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🩺 Medicare: the parts, the deadlines, the penalties

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🎯 In 30 seconds: Medicare starts at 65 and has firm sign-up windows. Miss them without other qualifying coverage and the penalties can last as long as you have the coverage. Learn the parts, mark your Initial Enrollment Period, find out whether your employer’s plan pays first, and use the free plan finder and a free SHIP counselor.

The parts in one table

PartCovers2026 cost basics
AHospital stays, skilled nursing, hospiceUsually no premium after about 10 years of Medicare taxes; $1,736 deductible per benefit period
BDoctors, outpatient care, tests, equipment$202.90 a month standard premium (more at higher incomes); $283 yearly deductible
C (Medicare Advantage)Private plans that replace A and B, usually with drug coverageVaries by plan; you still pay the Part B premium
DPrescription drugsVaries by plan
MedigapPrivate supplement that pays some costs Original Medicare leavesVaries; works only with Original Medicare

The core choice: Original Medicare (A and B) plus a Part D plan and possibly Medigap, or a Medicare Advantage plan. It is illegal to sell you a Medigap policy while you are in Medicare Advantage.

Signing up around 65

  • Your Initial Enrollment Period lasts 7 months: 3 months before the month you turn 65, that month, and 3 months after.
  • Coverage always starts on the first of a month. Signing up in the months before your birthday month avoids a gap.
  • Each year, Open Enrollment runs October 15 to December 7, when you can switch between Original Medicare and Medicare Advantage or change drug plans; changes start January 1.

Still working at 65

Who pays first depends on the size of your (or your spouse’s) current employer:

Employer has 20 or more employeesThe employer plan pays first; many people delay Part B without penalty
Fewer than 20 employeesMedicare pays first; delaying Part B can leave large bills unpaid

When the job or the coverage ends, a Special Enrollment Period lets you sign up for Part B without penalty within 8 months. COBRA and retiree coverage do not count as current-employment coverage, so the 8-month clock runs even while you are on COBRA. Ask the employer’s benefits office in writing how its plan works with Medicare.

Late penalties, worked through

  • Part B: 10% added to the premium for each full 12 months you could have had Part B and did not, generally for as long as you have Part B.
  • Part D: 1% of the national base beneficiary premium ($38.99 in 2026) for each month you went without creditable drug coverage after your Initial Enrollment Period, once the gap is 63 days or more.
Part B delayed 2 full years without a Special Enrollment Period20% penalty: $243.50 a month instead of $202.90 in 2026
Extra cost over a yearabout $487, and it repeats every year
Part D: 14 months without creditable coverage14% × $38.99 ≈ $5.46 a month on top of the plan premium
COBRA is not a reason to wait
People who leave a job at 66 and take COBRA often assume they can delay Part B. They cannot: COBRA does not count, and the 8-month Special Enrollment Period clock starts when the job ends.

Medigap: the one-time window

Your Medigap Open Enrollment Period is the 6 months starting the first month you are 65 or older and enrolled in Part B. During it, insurers must sell you any Medigap policy they offer without charging more for health conditions. Outside it there is no general federal guarantee, so switching from Medicare Advantage back to Original Medicare later may leave you unable to buy Medigap at a normal price.

Choosing a plan and free help

  1. List your doctors, hospitals and prescriptions with doses.
  2. Use the Medicare.gov Plan Finder to compare drug plans and Medicare Advantage plans on total yearly cost, not just the premium.
  3. Book a free, unbiased session with your State Health Insurance Assistance Program (SHIP). SHIP counselors do not sell insurance.
  4. Repeat the check every fall in Open Enrollment, because plan drug lists and networks change yearly.

For how Medicare fits the rest of retirement, see the roadmap by decade.

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