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 Big Birthday Is Coming — But Your Situation May Be Different

If you’re turning 65 and still working, one of the most common questions on your mind might be: do you actually need to sign up for Medicare right now? It’s a great question — and the honest answer is, it depends. For many working seniors, the rules around Medicare enrollment aren’t as straightforward as they seem. The decisions you make right now can affect your coverage, your costs, and even your wallet for years down the road. Whether you’re still clocking in full-time or winding down toward retirement, it’s worth taking a close look at your options before your 65th birthday arrives.

Understanding Your Initial Enrollment Window

When you turn 65, Medicare opens what’s called your Initial Enrollment Period. This is a seven-month window — three months before your birthday month, your birthday month itself, and three months after. During this time, you can sign up for Medicare Part A and Part B without any penalty. For most people, this is the moment they’ve been waiting for. But if you’re still working and covered through an employer, the math might look a little different for you.

Here’s the key distinction: Medicare rules treat coverage differently depending on the size of your employer. If you work for a company with 20 or more employees, your employer’s group health plan is considered your primary coverage. That means Medicare would pay second — and in many cases, you may be able to delay signing up for Part B without facing a late enrollment penalty later. If your employer has fewer than 20 employees, Medicare becomes your primary payer, and delaying enrollment could leave you with unexpected gaps in coverage.

Photo by Connor Lucock on Unsplash

Part A vs. Part B — You Don’t Have to Take Both Right Away

This surprises a lot of people: you don’t have to enroll in all parts of Medicare at the same time. Most people qualify for Medicare Part A — hospital coverage — at no monthly premium, so it often makes sense to sign up for Part A even if you’re still working. It can act as a secondary layer of coverage alongside your employer plan. Part B is different. Part B comes with a monthly premium, and if your employer coverage is solid, you may choose to delay it without penalty — as long as you meet the right conditions.

The critical thing to remember is that once your employer coverage ends, you typically have an eight-month Special Enrollment Period to sign up for Part B without a late penalty. That window is separate from your Initial Enrollment Period, and it kicks in when your employment or employer coverage ends — whichever comes first. Missing that window, though, can mean permanent premium penalties and gaps in coverage. That’s why it pays to plan ahead, not react after the fact.

What About Medicare Advantage or a Supplement Plan?

Once you’re ready to enroll in both Part A and Part B, you’ll face another set of choices — Medicare Advantage plans, Medigap supplement plans, and standalone Part D drug coverage. Each option comes with its own network rules, premiums, and benefits. For seniors here in Las Vegas, Nevada, there are often excellent plan options available depending on your zip code, your doctors, and your health needs. Navigating all of it alone can feel overwhelming, and making the wrong call can cost you more than you’d expect.

That’s exactly the kind of situation where having an experienced advisor in your corner makes all the difference. At Walker Insure Advisors, we take the time to sit down with you, understand your specific situation, and walk you through every option clearly — with no pressure and no confusion.

Don’t Wait Until the Last Minute to Get Answers

Turning 65 and still working doesn’t mean Medicare can wait forever. Every situation is unique — your employer’s size, your current plan, your retirement timeline, and your health all play a role in what the right move looks like for you. The earlier you start asking questions, the more options you’ll have and the fewer surprises you’ll face down the road.

At Walker Insure Advisors, founded by 20-year insurance veteran Jerome Walker, we’ve helped countless seniors across Las Vegas and beyond navigate exactly this kind of decision — one person at a time. If you’re turning 65 and still working, let’s talk before you assume you know what to do. A free consultation could save you from costly mistakes and give you real peace of mind. Visit us at walkerinsuranceadvisors.com or give us a call today. We’re here to help.


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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