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

Medicare Resource Center

Free guides, checklists, and worksheets to help you navigate Medicare. All resources are provided by William Gray — The Medicare Dude.

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

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

How to get these resources

The guides and checklists below are available at no cost. Call or email William to request any resource — he will send it directly to you.

Available Resources

Medicare Supplement / Medigap

  • Plan G Decision Checklist
  • Plan N Decision Checklist
  • High-Deductible Plan G Decision Worksheet
  • Medicare Supplement Comparison Chart
  • Which Medigap Plan Is Right for Me? (Decision Tree)

Enrollment & Timelines

  • Turning 65 Checklist
  • Medicare Enrollment Timeline
  • Initial Enrollment Checklist
  • Annual Enrollment Checklist
  • Guaranteed Issue Rights Cheat Sheet

Cost Planning

  • Medicare Cost Worksheet
  • Out-of-Pocket Cost Comparison Worksheet
  • Retirement Medicare Budget Planner

IRMAA

  • IRMAA Appeal Checklist
  • IRMAA Surcharge Checklist

Medicare Part D

  • Part D Medication Worksheet
  • Annual Drug Review Checklist
  • Pharmacy Comparison Worksheet
  • Part D Prescription Drug Checklist

Healthcare Planning

  • Doctor Visit Checklist
  • Hospital Planning Checklist
  • Annual Medicare Review Checklist

Want to review these resources with William?

William is available to walk you through any of these guides and answer questions about your specific Medicare situation — at no cost.

Schedule a Free Consultation

Free Medicare Guidance — No Obligation

William compares plans, explains your options, and answers questions. The guides are free. The consultation is free. No pressure.

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