Health Insurance AgencyInsurance AgencyInsurance Broker
Serving ALL of Wisconsin for ACA - Obamacare - Medicare Supplement & Medicare Advantage we represent all the major carriers: Health Insurance Milwaukee, Waukesha, Racine, Kenosha, Washington Counties & all other counties in Wisconsin - Formerly called Affordable Health Insurance Agency & Liberty Insurance Group. We have all the same great staff and new location and a new name. A+ Rated and complaint free with the BBB!
If you are looking for Wisconsin Health Insurance and first-class service, you have come to the right place! We aim to be friendly and approachable.We are here to serve you and answer any questions you may have.We put our customers first. We listen to you and help you find what you need. Check us out I think you'll like what you see.
Everyone knows that health insurance is a necessity, but the high costs involved don't necessarily have to be. Our goal is to offer you a variety of policies that are right for you and at a price you can afford. You never know when something will happen and the last thing any person would ever want, is to be unable to take care of their child or spouse when the need arises.
With an experienced staff and award winning customer service, we are sure you will enjoy doing business with us. Let us help take the worry and frustration out of searching for the right family health insurance policy.
Milwaukee Wisconsin Health Insurance
Whether or not you're in search of quotes on Milwaukee Health Insurance, Disability Insurance coverage, Wisconsin Long Term Care Insurance coverage or Small Group Life Insurance coverage, we are committed to providing you with a quick and friendly device for obtaining your free quote, tailor-made to meet your individual needs.
Take just a few moments to fill-in our on-line quote kind and we are going to return your personalized citation within 24 hours.OR, use Our Secure Online Interface. You can obtain an internet quote and/or complete our online utility for Permanent or Brief Time period Insurance. Additionally, you will be able to overview product data and the PPO supplier directory.
We are confident in our capacity to earn your online business by giving you the bottom insurance coverage quotes available.You will get non-biased quotes from the nation's prime rated insurance companies.Its that simple!We try to mix aggressive prices with superior customer service on all of our health plans. Brief on time?
Call or Text us: 262-784-7344
Give us a name 800-779-1704 or send us an e-mail. NOTE: We are licensed in 25+ states!
Agents are consistently praised for their responsiveness, professionalism, and helpfulness in navigating insurance options.
Knowledgeable Staff
Customers frequently highlight the expertise of agents like Amanda, Kevin, and Lana in providing tailored advice and clear explanations.
Positive Experiences
Many clients express satisfaction with the overall experience, recommending the agency to friends and family for their health insurance needs.
Efficient Processes
Transition Health Benefits is noted for making the insurance selection process easy and seamless for clients.
Trust and Reliability
Long-term clients appreciate the trustworthiness and reliability of the agents, often returning for assistance year after year.
TB
Terry Buck
Nov 16, 2025
5.0
Tim Schappel has worked with my wife and I to set up a healthcare plan that is the best fit for us. Having his assistance and insight has been invaluable. He always answers concerns in a timely fashion and explains things clearly. It's fair to say that we couldn't have done this without him. Thanks Tim!
PS
Pennie Soteropoulos
Nov 12, 2025
5.0
I met Amanda a few years ago when I needed Medicare Part D prescription insurance.
Since then, she has been very professional, knowledgeable, thorough in explaining different options, timely in her responses to my questions; and, has helped me greatly. Amanda’s an asset to Transitional Health and her customers. I highly recommend.
PG
Patricia Granlund
Nov 12, 2025
5.0
Hi Megan,
I just wanted to thank you for all of your help with choosing my ACA insurance plan and my husband’s Medicare plan. You’ve been so patient, knowledgeable, and responsive, I really appreciate how you made the whole process clear and stress free.
I feel completely confident in the choices we made together, and I’m so grateful for your excellent customer service and support during such a busy time.
RB
renee badura
Nov 7, 2025
5.0
We've been very pleased with Transition Health Benefits services. Amanda McGinness (our advocate) is incredibly responsive and helpful. We consistently received information from her within 24 hours and even over the weekend. She was able to quickly provide options, running several scenarios for us, which helped us make our final healthcare decision.
LL
Linda Lawson
Nov 6, 2025
5.0
Transition Health Benefits is the best! The agents are professional and very knowledgeable. About 6 weeks before open enrollment began, they held a very informative Zoom meeting covering all the changes in the ACA Marketplace for 2026. My agent, Amanda McGinness, assisted me with my 2026 enrollment application. Amanda is very friendly, knowledgeable and easy to work with. If you are seeking an agent, I highly recommend Amanda!
Frequently Asked Questions About Transition Health Benefits
What types of health insurance does Transition Health Benefits offer?
Transition Health Benefits offers a variety of health insurance products including ACA (Obamacare) plans, Medicare Supplement, Medicare Advantage, dental, vision, and life insurance, representing all major carriers in Wisconsin.
What are the business hours of Transition Health Benefits?
The agency is open Monday through Friday from 9:00 AM to 5:00 PM and closed on weekends.
Where is Transition Health Benefits located?
Transition Health Benefits is located at 17040 W. Greenfield Ave, Suite 1, Brookfield, WI 53005, USA.
Which insurance carriers does Transition Health Benefits represent?
They represent Anthem Blue Cross Blue Shield, Humana, WPS, United Health Care, Molina Health Care, Children’s Community Health Plan, Arise Health Plan, Common Ground Health Plan, Network Health Plan, Dean Health Plan, Unity Health Plan, Quartz Benefits, Security Health Plan, and AARP - UHC.
Can I get a free insurance quote from Transition Health Benefits?
Yes, you can call, text, or use their secure online platform to get a free personalized insurance quote within 24 hours.
What payment options does Transition Health Benefits accept?
They accept American Express, Check, Discover, MasterCard, and Visa for payments.
What professional associations is Transition Health Benefits a member of?
Transition Health Benefits is associated with WAHU (Wisconsin Association of Health Underwriters) and NAHU (National Association of Health Underwriters).
Are there any wellness or medical centers near Transition Health Benefits?
Yes, nearby medical-related centers include H2O Health Hydration Oasis, Metro Infusion Center, Heaven & Earth Acupuncture and Wellness, and Solstice Health which offer various health and wellness services.
Are there any chiropractic or physical therapy centers near Transition Health Benefits?
Nearby you can find Premier Chiropractic and Wellness, Advantage Chiropractic, Precision Healing and Wellness, and Onward Physical Therapy offering chiropractic, massage, acupuncture, and therapy services.
What dining options are available near Transition Health Benefits?
For dining, you can visit Pho L'Amour Cafe, a Vietnamese restaurant and cafe, or Lagniappe Brasserie, a French and European restaurant located near the agency.