Serving Nashville, TN · Davidson County
Turning 65, still working, or coming off an employer plan? Medicare isn’t one decision — it’s a short list of deadlines, and missing one can follow you for life. The Jordan Insurance Agency works with Medicare clients across Nashville by phone and video.

Why the help matters
Search for Medicare help in Middle Tennessee and almost everything you find is addressed to “the Nashville area.” That is a region, not an address. Davidson County is its own county, and Medicare Advantage and Part D availability can vary by county and ZIP code — so what is on offer for you is not automatically what is on offer for a neighbour in Williamson or Sumner. The narrower questions are the ones that decide it: which doctors you intend to keep, which prescriptions you take, and which enrollment window you are standing in today.
✕A national 1-800 number
Big 1-800 lines send you to whoever is available, working from a script. Call again and you get someone new. Your doctors, your prescriptions and your history start over every time.
✓The Jordan Insurance Agency
One licensed, local agent learns your situation once. We check the doctors and prescriptions you already have, and compare options from several companies. Next year, you call that same person by name. Our help costs you nothing.
Who this page is for
Your enrollment window opens three months before your birthday month. We’ll show you what has to happen inside it and what can wait.
Where to start →Nashville has a lot of people working well past 65. Whether you can safely delay Part B depends on specifics most people are never told.
Where to start →Leaving employer coverage starts a clock. This is the one people most often plan a month too late.
Where to start →Three major systems operate across Nashville. It is common for one household to use two of them, and that is worth sorting out first.
Where to start →Coverage changes from year to year, and so do your prescriptions and your doctors. An annual look is worth the half hour.
Where to start →Adult children handle a lot of these calls. With your parent’s permission, you’re welcome to sit in and ask the questions.
Where to start →Nashville, and the three-system question
Vanderbilt, Ascension Saint Thomas and TriStar all operate across Nashville, frequently within a few minutes of each other. A household here can easily end up using two of the three — primary care in one, a specialist or a hospital in another. That is a different conversation from the one in a county with a single dominant hospital, and it is the reason we write down the doctors you want to keep and check them one at a time against your actual address before anything is suggested.
The decisions, one at a time
There is no single “best” path through Medicare. What’s right depends on your doctors, your prescriptions, how much you travel, and what you want your costs to look like. Here is how we work through each piece.
Your Initial Enrollment Period generally runs seven months — the three months before your birthday month, your birthday month, and the three months after. Two things trip people up. First, enrollment isn’t always automatic. If you’re receiving Social Security benefits at least four months before you turn 65, Medicare generally enrolls you in Part A and Part B for you. Otherwise you usually need to take action to enroll. Second, waiting until your birthday month can push your start date later than you expected.
Come with three things and this gets easy: the doctors you want to keep, your current prescriptions with doses, and whether you or your spouse are still working. If you’d rather read the timing first, here is when you can enroll in Medicare.
Whether you can delay Part B without a late-enrollment penalty depends on your specific situation, including whether you have group health coverage based on your own or your spouse’s current employment. Employer size can also affect how Medicare coordinates with that coverage, so we check the details before you decide.
Staying on an employer plan past 65 is common in Nashville — at a hospital system, a university, a music-business employer, or part-time after a first retirement. When you do retire, losing that coverage generally opens a Special Enrollment Period, but it doesn’t stay open indefinitely. The cleanest handoffs are planned a month or two before your last day. Our write-up on working past 65 and employer coverage covers how the two fit together.
Three questions come up constantly: when should Part B start, can I delay it while I’m working, and what happens the month employer coverage ends. The reason we push people to ask early is that Part B carries a late enrollment penalty which, once it attaches, generally stays with you for as long as you have Part B. It is not a one-time fee.
We’d rather spend twenty minutes on this before your deadline than explain it afterward, by phone or video. For background, read the late enrollment penalty and how Medicare works alongside employer coverage.
Drug coverage is its own decision with its own timing. Going without creditable prescription drug coverage after you’re first eligible can bring a late-enrollment penalty of its own, which is why “I don’t take anything right now” isn’t quite the whole answer.
The practical step is simple: bring your actual prescription list, names and doses, not a rough memory. Plenty of people downtown fill near work rather than near home, so tell us where you actually pick things up. Here’s how Part D works.
A supplement works alongside Original Medicare and helps with costs Original Medicare leaves behind. Medigap plans are standardized by letter, so the basic benefits for a given plan letter are the same from one insurer to the next. Premiums, underwriting, discounts and company service can still differ — which is where the comparison actually happens.
For a Nashville household using two different health systems, the appeal of this structure is usually that it does not route care through a single network. Whether that fits how you actually use care is the real question, along with the health-questions issue if you’re moving to a supplement outside your one-time open window. We’ll be straight with you about it. Background: what a Medicare Supplement is.
Medicare Advantage is another way to receive your Medicare-covered benefits. These are usually built around a network, so the first question is always whether the doctors you want to keep participate — and that answer is checked one person at a time, not assumed.
This is where Nashville differs from the towns around it. With Vanderbilt, Ascension Saint Thomas and TriStar all operating widely across the city, the question is rarely “is there a doctor near me” and almost always “do the specific people I already see line up.” If you want the structures compared first, start with what Medicare Advantage is and Medicare Advantage versus a Supplement. Neither is automatically the right answer.
Reviewed and approved by Billy Jordan, Jr., licensed agent and President of The Jordan Insurance Agency. Last updated November 9, 2026.
Why work with us
A person with a name and a direct local number. The same person next year, when your prescriptions or your doctors have changed.
Most clients meet with us by phone or video. Our Nashville office on 4th Avenue North is also available by appointment.
Not with a recommendation. What you already have and want to keep is the input, not an afterthought.
Two decades of doing this for families, and a 4.9-star rating across 171 Google reviews.
Nashville service area
The Jordan Insurance Agency helps Medicare clients throughout Nashville and the rest of Davidson County, and in the counties around it. Davidson is one county but a wide one, and Medicare Advantage and Part D availability can vary by county and ZIP code — which is why we check coverage against your actual address rather than the city as a whole. If you live outside the county line, we have pages for Brentwood, Franklin, Hendersonville, Mount Juliet and Murfreesboro as well.
Two ways to meet
Most of our Medicare clients meet with us by phone. Keep your doctor and prescription list handy, and a licensed agent walks through your options with you, one step at a time.
We share our screen so you can see your options and plan details side by side as we go through them together. A family member is welcome to join from anywhere.
Real client experiences
Verified Google reviews of The Jordan Insurance Agency. Individual experiences vary, and these are agency-wide rather than specific to Nashville.
“Billy has provided outstanding service navigating the complex world of Medicare plans! He responds quickly, communicates clearly, and has the utmost patience. He and his team are efficient, kind and always professional.”
“Mr. Jordan patiently walked me through the entire process. The option I chose will save me $200 per month in my premium and it is a better policy than I had previously. I highly recommend Billy Jordan.”
“My experience with Billy was perfect. My husband passed away and I needed individual insurance by year’s end. Billy helped me find the best insurance for my situation — and it’s affordable. Caring, listening, knowledgeable, and professional.”
Go deeper
Medicare guides written by The Jordan Insurance Agency and reviewed by Billy Jordan, Jr., licensed agent.
Good to know
The Jordan Insurance Agency helps Nashville and Davidson County residents compare Medicare Advantage, Part D and Medicare Supplement options at no cost. A licensed local agent checks your doctors, prescriptions and county first. Meet by phone or video, or at our Nashville office on 4th Avenue North by appointment.
Davidson County has its own Medicare plan list. Medicare Advantage and Part D options are set county by county, so a friend in Williamson or Sumner County may be choosing from different plans than a Nashville resident. We check your actual address rather than treating Middle Tennessee as one market.
Medicare does not run local walk-in offices. Social Security offices handle Part A and Part B enrollment, and 1-800-MEDICARE (1-800-633-4227) answers coverage questions 24 hours a day. The Jordan Insurance Agency helps compare plans offered in Davidson County by phone or video.
Missing an enrollment window is the most expensive mistake, because Part B and Part D late penalties usually stay for life. Other common mistakes are choosing a plan before checking that your doctors participate and skipping the yearly review when prescriptions or plan networks change.
Original Medicare does not cover 100% of hospital bills. Part A covers inpatient hospital care after a deductible for each benefit period, Part B generally covers 80% of approved doctor and outpatient costs, and Original Medicare has no yearly out-of-pocket limit.
Doctor participation is verified one physician at a time, never assumed, because Medicare Advantage networks vary by plan. Nashville households often split care across Vanderbilt, Ascension Saint Thomas and TriStar, so bring every doctor you want to keep and we check each one before anything is signed.
The Jordan Insurance Agency does not charge a separate consultation fee for a Medicare plan review. If you enroll through us, the insurance company may compensate The Jordan Insurance Agency.
The Jordan Insurance Agency is a team of licensed, independent insurance agents. Because we are independent, many people call us a Medicare broker, and others call us a Medicare advisor. Whichever term you searched, you reach the same licensed, local team at no cost to you.
Licensed guidance · Independent since 2006
Choose a time online, or call (615) 558-6082. Bring your current coverage, your doctors, your prescriptions with doses, and your preferred pharmacy. If the coverage you already have is still the right fit, we’ll tell you that.
North Carolina Office
3540 Toringdon Way
Suite 200
Charlotte, NC 28277
Tennessee Office
159 4th Ave N
Suite 100
Nashville, TN 37219
(704) 926-7565
(980) 206-3356
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