Most people qualify for Medicare when they turn 65, but individuals under 65 may also be eligible if they have a qualifying disability or end-stage renal disease (ESRD). Part A is free if you or your spouse paid into Social Security for at least 10 years through employment.
Some people are automatically enrolled in Part A if they are already receiving Social Security benefits, while others must sign up during their designated enrollment period.
Learn more at ssa.gov.
When should I enroll in Medicare?
This is a personal decision based upon age, disability status, and other individual factors. Microsoft can’t advise you on your personal Medicare decisions, or provide legal, tax, or Medicare enrollment advice. But we do encourage you to start researching your healthcare options early, particularly if you’ve considered or made the decision to retire or otherwise leave Microsoft.
Enrollment Periods
Initial Enrollment Period
Your Initial Enrollment Period (IEP) is unique to your birthday. You have a 7-month window to sign up for Medicare, which typically begins 3 months before the month you turn 65 and ends 3 months after the month you turn 65 (or if your birthday is on the first of the month, begins 4 months before and ends 2 months after the month you turn 65). If you sign up before your birthday month, your coverage will start on the first day of the month you turn 65. If you sign up during your birthday month or thereafter, your coverage will start on the first day of the month after you sign up.


General Enrollment Period
If you don’t enroll during your IEP (or a Special Enrollment Period), you can enroll in Part A, Part B, or both during the General Enrollment Period (GEP), which runs from January through March each year. Your coverage will start the first day of the month after you sign up, and you can be charged a financial penalty for late enrollment, which will be added to all of your Part B premiums for life. You may also choose to join a Medicare Advantage plan (Part C), a Medicare Supplement (Medigap) plan, and/or a prescription drug plan (Part D) during specified enrollment windows.
Special Enrollment Period
If you don’t sign up for Part B when you’re first eligible because you (or your spouse) have coverage through current employment, you may qualify for a Special Enrollment Period (SEP) when your (or your spouse’s) employment or coverage ends, and avoid late enrollment financial penalties. You can sign up for Part B while you’re still enrolled in that other coverage, or during an 8-month window that begins the month after the employment or other coverage ends (whichever happens first). Your coverage generally starts the first day after the month you sign up, although special timing rules can apply in some cases. You may also qualify for enrollment periods to join a Medicare Advantage plan (Part C), Medicare Supplement (Medigap) plan, and/or a prescription drug plan (Part D). For Medicare Advantage (Part C) and prescription drug (Part D) plans, you generally have up to two full months after the end of your coverage to enroll, if you are eligible. Medicare Supplement (Medigap) plans follow different rules and generally don’t have the same special enrollment period timelines.
