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I Need Help With My Medicare

Tell us your situation and we'll point you in the right direction. Or just call — William answers his own phone.

Your Independent Medicare Broker

William Gray

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

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

What's Your Situation?

I'm turning 65 and enrolling for the first time

Your Initial Enrollment Period is a 7-month window around your 65th birthday. Missing it can result in permanent premium penalties. Let's make sure you enroll correctly.

Schedule a free consultation

I want to switch plans during Annual Enrollment

The Annual Enrollment Period runs October 15 – December 7 each year. You can switch Medicare Advantage plans, switch from MA to Original Medicare, or change your Part D plan.

Compare your options

My prescription costs are too high

Your Part D formulary may have changed, or a better plan may be available in your ZIP code. William runs a formulary comparison based on your specific medications.

Learn about Part D

I need dental, vision, or hearing coverage

Original Medicare and most Medigap plans don't cover routine dental, vision, or hearing. Standalone ancillary plans fill those gaps.

See ancillary options

I'm confused and don't know where to start

That's the most common situation. Medicare is genuinely complicated. A 15-minute call with William will give you a clear picture of your options — no pressure, no obligation.

Call or schedule now

Still Not Sure? Just Call.

William answers his own phone. A 15-minute conversation will give you a clear picture of your options.

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