Register for Our In-Person Medicare Seminars & Zoom Webinars below!
Join us for our Annual Medicare Sales Seminars at the Holiday Inn in Brookfield on October 27th and 28th, 2026.
These seminars are a great opportunity to learn more about your Medicare plan changes and available options, connect with your agent, and schedule a follow-up appointment if needed. Our goal is to help you feel confident, informed, and prepared as you navigate your Medicare journey.
These seminars will cover 2027 Medicare Advantage plan options for residents of Milwaukee, Waukesha, Racine, Kenosha, Ozaukee and Washington counties. Live outside these counties? We have options for you, too! Contact your agent for plans available in your area. Our agency is licensed in 30+ states and is happy to help at no cost to you.
In-Person Seminar Information
Dates: Tuesday, October 27 and Wednesday, October 28 2026
Location:1005 S. Moorland Road in Brookfield, Wisconsin 53005. Click Here for directions
Click the blue buttons below to view the available sessions and register for the session that works best for you.
Please note: Each session has a registration limit of 110 attendees, so we encourage you to register early.
Tuesday, October 27 Seminar Schedule
wednesday, October 28 Seminar Schedule
Zoom -Virtual Medicare Seminars
Transition Health Benefits will be hosting three virtual Medicare Sales Online Webinars on Wednesday, November 11. Click the blue buttons below to view the session schedule and register for the session that works best for you.
Thank you to our veterans for your service, sacrifice and dedication to protecting our freedom.
These webinars will cover 2027 Medicare Advantage plan options for residents of Milwaukee, Waukesha, Racine, Kenosha, Ozaukee and Washington counties. Live outside these counties? We have options for you, too! Contact your agent for plans available in your area. Our agency is licensed in 30+ states and is happy to help at no cost to you.
Virtual Seminar Information
Date: Wednesday, November 11 2026
Location: Zoom Online in the comfort of your own home!
New to Medicare? Are you turning 65 soon? Start Here!
This Zoom Webinar is not for current people on Medicare.
Join our FREE Medicare 101 Educational Zoom Meeting and learn the basics from the comfort of your home.
When: Second Wednesday of each month at 2 p.m. January 2027 - September 2027.
Length: 45 minutes
How to join: Connect online or by phone. Joining details provided after registration.
Designed for people new to Medicare, rather than current clients already enrolled in Medicare.
Reserve your spot and take the first step toward understanding Medicare!