Medicare comes with a lot of mail, a lot of phone calls and very little plain talk. I put this short guide together so you can understand the basics on your own time, then ask better questions, whether you talk with me or anyone else.
Download the guide
Free, no sign-up needed. Read it on your phone or print it out.
Prefer to talk it through? Request a call or call 727-351-3321.
What's inside
- The four parts of Medicare and what each one does
- What Original Medicare leaves out, and the three main ways people fill those gaps: Medicare Supplement, Medicare Advantage and Part D
- Supplement vs. Advantage side by side
- The dates that matter, so you avoid late-enrollment penalties
- A step-by-step checklist for getting started
- Common questions about working with an agent
Already on Medicare?
Annual Enrollment runs October 15 to December 7. Plans can change their costs, drug lists and doctor networks every January. I'll check your doctors and prescriptions against next year's plans I represent, at no cost to you.
Related Guides
- Medicare 101: a plain-English guide
- Turning 65 and Medicare
- Medicare Advantage in Tampa Bay, explained
- Medicare Supplement (Medigap) in Tampa Bay, explained
- How to enroll in or switch Part D plans
Disclaimer. This guide is educational and is not medical, legal or tax advice. Costs shown are 2026 figures and may change. Maxwell Kingsbury is a licensed independent insurance agent (Florida License # G365332, NPN 22312975) and is compensated by insurance carriers. We do not offer every plan available in your area. Currently we represent 6 organizations which offer 80 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. Not connected with or endorsed by the U.S. government or the federal Medicare program.