

There is a new way Erie Insurance is looking out for you and wants to help you stay safe on the road.

Questions? We Can Help!

Recent News & Updates

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Any business that uses computer technology today has to deal with cyber risk. Ransomware attacks are on the rise, and small and medium businesses are being targeted more than ever. With the shift to more people working from home in 2020, cybercriminals are taking advantage of the opportunity to exploit remote workers.  Cyber insurance may be essential for a business of any size. The following...

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Three Things to Keep in Mind If you’re interested in purchasing life insurance, you should consider the following: Never assume a health condition automatically disqualifies you from obtaining life insurance. Sure, maybe your health is less than perfect but you may be eligible for coverage, so always check with a licensed insurance agent to be sure. Always be honest about your medical history. Failing to...