➤ When should I enroll in Medicare?
Most people should enroll during their Initial Enrollment Period, the seven months around their 65th birthday month. Signing up in the first three months means coverage starts on the first day of your birthday month, with no gap.
➤ Am I enrolled in Medicare automatically?
Yes, if you already receive Social Security or Railroad Retirement benefits when you turn 65, or after 24 months of disability benefits. Your Medicare card arrives in the mail. Otherwise, you must apply through Social Security.
➤ Can I delay Medicare if I am still working?
If you or your spouse has group coverage from current employment, you can usually delay Part B without penalty. Many people still take premium-free Part A. Ask your employer how its plan works with Medicare first.
➤ What happens if I enroll late?
You may owe a Part B penalty of 10% for each full 12-month period you went without it, usually for life, and a Part D penalty for months without creditable drug coverage. You may also face gaps in coverage.
➤ When should I enroll if my employer coverage ends?
Sign up for Part B within eight months after your employment or group coverage ends, whichever comes first. It is safest to enroll before coverage ends so there is no gap. COBRA does not extend this window.
➤ Can I get Medicare before 65?
Yes, if you have received Social Security disability benefits for 24 months, have ALS, or have end-stage renal disease. Each has its own rules for when coverage starts. Social Security can confirm your dates. Coverage for people with ALS starts sooner than for other disabilities.
➤ When should I buy Medigap?
Plan to buy Medigap during your six-month Medigap Open Enrollment Period, which starts when you are 65 or older and enrolled in Part B. During it, insurers cannot deny you or charge more for health conditions.
➤ When should I join a Part D plan?
Join when you first get Medicare, during your Initial Enrollment Period, unless you have creditable drug coverage. Going 63 days or more without coverage can mean a lifelong penalty of 1% of $41.33 per uncovered month for 2027.
➤ Does enrolling in Medicare affect a health savings account?
Yes. Once Medicare coverage starts, including premium-free Part A, you can no longer contribute to a health savings account. Part A can be backdated, so stop contributions ahead of time and ask a tax advisor.
➤ Who can help me decide when to enroll?
Social Security can confirm eligibility and dates, your State Health Insurance Assistance Program (SHIP) offers free counseling on timing, and a licensed agent can help you plan Medigap, Part D or Medicare Advantage. Ask before your 65th birthday month.