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Enrollment

Turning 65 and Medicare

May 20, 2026

Your 7-month window

Turning 65 and Medicare — your calm timeline.

A short, plain timeline so you do not miss enrollment windows or trigger a permanent penalty.

Get free guidance — no pressure

Free, no obligation. We share useful next steps based on what you tell us.

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  • Not connected with the U.S. government or Medicare

When should I sign up for Medicare?

For most people, the safest move is to sign up during the 3 months before your 65th birthday month. If you are already getting Social Security, you are auto-enrolled in Parts A and B.

What if I am still working at 65?

If you have creditable employer coverage through active employment (yours or a spouse's), you can usually delay Part B and Part D without penalty. When that coverage ends, you get a Special Enrollment Period to sign up. Confirm your employer plan is creditable before delaying.

Do I have to choose Advantage or Supplement right at 65?

Yes — this is when many people lock in their starting path. Your one-time 6-month Medigap Open Enrollment Period begins the month you are 65 and enrolled in Part B. During that window you have guaranteed-issue rights for any Medigap plan in your state.

What happens if I miss my Initial Enrollment Period?

You may have to wait for the General Enrollment Period (January 1 – March 31 each year) and could owe a permanent Part B late-enrollment penalty for each 12-month period you went without coverage. A similar penalty applies to Part D.

Is Medicare free at 65?

Part A is premium-free for most people who paid Medicare taxes for 10+ years. Part B has a standard monthly premium (varies by year, higher at higher incomes). Part D and Advantage premiums vary by plan.

Your 7-month window

Your Medicare Initial Enrollment Period is 7 months: the 3 months before you turn 65, your birth month, and the 3 months after. Outside this window you may face a permanent Part B and Part D late penalty.

Step by step

1

About 6 months before 65

Check whether you are already on Social Security (auto-enroll situation).

2

4 months before

Decide whether to take Part B now or delay because of employer coverage.

3

3 months before

Enroll in Part A and Part B if needed. Decide between Advantage vs. Original + Medigap + Part D.

Get free guidance →