Turning 65 or shopping for health insurance? Get clear answers from a local licensed agent.
I'll compare options from multiple insurance companies, explain them in plain English, and help you choose coverage that fits your doctors, prescriptions and budget. There's no cost to work with me.
Licensed Insurance Agent · HealthMarkets Insurance Agency
- Medicare Advantage, Supplement & Part D options
- Individual & family health plans — see if you qualify for savings
- Ongoing support every year, not just at enrollment
How can I help?
Pick your situation — every path starts with a free, no-pressure conversation.
Medicare & Turning 65
Your Initial Enrollment Period is a 7-month window around your 65th birthday. Missing it can mean late penalties. I'll explain Parts A, B, C and D, Medicare Supplement and Advantage, and help you time it right — including if you're still working.
Get Medicare helpIndividual & Family Plans
Self-employed, between jobs, or retiring early? I'll compare ACA-compliant individual and family plans and check whether you qualify for income-based savings. Open Enrollment typically runs Nov 1 – Jan 15; life events can open a Special Enrollment Period.
Compare health plansExisting Clients
Plans and prescriptions change every year. Let's do your annual review, update your doctors or medications, or help with a billing or claims question. You'll always reach me — not a call center.
Schedule my reviewSimple, 3-step process
Tell me about you
Answer a few quick questions — ZIP, birthday and what you need.
Compare side by side
I review options from multiple companies against your doctors, prescriptions and budget.
Enroll with confidence
I handle the paperwork and stay with you year after year.
Turning 65 checklist & timeline
Your Initial Enrollment Period is 7 months long: the 3 months before your 65th birthday month, your birthday month, and the 3 months after. Here's how to use it well.
- 6–12 months before 65List your doctors, prescriptions and pharmacies. Note whether you (or your spouse) will still have employer coverage and how large that employer is.
- 3 months before your birthday monthYour Initial Enrollment Period opens. Sign up for Part A and Part B through Social Security (automatic if you already collect Social Security benefits). Enrolling early helps coverage start on time.
- Before Part B startsCompare your options: Original Medicare with a Medicare Supplement (Medigap) and a Part D drug plan, or a Medicare Advantage (Part C) plan. Check doctor networks and drug coverage.
- Your Medigap open enrollmentA one-time 6-month window that begins the month you're 65 or older and enrolled in Part B. During this window, insurers generally can't deny you or charge more because of health history.
- 3 months after your birthday monthYour Initial Enrollment Period ends. Missing it without other creditable coverage can mean a lifelong late-enrollment penalty for Part B and/or Part D.
- Every year, Oct 15 – Dec 7The Medicare Annual Enrollment Period — review your coverage as plans, costs and drug lists change. I'll check in with you.
Insurance companies I work with
PLACEHOLDER — pending HealthMarkets approval
Text tiles only, not official logos. Carrier availability varies by state and county.
Frequently asked questions
Straight answers about Medicare, turning 65 and individual health insurance.
When should I sign up for Medicare if I'm turning 65?
Your Initial Enrollment Period lasts 7 months: it starts 3 months before the month you turn 65, includes your birthday month, and ends 3 months after. Signing up in the months before your birthday month helps your coverage start on time. If you or your spouse are still working with employer coverage, you may be able to delay Part B without penalty — it depends on the employer's size and coverage, so it's worth reviewing together.
What are Medicare Parts A, B, C and D?
Part A is hospital insurance (inpatient stays, skilled nursing, hospice). Part B is medical insurance (doctor visits, outpatient care, preventive services). Part C, also called Medicare Advantage, is an alternative way to get your Part A and B benefits through a private insurance company, often with drug coverage included. Part D is prescription drug coverage offered by private insurance companies.
What's the difference between a Medicare Supplement (Medigap) and Medicare Advantage?
A Medicare Supplement works alongside Original Medicare to help pay costs like deductibles and coinsurance, and you can generally see any provider that accepts Medicare; you'd usually add a separate Part D plan. Medicare Advantage replaces how you receive Parts A and B through a private plan that typically uses a provider network and may include drug coverage and extra benefits. Which fits best depends on your doctors, prescriptions, travel and budget.
Is there a penalty if I sign up for Medicare late?
Possibly. If you don't sign up for Part B or Part D when first eligible and don't have other creditable coverage, you may pay a late-enrollment penalty that is added to your premium for as long as you have that coverage. Timing your enrollment correctly avoids this.
What are the Medicare enrollment periods each year?
The Annual Enrollment Period runs October 15 – December 7, when you can join, switch or drop Medicare Advantage and Part D plans for the next year. The Medicare Advantage Open Enrollment Period runs January 1 – March 31 for people already in a Medicare Advantage plan. Special Enrollment Periods may apply after certain life events, such as moving or losing employer coverage.
When can I enroll in an ACA (individual or family) health plan?
Open Enrollment on HealthCare.gov runs November 1 through January 15; enroll by December 15 for coverage starting January 1. States that run their own marketplace may have different dates. Outside Open Enrollment, you generally need a qualifying life event — like losing coverage, moving, marriage or having a baby — for a Special Enrollment Period.
Can I get help paying for ACA health insurance?
Many people qualify for a premium tax credit based on household income and size. The temporary enhanced credits ended after 2025, so for current coverage, credits are generally available for household incomes between 100% and 400% of the federal poverty level. Some lower-income households may also qualify for reduced out-of-pocket costs or Medicaid. I'll help you check what you may qualify for.
Does it cost more to use an agent instead of enrolling on my own?
No. There's no fee to work with me. Licensed agents are typically paid by the insurance company, and plan premiums are the same whether you enroll with an agent or on your own.
I already have coverage. Can you still help me?
Yes. Existing clients can reach out any time for an annual review, help with doctor or prescription changes, billing questions or life changes. Plans change every year, so a quick review before each enrollment period is a smart habit.
Are you affiliated with the government or Medicare?
No. I'm a licensed insurance agent with HealthMarkets Insurance Agency. This website is not affiliated with or endorsed by the U.S. government or the federal Medicare program. You can always contact Medicare.gov or 1-800-MEDICARE for information on all of your options.
What clients say
Real clients, shared with permission.
“I can't say enough good things about Jason! I was completely overwhelmed trying to figure out Medicare and honestly had no idea where to start. He took his time explaining everything and never once made me feel like I was asking too many questions. It's so refreshing to deal with someone who genuinely cares about helping people. Highly recommend!”
“Jason was awesome to work with. Health insurance has always been a headache for me, but he made the whole process super easy. He explained my options, answered all my questions, and didn't try to push me into anything. Just a genuinely good guy who knows his stuff. Wish I'd found him sooner!”
“If you're looking for someone knowledgeable and trustworthy to help with Medicare, I would absolutely recommend Jason. What impressed me most was his patience and willingness to explain the differences between plans in a way I could actually understand. I never felt rushed or pressured into making a decision. Excellent customer service from beginning to end.”
“Seriously, give Jason a call if you need health insurance! He made something I was dreading so much easier than I expected. Very knowledgeable, easy to talk to, and actually listens to what you need. Five stars from me!”
“I've dealt with plenty of insurance people over the years, and Jason is definitely one of the good ones. He didn't just throw a bunch of plans at me and expect me to figure it out. He listened, asked questions, and helped me understand what I was looking at. The best part was feeling like I had someone in my corner instead of someone just trying to make a sale. That means a lot these days.”
States I serve
I'm licensed in 10 states and help clients by phone and video, so you get personal, local-feeling service wherever you live in Florida, Georgia, Illinois, Indiana, Michigan, Missouri, Ohio, South Carolina, Tennessee and Texas. Plan options, insurance companies and costs vary by state and county — I'll show you what's actually available at your ZIP code.
Follow me on Facebook for enrollment reminders and tips.
Questions? Talk to a real person.
No call center, no pressure — just straight answers.