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 75 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.

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The Secret to Stress-Free Events for Business Owners

Posted: December 4, 2023

As a business owner, planning and hosting events for your employees, clients, or customers can be a great way to build relationships and boost morale. However, organizing a successful event can be a daunting task. To make the process smoother and ensure a stress-free experience, consider these valuable tips: 1. Set Clear Objectives Begin by defining the purpose and objectives of your event. What do...

Why Did My Auto Insurance Rate Go Up?

Posted: December 1, 2023

At ERIE, we don’t take the price you pay for car insurance lightly. Like most companies today, we’re facing increased costs of doing business. And we know that you are facing rising costs too, on everything from gasoline to breakfast cereal to housing.And while a lot of factors go into what you pay – from vehicle safety ratings to your personal driving history – striking the balance...

Head Insurance Agency, LLC specializes in auto, home, business, and life insurance.

Insuring Sherwood and All of Wisconsin

Specializing In Erie Insurance

Specializing In Erie Insurance

Recent News & Updates

The Secret to Stress-Free Events for Business Owners

Holiday Safety Tips for Your Pets

Why Did My Auto Insurance Rate Go Up?