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Guide: New to Medicare

Turning 65? Here is your Medicare game plan

Your Medicare sign-up window opens three months before the month you turn 65. Miss it, and you can face late penalties that last for life.

Let's break it down into the dates, the decisions and the steps, in order.

Reviewed October 2026

Your Initial Enrollment Period

The Initial Enrollment Period lasts seven months: the three months before your 65th birthday month, your birthday month, and the three months after.

When your coverage starts depends on when you sign up. Sign up before your birthday month and coverage starts the first day of your birthday month. Sign up during your birthday month or later in the window, and coverage starts the first day of the next month.

If you already get Social Security benefits at least four months before you turn 65, you are enrolled in Part A and Part B automatically. Your card arrives in the mail about three months before your birthday.

Still working at 65?

If you have health coverage through your own or your spouse's current job, you may be able to delay Part B without a penalty. The rules depend on employer size:

  • 20 or more employees: your group plan pays first, and you can usually delay Part B. When the job or coverage ends, you get an eight-month Special Enrollment Period to sign up.
  • Fewer than 20 employees: Medicare usually pays first, so you likely need Part B at 65.

Two traps to watch. COBRA and retiree coverage do not count as current employment coverage for delaying Part B. And if you contribute to a Health Savings Account, stop contributions before Medicare starts, since Part A can backdate up to six months.

The big decision: how to fill the gaps

Original Medicare covers a lot but leaves you with deductibles, 20% coinsurance and no yearly cap. Most people pick one of two paths:

Your six-month Medigap Open Enrollment Period starts when you are 65 and enrolled in Part B. It is the only time most states guarantee you can buy a Medigap plan without health questions, so make this choice with care.

Common questions

Is Medicare enrollment automatic at 65?
Only if you already get Social Security or Railroad Retirement benefits at least four months before your birthday. Otherwise you sign up through Social Security.
What if my birthday is on the first of the month?
Medicare treats you as turning 65 the month before, so your window and start dates shift one month earlier.
Do I have to take Part A if I'm still working?
Part A is usually free, so most people take it. If you contribute to an HSA, talk with your employer first, since Part A ends your ability to contribute.

Talk it through with a licensed agent

Get a free review of your options based on your doctors, your drugs and your county. No cost and no obligation.