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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Review Your Policy After These Major Life Changes

Posted: September 22, 2022

If you have life insurance, you are in good shape. However, when major life changes occur, it is time to review your policy and update it to suit your new situation. When to Review Your Life Insurance? Several life events will significantly change your life insurance needs. These include: Getting married: Once you are married, your lives are merged into one, sharing finances and personal...

Home Maintenance Checklist: Step by Step Guide to Prepare Your Home for the Fall

Posted: September 16, 2022

Your home is likely one of your most valuable assets and keeping it in good condition matters. Before the rainy, colder fall weather rolls in, taking certain steps to prepare your home can protect your home from sustaining damage during the fall and winter months. Clear out Gutters Spend a few hours clearing any debris out of home gutters and downspouts. Check the brackets holding...

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

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Review Your Policy After These Major Life Changes

Don’t Leave the Leaves!

Home Maintenance Checklist: Step by Step Guide to Prepare Your Home for the Fall