444 2nd St, Reedsburg

Office Hours:

8:00am – 5:00pm (Mon-Fri) 

Office Phone:

(608) 524-3341

Family and Veteran Owned

Generation after generation, our families have served the Reedsburg community for over 40 years. We are experts in the healthcare and Medicare field, and most importantly experts in our community.

“From our experience, personal connections and continuous care are the most important things. Therefore we always take the time to get to truly know our customers and every aspect of their healthcare needs, so that we may provide them with them with a fully educated and comprehensive review.”

Wayne and Jamie Georgeson, Owners

About Us

Generations Insurance LLC. is a family run, hometown business that is owned and operated by local Veterans. Established in 1984 as Gary Van Wormer and Associates, Generations Insurance has long standing roots in the community and continues to provide generations of customers with expert Medicare and healthcare advice and counseling.

We care about what we do on a personal level and will be there for you to answer any questions or concerns you may have regarding Medicare and Medical insurance. If you are in the market or just have questions about Medicare, Medical, Vision, or Dental insurance, give us a call or stop by for a no-obligation, no-cost review.

Our Promise To You


Open year round, appointments are available in office, over the phone, or in the convenience of your home.


Choosing the right healthcare is stressful. Our staff understands the stress and importance of navigating the Medicare and Healthcare field. We treat each customer like family and will be there for you every step of the way.


We put our customers first at Generations Insurance and will be there for you from the time you start looking for health insurance and long after. We are available via phone, email, or just stop in. We don’t just stop after the insurance card is issued, we are there for you with all of your health insurance needs throughout the year!

Meet Your Dedicated Staff


Wayne and Jamie Georgeson

Owner / Agents

Wayne and Jamie are longtime residents of Reedsburg and co-owners of Generations Insurance Services. After Wayne served in the US Army and completing a combat tour in Iraq, Wayne and Jamie settled back down in Reedsburg with their daughters Alexis and Alaena in 2010. With decades of experience in state government, private companies, and the health insurance field, Wayne and Jamie are here for you with all your Medicare and healthcare questions.

“We believe in small town values and treat our customers like family”

~Wayne Georgeson

Words from Our Customers