Not a government website. We are not affiliated with, endorsed by, or connected to the Centers for Medicare & Medicaid Services (CMS), Medicare, or any government agency.

We do not offer every plan available in your area. Currently we represent 7 organizations which offer 60 products 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.

The Medicare Dude is the marketing brand of The Gray Insurance, an independent Medicare insurance agency founded by William Gray, a licensed Medicare specialist serving Florida since 1998. We help Medicare beneficiaries compare Medicare Supplement insurance, Medicare Advantage plans, and Prescription Drug Plans from multiple carriers — providing personalized Medicare guidance and enrollment assistance at no cost.

About The Medicare Dude

Independent Medicare broker, community member, and advocate for Florida seniors. Licensed insurance agent since 1998.

William — The Medicare Dude presenting Medicare education
Licensed Insurance Agent Since 1998

Who Is The Medicare Dude?

I'm William, an independent Medicare broker licensed in Florida (License #W690237) with over 25 years of experience helping beneficiaries navigate the Medicare system. I represent 7 organizations offering 60 products — which means I work for you, not the insurance companies.

My mission is simple: cut through the confusion, compare every option available in your area, and make sure you end up with the coverage that fits your life and your budget. There's never a cost to you for my services.

"I'm not just your broker — I'm your Medicare advocate."

Florida License #W690237 · Licensed Since 1998
Agency License: The Gray Insurance #L134055
Independent broker — not tied to any carrier
7 organizations · 60 products compared
Licensed in FL, GA, ID, IN, KS, KY, MI, NC, OH, PA, TX, VA
GA #3718523 · ID #1345734 · IN #4150677 · PA #1309973 · TX #3305385
Certified Medicare Agents memberTop Rated Local Medicare AgentVerified Local Medicare AgentTop 3 BusinessRate Award 2025 — St. Johns County

Community & Connections

Being a trusted Medicare broker means being part of the community. I'm proud to connect with people from all walks of life across Florida.

William Gray — The Medicare Dude with Kelly at fight night
Fight night with Kelly — supporting local events and staying connected to the community.
William Gray — The Medicare Dude with Tony Aguillar
With Tony Aguillar — proud to support local athletes and community champions.

Ready to Work Together?

Whether you're turning 65, reviewing your current plan, or helping a family member — I'm here to help. Call, text, or send a message anytime.

The Medicare DudeIndependent Medicare Insurance Agency

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. We are an independent insurance agency. We are not affiliated with or endorsed by Medicare or any government agency.

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 plan available in your area. Currently we represent 7 organizations which offer 60 products 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 can compare any Medicare Supplement or Advantage plan even if we don't sell those products.

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.

Agency License: The Gray Insurance · FL Agency License #L134055

Individual State Licenses (William Gray): FL #W690237 · GA #3718523 · ID #1345734 · IN #4150677 · KS · KY · MI · NC · OH · PA #1309973 · TX #3305385 · VA

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Licensed in FL, GA, ID, IN, KS, KY, MI, NC, OH, PA, TX, VA