Medicare, made simple.
Local help in Tampa Bay, Florida. Compare the Medicare plans we offer against your doctors, prescriptions and budget. There is no charge for our help.

Request a call
It takes about 30 seconds. Max will call you back, usually within one business day.

- No cost and no pressure
- We check your doctors and prescriptions
- One-on-one help, by phone
Rather talk now? Call 727-351-3321
Or pick a time on my calendar
Coverage that fits your life
Local guidance from a licensed agent. We compare the plans we offer against your doctors, prescriptions and budget.
Medicare Advantage
All-in-one plans that bundle your hospital and medical coverage, often with extras. Read the Tampa Bay guide.
Medicare Supplement
Medigap plans that help cover what Original Medicare doesn't, with freedom to see any doctor who accepts Medicare. Read the Tampa Bay guide.
Part D Drug Plans
Drug plans compared by how they cover your medications and your estimated yearly cost. Read the enrollment guide.
Dental, Vision & Hearing
Coverage for the everyday care Original Medicare generally leaves out.
Find your plan fit
Three quick questions, then request a free call back from Max.
Your answers stay in your browser unless you ask Max to call you at the end. Then they are sent to him along with your contact details.
Which best describes you?
How often do you see doctors?
Do you take prescriptions?
Thanks. Where should Max call you?
Your answers help Max prepare. He will call to talk through your options, usually within one business day. You can also read Medicare 101 first.
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.
Everything you need, handled with care
Navigate the red tape
Parts A, B, C and D, deadlines and paperwork in plain English. Get the free guide.
Understand your options
The Advantage, Medigap and Part D plans we offer, compared side by side.
Understand your deadlines
Missing an enrollment window can mean a late penalty that lasts for life. We help you understand your dates.
Annual reviews
Plans change every year. We can review your coverage with you each fall.
How it works
Start your intake form
Share your doctors, prescriptions and budget, or call. No cost and no obligation.
Get a personal comparison
We compare the plans we offer against your needs.
Enroll & get ongoing support
We help you enroll in the plan you choose and are available for questions and annual reviews.

Patient guidance. Every option, explained.
Maxwell Kingsbury is a licensed insurance agent in Tampa Bay, Florida, who helps you compare Medicare plans in plain English, with patience and no pressure. More about Maxwell.
Request a callCommon questions
What if I'm already on Medicare?
We can still help at no cost. We'll review your current coverage, check your doctors and prescriptions, and compare it with other plans we offer.
Do you charge for your time?
No. Insurance carriers pay agents a commission when you enroll, so there is no charge to you for our help.
What are "lifetime penalties"?
If you don't enroll in Part B or Part D when first eligible (and lack other qualifying coverage), a permanent late-enrollment penalty can be added to your premium. Turning 65 soon? Read our Turning 65 guide.
Could I lose my doctor?
Some plans use provider networks. Before you enroll, we check your doctors and prescriptions against each plan's network and drug list. Networks and drug lists can change, so it's worth rechecking every year.
What do you offer?
We offer Medicare Advantage, Medicare Supplement (Medigap), Part D prescription drug plans, and dental, vision & hearing coverage.
Local in Tampa Bay. Available across Florida.
I'm based in Clearwater, and most of my help happens by phone, so you can work with me wherever you live in Florida.
Tampa Bay
I help people across Pinellas, Hillsborough and Pasco counties, including Clearwater, Largo, Dunedin, Seminole, Palm Harbor and Safety Harbor.
Anywhere in Florida
I'm licensed in Florida and can help you by phone, wherever you live in the state. Plans can vary by county, so I check what we offer in your area before we compare options.
Let's connect
Get no-cost, one-on-one help comparing the Medicare plans we offer.
Request a call Call Maxwell727-351-3321, 10am-6pm Eastern. See the Privacy Policy.