Enrollment Windows
When Can You Actually Enroll?

Timing is everything with Medicare. Miss the wrong window and you could pay a penalty for as long as you have coverage. Even worse, you could miss out on the chance to get a Medigap plan with guaranteed acceptance, no health screening required!

Swipe left or right to view the full table.
Window When It Happens What It's For
Initial Enrollment Period 7 months around your 65th birthday
(3 months before, your birthday month, 3 months after)
Your first chance to sign up for Medicare Parts A and B
Medigap Open Enrollment The 6 months right after your Part B coverage starts, as long as you're 65 or older Your key guaranteed window to buy a Medigap plan without medical underwriting
Annual Enrollment Period (AEP) October 15 through December 7, every year Switch, join, or drop a Medicare Advantage or Part D plan for the following year
General Enrollment Period January 1 through March 31 A catch-up window if you missed your Initial Enrollment Period
Special Enrollment Period Available after certain qualifying life events, such as losing employer coverage or moving Enroll outside the normal windows when you qualify for a Special Enrollment Period

Why Timing Matters

  • Miss your Part B enrollment without other creditable coverage, and the penalty gets added to your premium for as long as you have Medicare. It doesn't go away.
    Not ever.
  • The Medigap Open Enrollment window is the one people miss most often, because nobody tells them it exists! Once it closes, getting a Medigap plan can mean medical underwriting, and a carrier can turn you down.
  • This is exactly the kind of timing I keep track of so you don't have to. Let's map out your dates before anything sneaks up on you!

Not Sure What Your Dates Are?

That's exactly what I'm here for.
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1
Tell Me Where You Are
Turning 65? Still working? Already enrolled? We'll start there.
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2
We'll Find Your Dates
I'll help you identify the enrollment windows that apply to your situation.
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3
Understand Your Options
We'll walk through what you can do, what can wait, and what deadlines matter.
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4
Make a Plan
You'll know what comes next—and when.

Don't know which enrollment window applies to you?

You don't have to figure it out alone. Tell me where you are, and we'll work through the timing together.