Home › Money guides › Medicare Enrollment

Medicare Enrollment

When to sign up for Medicare, what counts for a special enrollment period, how the Part B and Part D penalties are figured, and a calculator.

Updated November 4, 2026. Free, no sign-up; everything runs in your browser and nothing you type is stored.

Medicare enrollment late penalty calculator (2026)

Extra cost
–
–Part B penalty
–Part D penalty

When to sign up for Medicare

COBRA and retiree coverage don't count as current employment coverage: they don't give you a Special Enrollment Period, so sign up for Part B on time even if you take COBRA.

Late penalties

Part B: 10% of the standard premium for each full 12-month period you could have had it, for as long as you have Part B. Medicare's example: 2 years late = 20%, or $40.58 a month on top of the $202.90 premium in 2026. Part D: 1% of the national base premium ($38.99 in 2026) times the months you went without creditable drug coverage (63+ days in a row), also for life. Part A, if you must buy it, costs 10% more for twice the years you delayed. See Medicare D for drug costs.

Common questions

When should I sign up for Medicare?

During your 7-month initial window around your 65th birthday, unless you have large-employer coverage from current work.

Does COBRA delay the Part B penalty?

No, COBRA doesn't give you a Special Enrollment Period.

How much is the Part B late penalty?

10% for each full 12 months you were late, for life.

Sources

More retirement calculators: Mega Backdoor Roth

Related

General information, not financial, tax or legal advice. Check important numbers with the official source before acting on them.