Every date that matters

Five windows. Only two of them apply to any one person at any one time, and this page tells you which.

The Medicare calendar
Window When Who it is for
Initial Enrollment 7 months around your 65th birthday Everyone, once
Annual Enrollment October 15 to December 7 Anyone with Medicare Advantage or a drug plan
Advantage Open Enrollment January 1 to March 31 Only people in an Advantage plan on January 1
General Enrollment January 1 to March 31 People who missed their first window
Special Enrollment When your circumstances change Anyone that happens to
Medigap open enrollment 6 months from Part B starting at 65 Everyone, once, and it does not come back

What each window actually lets you do

Open the one you are in. Each has its own link, so you can send a window to someone who needs it.

The fall mail

Between late September and December 7, your mailbox fills up. Most of it is advertising. Two pieces are not, and they are the ones people throw away.

  • Your Annual Notice of Change. Arrives by the end of September from your current plan. It lists everything changing on January 1: the premium, the copays, the drug list, the network. Read the drug list and the network sections. Skip the rest.
  • Your employer’s creditable coverage letter, if you still have coverage from a job. It confirms your drug coverage is at least as good as Part D. Keep it. You may need it years from now to avoid a penalty.

Nobody from Medicare will knock on your door

Medicare does not cold-call, does not door-knock, and will never ask for your bank details over the phone. Neither will we. If someone pressures you to decide today, that is the tell.

A blue postal mailbox on a street corner in low winter sunlight.

Two clocks that are not the same length

This is the mistake we see most often, and it is entirely the system’s fault for being confusing. When employer coverage ends:

  • You have eight months to enroll in Part B without a penalty.
  • You have 63 days to pick up drug coverage without a penalty.

People hear “eight months” and relax, then collect a Part D penalty in month three. If your job coverage is ending, deal with the drug plan first, and call us the week you find out.

Not sure which window you are in?

Your birthday and one sentence about your current coverage is all we need. We will tell you your dates and what, if anything, is urgent.