Turning 65 and Still Working: Do You Need Medicare Right Now? - Walker Insure Advisors Turning 65 and Still Working: Do You Need Medicare Right Now? - Walker Insure Advisors Walker Insure Advisors
Turning 65

Turning 65 and Still Working: Do You Need Medicare Right Now?

A Question More People Are Asking Than You Might Think

If you are turning 65 and still working, you are not alone. More Americans than ever are staying in the workforce well past 65, and that raises a very important question: do you need to sign up for Medicare right now? The answer is not the same for everyone, and getting it wrong can cost you real money in penalties and gaps in coverage that follow you for years. Whether you are working full time in Las Vegas, Nevada, still covered through your employer, or somewhere in between, understanding how Medicare and your current coverage interact is one of the most important things you can do for your financial and medical future.

How Your Employer Coverage Affects Your Medicare Decision

The size of your employer matters more than most people realize. If you work for a company with 20 or more employees, your employer group health plan is considered the primary payer, which means Medicare is secondary. In that situation, you may be able to delay enrolling in Medicare Part B without facing a late enrollment penalty, as long as you have qualifying employer coverage in place.

If you work for a smaller employer with fewer than 20 employees, the rules flip. In that case, Medicare becomes primary and your employer plan becomes secondary. If you do not enroll in Medicare when you are first eligible, you could end up with significant coverage gaps without even knowing it. This is one of the most common and most costly mistakes people make when they assume all employer coverage works the same way.

Medicare Part A, which covers hospital stays, is usually premium-free if you have worked and paid Medicare taxes for at least 10 years. Most people enroll in Part A at 65 even when they are still working, simply because there is typically no cost and it provides an extra layer of hospital coverage.

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What About HSAs and Medicare Enrollment?

If you are contributing to a Health Savings Account through your employer, this is another layer of the decision you need to understand before you act. Once you enroll in any part of Medicare, including Part A, you can no longer contribute to an HSA. The IRS does not allow it. If you are still actively contributing to your HSA and want to keep doing so, you may want to delay Medicare enrollment entirely until you stop working. However, you also need to plan carefully so you do not miss your Special Enrollment Period when the time comes to sign up.

Understanding Your Special Enrollment Period

When you are covered by qualifying employer insurance and you eventually leave that job or lose that coverage, you qualify for a Special Enrollment Period. This gives you eight months to sign up for Medicare Part B without facing the standard late enrollment penalty. This window begins the month after your employment or coverage ends, whichever comes first.

Do not wait until COBRA kicks in to sign up. COBRA is not considered qualifying employer coverage for the purpose of this Special Enrollment Period. If you delay signing up because you think COBRA coverage protects you, you could find yourself facing a permanent penalty on your Part B premium. That penalty adds up over time and there is no way to remove it once it is applied.

The Penalty for Missing Your Window Is Permanent

This is the part people often do not fully appreciate until it is too late. If you miss your Initial Enrollment Period and do not qualify for a Special Enrollment Period, Medicare adds a 10 percent penalty to your Part B premium for every 12-month period you were eligible but not enrolled. That penalty stays with you for as long as you have Part B. For someone in Las Vegas, Nevada or anywhere else in the country, that can mean paying significantly more every single month for the rest of your life simply because the timing of enrollment was not handled correctly.

Get the Right Guidance Before You Make a Decision

Turning 65 while still working puts you in a position where the right answer depends on your specific situation, your employer’s size, your coverage, and your plans for the future. At Walker Insure Advisors, we help people in Las Vegas, Nevada and across the country sort through exactly these kinds of questions every single day. Jerome Walker and his team have more than 20 years of experience in Medicare insurance and are committed to helping the community, one person at a time.

Do not guess on something this important. Visit walkerinsuranceadvisors.com or call us today for a free consultation. We will walk through your situation with you and make sure you understand every option before you make a decision you cannot undo.


jeromejwalker
jeromejwalker
FOUNDER & CEO - Walker Insure Advisors ·
Founder & CEO of Walker Insure Advisors. 24-year veteran of the insurance industry and creator of the Power of the Presentation (POTP™) system. Helping the community, one person at a time.
Walker Insure Advisors · Multiple Markets

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I'm excited to be part of the team at Walker Insurance Advisors bringing with me 6 years of comprehensive experience in the insurance industry. Over the past two years, l've specialized in Medicare, helping clients navigate their options to find the best coverage for their needs. Prior to that, I spent two years focused on ACA (Affordable Care Act) plans, providing individuals and families with the guidance they need to secure affordable healthcare solutions. I got started in the insurance industry at the beginning of COVID and it couldn't have come at a better time. I was able to understand what health insurance plans were saying in plain English for the first time in my life. I was hooked. I then went on to acquire my life, property and casualty lines and have worked in all fields before making the decision to specialize in the health insurance industry. Beyond my professional life, I'm dedicated to my family and enjoy spending time crafting, gardening, and cooking/baking for my family. I'm passionate about helping others protect what matters most, whether it's their health, their finances, or their future. I look forward to continuing to support our clients here at Walker Insurance Advisors with tailored insurance solutions that meet their unique needs.

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Turning 65?

As a Texas‑licensed Life and Health Insurance Agent—and a Seasoned Senior myself—I make Life, Health, and Medicare coverage simple and personal. My background in business, real estate, and a Marine Corps veteran shape the honest, caring service I provide.

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Serving Southern California as a trusted Medicare Advisor since 2023, the mission is simple: treat clients like family while helping them get the most out of their Medicare benefits.

Bilingual in English and Spanish, care is taken to ensure Medicare options are explained clearly and without overwhelm. Families are guided step-by-step so they can make informed decisions with confidence and peace of mind.

When not working with clients, time is spent with family and enjoying scenic walks. I look forward to connecting and helping make Medicare easier to understand.

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My name is Sabrice Turner-Johnson, and I’m a licensed Life & Health Insurance Professional based here in Baltimore. Born and raised in Pittsburgh, I bring that true East Coast mix of heart, hustle, and dedication into everything I do. My background in healthcare has allowed me to support people in some of their toughest moments, and that experience is what motivates me to help families prepare, protect, and plan with confidence.

I’m passionate about making insurance simple, and truly reflecting what you need. Whether you’re looking for life insurance, health coverage, or guidance on what makes the most sense for your situation, my goal is to help you feel informed, confident, and supported. At the end of the day, I care about building real relationships and helping people protect the things and the people they love.

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My name is Antonia Salu and I am a Life and Health Insurance Broker. I specialize in Life, Health, Long Term Care, Hospital Indemnity, and Credit Restoration. I have a passion for helping individuals and families navigate the complex world of health insurance and financial planning. I believe that everyone deserves access to quality healthcare and the peace of mind that comes with having insurance coverage. By providing education and guidance, I strive to empower my clients to make informed decisions that will protect their health and financial well-being. Through my work, I hope to inspire others to take control of their health and financial future, and to build a strong foundation for themselves and their loved ones.

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I’ve been immersed in the insurance industry since high school, and I’ve built a reputation for delivering exceptional customer service and personalized guidance. I take pride in educating my clients, ensuring they understand their insurance options and feel confident in their coverage choices. Outside of work, I enjoy coaching tennis and helping young players develop their skills. Which has helped me to commit to excellence and genuine care for my clients, making me a trusted advisor and a standout in the insurance community.”

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