You’re Retiring at 68—Did You Miss Your Medigap Enrollment Window?

If you’re planning to retire at 68 and just now exploring your Medicare options, you may be asking: Did I miss my Medigap enrollment window?

The good news is: not necessarily. While many people assume that Medicare enrollment, and the related supplemental coverage options like Medigap, are tied strictly to their 65th birthday, the rules are a bit more nuanced. Understanding how these rules apply to later retirees can help you avoid costly surprises.

Medigap Enrollment Depends on Your Part B Start Date, Not Your Age

Medigap, also known as Medicare Supplement Insurance, is designed to cover the “gaps” in Original Medicare, such as deductibles, copayments, and coinsurance. But to enroll in a Medigap plan, you must first be enrolled in Medicare Part B.

Here’s the key detail that many miss:

Your 6-month Medigap Open Enrollment Period begins the first month in which you turn 65 or older and in which you are enrolled in Medicare Part B. So, if you delayed enrolling in Part B because you had employer health coverage and are now retiring at 68, your Medigap enrollment window is just starting now, not three years ago.

During this 6-month window:

• You can’t be denied coverage due to pre-existing conditions.
• You’ll typically get the best rates available.
• You have guaranteed issue rights, meaning insurers can’t use medical underwriting.

Once this window closes, however, insurers can deny coverage or charge more based on your health history.

Why This Matters

According to the Kaiser Family Foundation, only 23% of Medicare beneficiaries choose Medigap policies. Many who delay retirement don’t realize they still qualify for guaranteed issue rights if they enroll in Part B later. Missing this window could mean facing higher costs, or worse — being denied coverage altogether.

Additional Considerations for Late Retirees

Missing your Medigap window doesn’t necessarily mean you’ve missed your opportunity. It just means the clock starts ticking the moment your Part B coverage begins. Being proactive now can save you thousands in out-of-pocket costs later.

If you’re retiring at 68 or later, make sure to:

• Enroll in Medicare Part B promptly after employer coverage ends.
• Start comparing Medigap policies as soon as your Part B start date is confirmed.
• Consider whether Medigap or a Medicare Advantage plan better suits your needs.
• Work with a licensed insurance advisor to weigh your options.

If you're retiring soon and unsure about your Medigap options, reach out to our team today. We'll walk you through the rules and help you make the best decision for your future.