Not Retiring at 65? You Still Need to Enroll in Medicare

June 14, 2025

The benefits of Medicare begin when you turn 65. But what happens if you are still working past age 65 and have no plans to retire? If your workplace offers health insurance, do you still need to get Medicare? Is there a downside if you don’t?


The first step in exploring Medicare enrollment is to have a conversation with your company’s human resources department before your 65th birthday. Make sure you find out what you will need to do in terms of your health insurance coverage.

Sign Up for Medicare Part A – No Matter What

It’s a good idea to enroll in Medicare Part A when you become eligible at age 65, even if you have employer coverage. If you have been working for at least 40 quarters or 10 years, and paying your Medicare taxes, Medicare Part A is free.


If you work for a small business with fewer than 20 employees, you will most likely be required to sign up for Medicare Part A and Part B by your employer. While Part A is premium-free, the monthly premiums for Part B are $174.70 in 2024. Note that your income can affect what you pay for Part B and Part D (prescription drug coverage), and high earners often pay higher monthly premiums for both of these parts of Medicare.

Those who work for companies with 20 or more full-time workers and have access to employer-based health insurance can choose to delay signing up for Medicare Part B while they are still working. That way, they don’t have to pay premiums for both Medicare and their employer coverage.

Keep in mind that you need to sign up for Medicare Parts A and B during your initial enrollment period (IEP), which begins three months before and ends three months after the month you turn 65. If you don’t, you could end up with gaps in coverage – and potentially costly penalties.


Be Aware of Your Options

Whether you are working or not working, it is important to fully explore your options in order to choose the health insurance coverage that’s best for you. For example, you (and your employer) may save a significant amount of money by opting out of your company’s plan and switching to Medicare.


We recently worked with a client who was turning 65, not ready to retire, and unsure what to do about health insurance for himself and his spouse. After comparing his premium for employer coverage (which he seldom used) with the cost for Medicare Part A and Part B plus a zero-premium Medicare Managed Care Plan (better known as Medicare Advantage Plans), it turned out he would be paying much less if he dropped his company’s coverage. And his employer would save money by no longer paying their part of his premium.


Lost in the Medicare Maze?

An experienced Medicare agent will give you the guidance you need to make educated decisions about the type of coverage you need. With over 20 years of experience, we promise you an honest and eye-opening conversation about how Medicare works and what your choices are. And we never charge for our services. Contact Bruce today to schedule a complimentary consultation.

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