About William Gray
Florida's Independent Medicare Specialist — Plain Talk, No Pressure
I'm William Gray — an independent Medicare broker based in Florida. For nearly 30 years I've helped seniors make confident decisions about their healthcare. My only job is to find a plan that fits your doctors, your prescriptions, and your budget.
William Gray
Independent Medicare Insurance Broker · Florida
Licensed Florida Insurance Broker
License #W690237 — Active since 1997
AHIP Medicare Certified
Annual certification — current year
1,000+ Seniors Helped
Florida and nationwide
US Air Force Veteran
A-10 Crew Chief — served in Germany
BusinessRate Top 3 Health Insurance Agency — 2025
Recognized as a Top 3 Health Insurance Agency in both St. Johns County and Daytona Beach, Florida — based on verified Google Reviews, July 2025.
Florida Licensed Insurance Broker — License #W690237
Active and in good standing with the Florida Department of Financial Services since 1997. You can verify my license directly on the state's official database.
CMS-Registered Medicare Agent — NPN #1345734
Registered with the Centers for Medicare & Medicaid Services (CMS) as an approved Medicare insurance agent. Verify my federal registration on the official CMS AB Registration Tracker.
My Story
From Air Force Crew Chief to Florida's Medicare Dude
For nearly 30 years, I've helped seniors make confident decisions about their healthcare. My journey began after serving in the United States Air Force as an A-10 crew chief in Germany. When I returned home, there was no transition program — just a desire to serve people with honesty and integrity.
I built my career helping thousands of seniors understand long-term care, Medicare Supplement, and Medicare Advantage plans. I had success at GE Capital Assurance and went on to take leadership roles at United American, including Director of Recruiting and Agency Growth. Along the way, I learned a simple truth: people don't care what you say until they know that you care.
After moving to Florida, I went fully independent — representing 60+ carriers instead of just one. That means every recommendation I make is based solely on what's best for you, not what pays me the highest commission.
Today, as The Medicare Dude, I specialize exclusively in Medicare education and plan guidance for Florida seniors. I'm a husband, father, and active member of my community — and when I'm not helping clients, you'll find me on my small country property with cattle and chickens.
I'm here to make Medicare simple, personal, and stress-free.
My Journey
From the Air Force to Florida's Medicare Expert
United States Air Force — A-10 Crew Chief
Served as an A-10 crew chief stationed in Germany. Returned home without a transition program — just a commitment to serve people with honesty and integrity.
Entered Insurance — Long-Term Care & Medicare
Began a career helping seniors understand long-term care, Medicare Supplement, and Medicare Advantage plans. Learned early that people don't care what you say until they know that you care.
GE Capital Assurance & United American
Built a track record of success at GE Capital Assurance, then took on leadership roles at United American — including Director of Recruiting & Agency Growth.
Moved to Florida — Independent Broker
Relocated to Florida and went fully independent, representing 60+ carriers. No longer tied to any single company — every recommendation is based solely on what's best for the client.
Created The Medicare Dude
Launched The Medicare Dude to make Medicare feel less intimidating for Florida seniors. Plain talk, no jargon, no pressure — just honest guidance from someone who has seen it all.
1,000+ Seniors Helped
Proud to have helped over 1,000 seniors find the right Medicare coverage. Many clients have been with me for years, and I review their plans every Annual Enrollment Period.
Outside the Office
When I'm not helping clients, you'll find me on my small country property in Florida — with cattle, chickens, and a strong belief that the best work comes from people who genuinely care about the people they serve.
Community & Events
Active in the Florida Community
William with boxer Tony Aguilar — Christy Martin's Champ Event, Florida 2026
William is more than a Medicare broker — he's a fixture in the Northeast Florida community. From local charity events to supporting Florida athletes, he believes that showing up for your community is just as important as showing up for your clients.
In January 2026, William attended Christy Martin's Championship boxing event in Florida, where he met boxer Tony Aguilar — a rising star in the sport. Events like these are a reminder that the same grit and dedication it takes to succeed in the ring applies to advocating for seniors navigating Medicare.
Read about Christy Martin's Champ Event →Why "Independent" Matters
When you call a 1-800 number on a TV commercial, you're talking to a captive agent who can only sell you one company's plans. When you call me, I compare every plan from every carrier available in your area.
Captive Agent (TV Commercials)
- ✗Represents only one insurance company
- ✗Can only show you their company's plans
- ✗Incentivized to sell their company's products
- ✗Can't compare competitors
- ✗May not tell you about better options
William Gray — Independent Broker
- Represents 12+ insurance carriers
- Compares every plan in your ZIP code
- My only loyalty is to you
- Shows you all options — including competitors
- Explains every plan so you can make an informed choice
Carriers I Represent
And more — I compare every carrier available in your Florida county.
Serving Seniors in Florida and Nationwide
I'm based in Daytona Beach, FL and serve seniors throughout Florida and beyond. Whether you're in Jacksonville, Miami, Tampa, or anywhere in between — I can help you find the right Medicare plan.
Ready to Work With William?
Call me directly or request a free quote online. I'll compare every plan available in your Florida county — no pressure, no obligation.