Who we support*:
- Anyone eligible for Medicare.
- Individuals turning 65 and new to Medicare.
- Individuals over 65 losing employer or other coverage.
- Individuals on Social Security Disability qualifying for Medicare.
- Anyone looking for clear, Medicare guidance.
Schedule your no-cost Medicare plan consultation today
Submitting your information does not obligate you to enroll.
Call today: 844-309-1205 (TTY: 711) Monday – Friday, 8 a.m. – 6 p.m. CT
Fill out the form to be contacted by a licensed insurance agent.
Get clear guidance for your unique needs.
Here’s what you’ll get:
- A one-on-one conversation with a licensed insurance agent.
- A clear explanation of your coverage options.
- Answers to your questions — no pressure, no confusion.
- No-cost educational resources to help you make an informed choice.
- Help understanding how you can make the most of your HSA while enrolled in Medicare.
Ready to take the next step? Download resources to prepare for your consultation.
When can you enroll?
There are several enrollment periods to be aware of:
Begins three months before the month you turn 65, includes your birth month, and continues for three months after. This is your first opportunity to enroll in Medicare Parts A and B.
If you miss your IEP, you can enroll between January 1 and March 31 each year. Coverage begins July 1, and you may face a late enrollment penalty.
If you’re still working and covered under an employer group health plan, you may delay enrollment without penalty. Once that coverage ends, you’ll have an eight-month SEP to enroll in Medicare.
Each year from October 15 to December 7, you can review and make changes to your Medicare Advantage (Part C) or prescription drug (Part D) plans.
Medicare & Me
Inside this guide, you’ll find straightforward information about Medicare basics, budgeting for healthcare and comparing coverage options based on your unique needs. Whether you’re just beginning your Medicare journey or refining your current plan, this workbook is here to support you every step of the way.
If you have any questions or would like to talk through your options, we’re here to help.
Retirement Healthcare Center
This educational module provides personalized guidance to help you feel confident and prepared as you navigate Medicare and retirement. Simply enter some basic information and we’ll walk you through Medicare eligibility, projected healthcare costs and strategies for optimizing your HSA.
Commonly asked questions
- Individuals 65 or older: Most people become eligible for Medicare at age 65, regardless of income or medical history.
- Individuals under 65 with a qualifying disability: Individuals who have received Social Security Disability Insurance (SSDI) for at least 24 months are generally eligible.
- Individuals with an End-Stage Renal Disease (ESRD): Those with permanent kidney failure requiring dialysis or a transplant may qualify at any age.
- Individuals with Amyotrophic Lateral Sclerosis (ALS): Also known as Lou Gehrig’s disease, individuals diagnosed with ALS automatically qualify for Medicare upon receiving SSDI.
Medicare Part A generally helps cover inpatient hospital stays, skilled nursing facility care, hospice care, and some home health services. Deductibles and coinsurance may apply.
Medicare Part B typically helps cover outpatient care, doctor visits, preventive services, durable medical equipment, and some home healthcare. Monthly premiums, deductibles, and coinsurance apply.
Medicare Part C or Medicare Advantage is offered by private insurance companies. These plans combine Parts A and B in place of Original Medicare.
Medicare Part D helps cover prescription drug costs. Part D plans are offered by private insurance companies approved by Medicare. You can enroll in a standalone plan (with Original Medicare) or get Part D through a Medicare Advantage plan.
It depends on the size of your employer and the type of coverage. If your employer has 20 or more employees, you may be able to delay Part B without penalty. It's important to compare your current plan with Medicare to determine what’s best for you.
Original Medicare includes Part A and Part B, and you can add a separate Part D plan and/or a Medicare Supplement Insurance (Medigap) policy. Medicare Advantage (Part C) plans are offered by private insurance companies and include the same benefits as Original Medicare, often with additional coverage.
Yes, in many cases. If you delay enrolling in Part B or Part D without other credible coverage, you may have to pay a late enrollment penalty that increases the longer you wait.
Yes. The Annual Enrollment Period (October 15–December 7) allows you to review and change your Medicare Advantage or Part D coverage. There are also Special Enrollment Periods for certain qualifying events, like losing employer coverage.
Original Medicare does not typically cover routine dental, vision, or hearing services. Some Medicare Advantage plans may offer these benefits.
Additional resources
*Excluding residents of California, Massachusetts and New York.
DISCLAIMER
We do not offer every plan available in your area. Currently we represent 6 organizations which offer 91,008 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 United States government or the federal Medicare program. This is a solicitation for insurance.
Webster Servicing represents Medicare Advantage HMO, PPO, and PFFS organizations that have a Medicare contract. Enrollment depends on the plan’s contract renewal.
Medicare plan options offered by Webster Servicing LLC, a licensed insurance services entity and subsidiary of Webster Bank, N.A. HSA Bank is a division of Webster Bank, N.A.
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