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Medicare 2026

Medicare and Your Job: When to Enroll if You're Still Working

DULUTH, Ga. — More people are working past 65 these days, and that raises a common question: do you still need to sign up for Medicare if you already have health insurance through your job? The answer depends on a few key details — and getting it wrong can lead to lifelong penalties or gaps in coverage.

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Reading mail at kitchen table in Duluth — illustrating this Medicare guide
Photo: Nathan Anderson Photo by Nathan Anderson on Unsplash

Here's a plain-English guide to how Medicare works alongside employer coverage, and what Duluth-area workers should know before their 65th birthday.

Your first big question: how big is your employer?

The size of the company you (or your spouse) work for is the single most important factor.

If you're not sure which category applies, ask your HR or benefits office directly. Get the answer in writing if you can.

Part A is usually a simple "yes"

Most people qualify for premium-free Part A (hospital insurance) because they or a spouse paid Medicare taxes for at least 10 years. If that's you, enrolling in Part A at 65 is generally a low-risk move — it can even help pay some hospital costs your employer plan doesn't cover.

One important exception: if you contribute to a Health Savings Account (HSA), you (and your employer) must stop HSA contributions once Medicare starts. Enrolling in Part A means the door closes on new HSA deposits. Many workers time their Medicare enrollment around this rule.

Part B is where timing really matters

Part B (doctor visits and outpatient care) has a monthly premium, so many people with strong employer coverage choose to delay it. That's allowed — if your employer coverage qualifies as "creditable" for Part B purposes (generally, a group plan from an employer with 20+ employees).

When you eventually retire or lose that coverage, you get an 8-month Special Enrollment Period to sign up for Part B without a late penalty. Miss that window, and you could face a permanent 10% premium increase for every 12 months you were eligible but didn't enroll.

COBRA and retiree coverage do not count as active employer coverage for this purpose. That's one of the most common — and costly — mistakes people make.

Don't forget Part D (prescription drugs)

Your employer's drug coverage may or may not be considered "creditable" — meaning at least as good as standard Medicare drug coverage. Your plan should send you a notice each year telling you which it is. Keep those notices.

If your drug coverage is creditable, you can delay Part D without penalty. If it isn't, you'll want to enroll in a Part D plan when you're first eligible to avoid a lifetime late fee.

A few 2026 figures worth knowing, per Medicare.gov:

What this looks like in Duluth

Duluth is in Gwinnett County, where Medicare beneficiaries have a wide range of stand-alone Part D and Medicare Advantage options available at the county level. If you're still working and covered through your job, you don't need to shop those plans yet — but it's worth knowing they'll be there when you do transition off employer coverage.

Two enrollment windows to keep on your calendar:

A simple checklist before you turn 65

1. Ask HR whether your employer has 20+ employees and whether your drug coverage is "creditable." 2. Decide whether to enroll in Part A (watch the HSA rule). 3. Decide whether to delay Part B based on your employer's size and your coverage. 4. Save every "creditable coverage" notice you receive. 5. When you do leave the job, act within the 8-month Special Enrollment Period.

By the numbers

Medicare Part B premium, 2006–2026

The standard monthly Part B premium has climbed from $88.50 in 2006 to $202.90 in 2026. Hover any point for that year’s premium.

$0$50$100$150$200200820122016202020242026

Source: CMS. Standard premium shown; in some hold-harmless years many existing enrollees paid less. Confirm at Medicare.gov.

By the numbers

How people get Medicare in Gwinnett County

57% are on Medicare Advantage
(MA penetration in Gwinnett County)
57%
43%
Medicare Advantage Medicare Supplement (Medigap) Original Medicare only
U.S. average

MA penetration from CMS enrollment data; Medigap share is an estimate. U.S. average is about 54% Medicare Advantage. These are area-level figures, not plan-specific.

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Medicare Advantage companies in Gwinnett County

By local enrollment size · informational, not a ranking
CompanyLocal enrollmentPlans offeredLocal agentsAction
HumanaNationalYes
Aetna (CVS Health)NationalYes
UnitedHealthcareNationalYes
Kaiser PermanenteRegionalYes
Devoted Health IncRegionalYes
Elevance Health (Anthem)NationalYes
Enrollment data: CMS Medicare Advantage enrollment by company (county level). Figures shown are illustrative sample data pending the current CMS file. Listed by enrollment size, largest first — this is not a ranking, recommendation, or endorsement of any company or plan.

Provided by licensed insurance partners; MyMedicarePlans.org may be compensated. Not a ranking or endorsement of any plan.

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When can you enroll? An interactive year

JFMAMJJASOND
October 15 – December 7 — anyone with Medicare can join, switch, or drop a Medicare Advantage or Part D plan. Changes take effect January 1.

Enrollment windows are federal and the same nationwide. Confirm your personal dates at Medicare.gov or 1-800-MEDICARE.

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The parts of Medicare

Part A covers inpatient hospital stays, skilled nursing facility care, hospice, and some home health care. Most people pay no premium for Part A.

Good to know

Frequently asked questions

I'm 66 and still working with good insurance. Do I have to sign up for Medicare?
Not necessarily. If your employer has 20 or more employees and you're happy with your coverage, you can often delay Part B (and sometimes Part D). Confirm with HR that your plan is considered primary or creditable.
Does COBRA count as active employer coverage for Medicare purposes?
No. COBRA and retiree plans don't extend your Special Enrollment Period for Part B. If you're on COBRA and eligible for Medicare, talk to Social Security about enrolling in Part B right away.
Can I keep contributing to my HSA after I sign up for Medicare?
No. Once any part of Medicare (including Part A) begins, you can't make new HSA contributions. You can still spend the balance you've already saved.
Sources & further reading
  • CMS — Medicare basics (medicare.gov)

For personalized answers, contact Medicare.gov, 1-800-MEDICARE, or your local SHIP.

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