top of page

Welcome to Winston Insurance Group,
Madison's most trusted insurance brokers. 

​

What sets us apart from other insurance brokers?

We are a husband wife duo with a strong team working towards the same goal. Winning for our clients! We aim to provide insurance to our clients based on their needs and what makes the most sense for them. Winston Insurance Group is looking forward to helping you gain peace of mind. 

TZ3_3135_cropped.jpg

Comprehensive coverage for every situation.

We know the needs of our community better than anyone else. That’s why we’re here to make sure you’re insured at a rate that makes sense for you.

Interested in learning more? Book a consultation at no cost to you! Call (608)-358-3612

Based in Madison, WI

If you’re located in Wisconsin, we have what you need to help meet your personal or family needs and situation.

​
We have offices in Madison. Feel free to drop by if you have questions or need help finding coverage.

​
Our vast experience in the insurance business and the companies we work with allow us to find the right plan that fits your needs.

image.png
Screenshot 2025-04-02 at 9.02.34 PM.png

LEADING CARRIERS WE WORK WITH 

Humana
SSM Health
Delta Dental
Cigna
Quartz
United Healthcare

Phone

Connect

  • Facebook

34 Schroeder Ct, Ste 260

Madison, WI 53711

​

 

We are not connected with or endorsed by the United States government or the federal Medicare program.

 

We do not offer every plan available in your area. Any information we provide is limited to those plans we do offer in your area. Please contact Medicare.gov or 1-800-MEDICARE to get information on all of your options.

bottom of page