Free Medicare Webinar for Seniors | JSL Insurance
Free Online Webinar — No Cost, No Obligation

Turning 65 or Heading Into Retirement?
Let's Get Your Medicare Right.

Whether you're approaching 65, stepping away from a job, or already on Medicare and wondering if you have the right plan — this free webinar gives you the clarity you need. No pressure, no jargon, no guessing.

Turning 65 Retiring Soon Leaving Employer Coverage Already on Medicare
1,000+Clients Helped
5.0 ★Average Rating
100+Google Reviews
100%Free Guidance

Hear Directly From Your Medicare Advisor

Joe walks you through what to expect — in plain, honest language. No jargon, no pressure.

Subtitles/CC available — click CC in the YouTube player

Pick Your Session & Reserve Your Seat

100% free. Online. Attend from anywhere. Spots fill fast.

May

26

11:00 AM EDT
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Medicare Timing Can Make or Break Your Retirement Plan

The window around retirement is when Medicare decisions matter most — and the stakes are high. One missed deadline or wrong plan choice can cost thousands of dollars and cause lasting headaches. Here's what you need to know.

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The Enrollment Window Is Narrow

You have a 7-month window around your 65th birthday to enroll in Medicare Part B without penalty. Miss it, and you'll pay a surcharge — for life. If you're still on employer coverage, the rules are different. We walk you through exactly when to enroll based on your situation.

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Leaving Employer Coverage

Retiring from a job with group health insurance triggers a Special Enrollment Period for Medicare. But COBRA does NOT count as creditable coverage to delay Medicare Part B — a mistake that catches many retirees off guard. We help you coordinate the transition so nothing falls through the cracks.

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Budget for What Medicare Doesn't Cover

Original Medicare covers roughly 80% of your medical costs — leaving 20% as your responsibility with no out-of-pocket maximum. A Medicare Supplement plan can cap those costs so a hospital stay doesn't threaten your retirement savings. We show you exactly how to close the gap.

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Your Doctors May Not Be In Network

Medicare Advantage plans use networks — meaning the doctors you've had for years may not be covered. Before you choose any plan, we verify your physicians and medications are covered so you never face a surprise after enrollment.

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IRMAA: When Income Affects Your Premium

Higher-income retirees pay more for Medicare Part B and D through a surcharge called IRMAA. If your income dropped due to retirement, you can appeal and have it adjusted immediately. We help you understand whether IRMAA applies and how to manage it.

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You Can Change Plans — But Timing Matters

Already on Medicare but not happy with your plan? There are specific windows each year to switch. And if you're within your first 6 months on Medicare Part B, you have guaranteed issue rights to get a Supplement without medical underwriting. We make sure you don't miss that window.

Joe Listhaus — Independent Medicare Broker
10+ Years in Insurance

An Independent Advisor Who Works for You — Not the Insurance Companies

"Medicare doesn't have to be stressful. My job is to make it simple, clear, and right for your situation — wherever you are in the country."

Joe Listhaus founded JSL Insurance in 2019 with one mission: make Medicare easy to understand and stress-free to navigate. With over a decade in the industry, he has helped more than 1,000 clients nationwide find coverage that truly fits their lives.


As an independent broker, Joe compares plans from multiple top-rated carriers objectively — no bias, no sales pressure. His guidance is always completely free, and he stays with you year after year.


Reserve My Free Seat →

Coverage That Protects You at Every Stage

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Medicare Guidance

We explain Parts A, B, C (Advantage), and D in plain language. Compare Medicare Supplement and Advantage plans from top carriers nationwide and enroll with complete confidence. We review your plan annually so your coverage evolves with you.

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Life Insurance

Protect your family and your legacy with the right life insurance plan. From Final Expense and burial insurance to long-term protection, we match you with A-rated carriers that fit your goals and budget. Peace of mind for you — and those you love most.

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Health Protection

Medicare doesn't cover everything. We help you fill the gaps with Cancer, Heart & Stroke, Hospital Indemnity, and Recovery Care insurance — additional protection designed specifically for seniors who want financial security when health events occur.

What Our Clients Are Saying

★★★★★

"Joe made Medicare so easy to understand. I was completely overwhelmed until I attended his webinar. He walked me through every option and I enrolled with total confidence. No pressure — just real help."

Margaret T.
Medicare Webinar Attendee
★★★★★

"I was turning 65 and had no idea where to start. A neighbor recommended Joe and it was the best phone call I ever made. He compared plans available in my area and found me coverage that saved me money and kept my doctors."

Robert M.
Medicare Webinar Attendee
★★★★★

"As someone who was confused about the difference between Advantage and Supplement plans, Joe's free webinar was a game-changer. Clear, honest, and no high-pressure sales tactics at all."

Linda K.
Medicare Webinar Attendee
★★★★★

"Joe reviewed my existing Medicare plan and found I was overpaying significantly. He switched me to a better plan with lower premiums and better coverage. He calls every year to review — I couldn't ask for more."

James W.
Medicare Webinar Attendee
★★★★★

"I was approaching 65 and had no idea about the enrollment deadlines. He educated me thoroughly, helped me avoid penalties, and found me a plan that fit my health needs perfectly."

Susan R.
Medicare Webinar Attendee
★★★★★

"Joe is the most knowledgeable and patient insurance advisor I've ever worked with. He took the time to explain everything until I truly understood my options. If you're turning 65, call Joe first."

David H.
Medicare Webinar Attendee

Don't Navigate Medicare Alone.

Whether you're turning 65 this year or already on Medicare — the right guidance now can protect your health, your finances, and your peace of mind for years to come.