🎂

Your Situation

You're Turning 65 Soon — Here's What Happens With Medicare

Age 65 is when most Americans become eligible for Medicare. Some people are enrolled automatically; others have to sign up. Either way, you'll have important coverage decisions to make — and a limited window to make them.

Medicare Starts at 65 — But Not Always Automatically

Auto-enrolled if…

You're already collecting Social Security or Railroad Retirement benefits at least 4 months before you turn 65. Medicare will enroll you automatically in Parts A and B — your red, white & blue Medicare card will arrive in the mail about 3 months before your 65th birthday.

Must sign up if…

You're not yet collecting Social Security. You'll need to actively enroll through Social Security (ssa.gov, by phone, or at a local office) during your Initial Enrollment Period. Waiting too long can mean penalties.

Not sure when your Medicare starts? Use our Medicare Timeline tool — enter your date of birth and get a personalized enrollment schedule.

Your Initial Enrollment Period (IEP)

Your IEP is a 7-month window centered on your 65th birthday month:

3 months before

your birth month

Your birth month

3 months after

your birth month

Enroll during the first 3 months of your IEP and your coverage starts on the 1st of your birthday month (or the prior month if you were born on the 1st).

Enroll in your birthday month or after and coverage may be delayed by 1–3 months.

Miss your IEP entirely without creditable employer coverage, and you'll face a permanent 10% late enrollment penalty on your Part B premium for each 12-month period you could have had coverage but didn't — plus a Part D penalty if you go without drug coverage.

Exception: If you're still working and covered by employer insurance through a company with 20+ employees, you can delay Part B without penalty. Enroll when that coverage ends using a Special Enrollment Period.

The Big Decision: Medicare Advantage or Medicare Supplement?

Once you're enrolled in Parts A & B, you choose how to receive your benefits. This is the most important coverage decision most people make at 65.

⭐ Medicare Advantage (MAPD)

A private plan that replaces Original Medicare. Often $0 monthly premium. You use the plan's network and pay copays when you receive care. Usually includes drug coverage and extras like dental and vision.

🛡️ Medicare Supplement (Medigap)

A private policy that works alongside Original Medicare, covering most of the costs Medicare doesn't — deductibles, copays, coinsurance. Higher monthly premium, but maximum flexibility: any doctor or hospital in the US that accepts Medicare.

🧀 Wisconsin Medigap Timing Matters

At 65, Wisconsin gives you a guaranteed issue right — you can enroll in any Medigap plan regardless of your health history and insurers cannot deny you or charge you more. After this initial window, switching Medigap plans in Wisconsin typically requires medical underwriting, meaning you may not qualify. If Medigap is something you want, now is the time to enroll.

Compare Medicare Advantage vs. Medicare Supplement →

Don't Forget Part D — Prescription Drug Coverage

Part D is prescription drug coverage. If you choose a Medicare Advantage plan, drug coverage is almost always included. If you stay on Original Medicare (with or without a Supplement), you'll need to add a standalone Part D plan.

Even if you take few or no medications, enrolling in at least a low-cost Part D plan during your IEP protects you from a permanent late enrollment penalty — 1% of the national base premium per month you go without creditable coverage, added to your premium for as long as you have Part D.

Learn more about Part D drug coverage →

Ready to figure out your Medicare plan?

We compare all plans available in your Wisconsin county — at no cost to you.

Talk to an Agent