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Medicare Part D

Still Working at 65 in Aurora? How Medicare Fits With Job Coverage

AURORA, Ill. — More people are working past 65 than ever, and that raises a very practical question here in the Fox Valley: If you already have health insurance through your job, do you also need to sign up for Medicare? The answer depends on your employer's size, your income, and your prescription needs — and getting it wrong can cost you for years.

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2027 DRUG LIST ALERT

Will your prescriptions still be covered in 2027?

Part D plans rewrite their drug lists every year — tiers move, pharmacies change, drugs drop off. One call checks your exact medications against the 2027 plans in your area.

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Older couple talking with advisor in Aurora — illustrating this Medicare guide
Photo: Vitaly Gariev Photo by Vitaly Gariev on Unsplash

Key takeaways

  • Whether you need to sign up for Medicare while still working depends on your employer's size, your income, and your prescription drug needs.
  • Premium-free Part A is available to most people after 10 years of Medicare taxes, but joining Part A means you must stop contributing to an HSA, and enrollment can be retroactive up to six months.
  • If you delay Part B because of creditable employer coverage, you get an 8-month Special Enrollment Period to sign up after that coverage ends without facing a late penalty, though in 2026 IRMAA surcharges start above $109,000 in income for a single filer.
  • Going more than 63 days without creditable drug coverage or a Part D plan can lead to a permanent late-enrollment penalty, and plan options can vary even between neighborhoods since availability is set at the county level.

Here's a plain-English guide to how the two systems fit together.

Start With One Question: How Big Is the Employer?

The size of your (or your spouse's) employer is the single biggest factor in this decision.

If you're unsure which category your employer falls into, ask your HR or benefits office in writing. It's the single most important conversation to have before your 65th birthday.

Part A Is Usually a Safe "Yes"

Most people qualify for premium-free Part A (hospital insurance) because they or a spouse paid Medicare taxes for at least 10 years. Since it costs nothing in premiums, many Aurora workers enroll in Part A at 65 even if they keep employer coverage.

One important exception: If you contribute to a Health Savings Account (HSA), you must stop HSA contributions once any part of Medicare (including Part A) starts. Enrolling in Part A is also retroactive up to six months, so plan the timing carefully with your benefits team.

Part B: The Decision That Trips People Up

Part B covers doctor visits and outpatient care, and it has a monthly premium. Whether to enroll while still working comes down to:

1. Employer size (see above). 2. How your plan coordinates with Medicare — some employer plans require you to take Part B at 65 even if the rules say you don't have to. 3. Cost comparison — for higher earners, the Part B premium can be significantly more. In 2026, IRMAA surcharges begin above $109,000 in income for a single filer.

If you delay Part B correctly through creditable employer coverage, you'll get an 8-month Special Enrollment Period to sign up after that job coverage ends — no late penalty.

Don't Overlook Part D (Prescription Drugs)

Even if you keep employer coverage, check whether its drug benefit is "creditable" — meaning it's at least as good as Medicare's. Your plan is required to send you a notice each year. Keep it.

If your drug coverage isn't creditable and you go more than 63 days without a Part D plan, you can owe a permanent late-enrollment penalty when you finally sign up.

A few Part D facts worth knowing for 2026 and 2027:

What's Available Around Aurora

Aurora sits in Kane County, and plan availability under Medicare is set at the county level — not the city level. That means the number of Medicare Advantage plans, Part D plans, and Medigap options offered to a resident on the east side of Aurora (which crosses into DuPage, Kendall, and Will counties) can differ from a neighbor a few blocks away.

Before comparing anything, confirm which county your address is in. The Medicare Plan Finder at medicare.gov will show you the plans available at your specific ZIP code.

Key Dates to Circle

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 Kane County

40% are on Medicare Advantage
(MA penetration in Kane County)
40%
60%
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.

Try it

How the 2026 Part D drug cap works

Slide to your estimated yearly prescription costs and see how the new $2,100 out-of-pocket cap protects you. This illustrates the standard Part D benefit; your plan may structure costs differently.

$3,000
$2,100 cap
$1,211estimated out-of-pocket
$0saved by the cap

Once your out-of-pocket spending on covered drugs reaches $2,100, you pay nothing more for the rest of 2026. Confirm details at Medicare.gov.

Explore

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.

Good to know

Frequently asked questions

Q: I'm 66 and still working full-time in Aurora. Do I have to sign up for Medicare now?
A: Not necessarily. If your employer has 20+ workers and your coverage is considered creditable, you can typically delay Part B and Part D without penalty. Confirm this in writing with HR.
Q: My spouse is on my employer plan. What happens to their coverage when I go on Medicare?
A: Your spouse may be able to stay on the employer plan, or they may need to look at COBRA or Marketplace options if you drop it. This is worth planning together — don't assume.
Q: Can I contribute to my HSA after I turn 65 if I'm still working?
A: Only if you delay *all* parts of Medicare, including Part A. Once Medicare starts, HSA contributions must stop, though you can still use existing HSA funds.
Sources & further reading
  • CMS — Medicare Part D program rules (medicare.gov)

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

Part D drug lists change for 2027 — check your prescriptionsCall