Not a government website. Not affiliated with or endorsed by Medicare, CMS, or any government agency.

Florida Medicare Supplement Plan Changes | The Medicare Dude

Changing Medicare Supplement Plans in Florida

Florida does not currently have a general Medigap Birthday Rule. Outside of applicable Medigap Open Enrollment or guaranteed-issue rights, changing Medicare Supplement plans may require medical underwriting.

Your Independent Medicare Broker

William Gray

Founder of The Medicare Dude · Licensed Since 1998 · Independent Medicare Broker

Independent Medicare Agent — Educational Resource

FL License #W690237Independent — No Carrier BiasNearly 30 Years Experienceus U.S. Air Force Veteran
Verified Google Review

"Very Knowledgable and personable! William made a seemingly difficult transition easy and seamless. I appreciated his unbiased opinion and personalized what was best for me. He took great care in listening to my concerns. I never felt rushed and felt he took a personal interest in assisting me to make the best choice. Not one of those "Big box" sales as seen on TV. Highly recommend William."

Sharon H

Medicare client

5 ★ · 83 reviews

Google

5 · 83 Google Reviews
Nearly 30 Years Experience
13 MA Carriers · 8 Supplement Companies

Florida does not currently have a general Medigap Birthday Rule. Outside of applicable Medigap Open Enrollment or guaranteed-issue rights, changing Medicare Supplement plans may require medical underwriting.

Your most important window to enroll in a Medicare Supplement plan without medical underwriting is your Medigap Open Enrollment Period — the 6-month window that begins when you are 65 and enrolled in Medicare Part B. During this period, insurers cannot deny you coverage or charge more based on your health.

Outside of Open Enrollment, federal guaranteed-issue rights may apply in specific situations — such as when a Medicare Advantage plan leaves your area, when employer coverage ends, or when you return to Original Medicare within 12 months of joining Medicare Advantage. An independent broker can help you determine whether a guaranteed-issue right applies to your situation.

If you are outside a guaranteed-issue period, switching Medicare Supplement plans in Florida may require answering health questions and passing medical underwriting. An independent broker can compare current Medigap rates from multiple carriers and help you understand your options — at no cost to you.

Key Takeaways

Florida does not currently have a general Medigap Birthday Rule

The Medigap Open Enrollment Period (age 65 + Part B) is your most important guaranteed-issue window

Federal guaranteed-issue rights apply in specific qualifying situations

Outside guaranteed-issue periods, medical underwriting may apply in Florida

An independent broker can compare Medigap rates and review your options at no cost

5· 83 Google Reviews

What Clients Say

"I contacted William to assist my wife and I after moving to Florida from another state. He contacted us immediately and scheduled a phone appointment for the following week. We spent about an hour getting to know each other and our needs. He recommended several companies to match our needs and our location here in FL that we would NEVER had figured out on our own. Praise the Lord for Bill and for his help!! I would recommend him to anyone and everyone!!"

Jim M.

Medicare client · Verified Google Review

"Working with William Gray on my Medicare selections was an outstanding experience. Navigating Medicare can feel overwhelming, but William made the entire process simple, clear, and stress-free. He took the time to understand my specific needs, explained every option in a way that was easy to grasp, and offered thoughtful guidance without ever making me feel rushed or pressured."

Julie K.

Medicare client · Verified Google Review

"ABSOLUTELY GOD SENT! I knew nothing about Medicare and close to panicking before speaking with William. Super professional, well informed and kind! Anyone out there approaching 65 years old needs someone like William in their corner; he walked me through each step and all the options best suited my needs!!! All at NO COST because he is paid through the insurance companies."

JKC

Medicare client · Verified Google Review

"Navigating the healthcare system is complex to say the least. This is where The Medicare Dude, William Gray, shined for us on the road to consummating an ideal configuration for our unique and collective situations. William is not just a registered healthcare broker professional, but he is also a wealth of knowledge and sage consult in our best interests. He's always available when questions arise."

TinaKelvin B.

Medicare client · Verified Google Review

"I required an insurance broker with comprehensive knowledge in the field, and William Gray exceeded my expectations. He visited my home and provided a thorough explanation of various Medicare products. As a result, he helped me select the best supplement and achieve a significant reduction of over $150 per month in premiums."

Debra A.

Medicare client · Verified Google Review

"Very Knowledgable and personable! William made a seemingly difficult transition easy and seamless. I appreciated his unbiased opinion and personalized what was best for me. He took great care in listening to my concerns. I never felt rushed and felt he took a personal interest in assisting me to make the best choice. Not one of those "Big box" sales as seen on TV. Highly recommend William."

Sharon H.

Medicare client · Verified Google Review

Showing 6 of 83 verified Google reviews

Questions About Medicare?

William Gray provides free, independent Medicare guidance with no sales pressure. Get the answers you need.

Licensed in FL, GA, ID, IN, KS, KY, MI, NC, OH, PA, TX, VA · Independent · No cost to you

The Medicare Dude

The Medicare Dude is the marketing brand of The Gray Insurance, an independent Medicare insurance agency helping beneficiaries across Northeast Florida compare Medicare Supplement, Medicare Advantage, and Part D plans from multiple carriers — at no cost.

The Medicare Dude, LLC | The Gray Insurance.

State Licenses

FL License #W690237

FL Agency #L134055

GA #3718523 · ID #1345734

IN #4150677 · KS #1345734

KY #DOI-641736 · MI #1345734

NC #1345734 · OH #1606069

PA #1309973 · TX #3305385 · VA #1467411

Not a government website. The Medicare Dude is not affiliated with, endorsed by, or connected to the Centers for Medicare & Medicaid Services (CMS), the U.S. Department of Health and Human Services, or any federal or state government agency. We do not offer every product available in your area. Please contact Medicare.gov, 1-800-MEDICARE, or your local State Health Insurance Program (SHIP) to get information on all of your options. We are a licensed, independent insurance broker. We represent multiple insurance carriers and may receive compensation from the carriers whose plans we sell. This does not affect the cost of your plan.

© 2026 The Medicare Dude. All rights reserved.

Agency License: The Gray Insurance · FL Agency License # L134055  ·  Individual State Licenses (William Gray): FL #W690237 · GA #3718523 · ID #1345734 · IN #4150677 · KS #1345734 · KY #DOI-641736 · MI #1345734 · NC #1345734 · OH #1606069 · PA #1309973 · TX #3305385 · VA #1467411