As our client, you will have a team of highly qualified professionals working for you to provide you with the best coverage for you, your family, or your business. Building a long-lasting relationship with our clients is our number one priority.
Dean and his wife Tracy are the owners of Head Insurance. Dean has been in the agency for over 30 years and uses all his knowledge and experience to help customers to the best of his abilities. Dean works with all lines of insurance but specializes in commercial, life, and health insurance.
Dean has a Bachelor’s Degree from the University of Wisconsin Madison. He takes pride in getting to know his customers, often meeting with them in the comfort of their own home. Dean guides his customers from the initial information gathering, to assessing their needs and finding the best options to fit their lifestyle, to assisting with any inquiries or claims and making sure the process goes as smoothly as possible.
Dean and Tracy have lived in the Stockbridge area their whole lives and raised a family with three children. Their oldest son TJ works in the agency since graduating from high school in 2012. They also have a set of twins (Hunter and Hailey) who live and work in the Fox Valley. Dean is an avid outdoorsman and enjoys spending time in the woods or on the lake fishing. They both also enjoy spending time with their family and watching sports.
Tracy and her husband Dean are the owners of Head Insurance. Tracy has been in the agency for over 30 years and uses all her knowledge and experience to help customers to the best of her abilities. Tracy works with all lines of insurance but specializes in personal insurance.
Tracy has been in the agency for over 30 years as well and is the third generation owner of the agency. Tracy handles most of the agency management and accounting while also being an expert in personal lines insurance.
In her free time she enjoys spending time with friends, family, and her grandchildren.
TJ is the fourth generation to be a part of the agency. He works in all lines of insurance. He has been a part of the agency since 2012.
TJ graduated from Viterbo University (LaCrosse, WI) with a degree in Business Administration while also playing on the basketball team. He loves meeting new people and assisting them with all of their insurance needs. While assisting his customers is his number one passion, he also manages the agency’s staffing, online presence, marketing, and helps out wherever he is needed.
TJ married his wife Marla and together they have two children. He resides in the Fond du lac area and spend as much time as he can outside and on Lake Winnebago.
Tom is the agency’s Medicare supplement guru. He owned the agency until 2010 and has over 55 years of insurance experience. Tom also works closely with townships and fire departments.
Tom and his wife Alyce have two children, four grand-children, and a growing number of great-grandchildren and enjoy spending as much time with them as possible.
Cindy joined the agency in 2021 and brings with her over 30 years of insurance knowledge that she will use to service customers to the best of her abilities.
Cindy and her husband Jerry reside in New Holstein and love spending time with their children and grandchildren.
Jean joined the agency in 2021 after being a customer for over 15 years.
She was so happy with the service that she received and is now committed to providing that same high level of service to new and existing customers.
Just like all of us here at Head Insurance, family is the most important to Jean, her husband and their 4 boys.
Maureen is the newest member of the Head Insurance family, joining the agency in 2022.
She also brings with her a wealth of knowledge with over 30 years of personal lines insurance expertise.
She is happy to help you with your auto, home, toys & more!
In her time away from insurance she enjoys spending time up north and perfecting her hidden talent of woodcarving.