- When
- A 7-month window around the 65th birthday: 3 months before, the birthday month, 3 months after
- Automatic?
- Yes, if your parent already gets Social Security or Railroad Retirement benefits. Otherwise they must apply.
- Where
- ssa.gov, 1-800-772-1213, or a local Social Security office
- Part B premium (2026)
- $202.90 a month standard; $283 annual deductible
- Biggest risk
- Late penalties: 10% more on Part B for each full 12 months late, for life
The question usually comes up a few months before a parent's 65th birthday, sometimes in a panic: "Mom's still working, does she need Medicare?" or "Dad turned 65 in March and nobody signed him up." Medicare is generous once you're in, but getting in has a set of rules where small mistakes cost real money for years.
This guide is for the adult child helping out. It covers the timing, the actual sign-up steps, the 2026 costs, and the traps.
The basic timeline
Your parent's Initial Enrollment Period is seven months long:
- The 3 months before the month they turn 65
- The month they turn 65
- The 3 months after
If your parent signs up during the first three months, coverage starts the first day of the birthday month. If they sign up during the birthday month or later, coverage starts the first of the following month.
If your parent already gets Social Security (or Railroad Retirement) benefits, they'll be enrolled in Parts A and B automatically, and the card arrives by mail about three months before the birthday. They can choose to turn Part B down if they have qualifying work coverage, but they need to act on that.
If your parent isn't collecting Social Security yet, which is common now that full retirement age is 66 or 67, nothing happens automatically. They have to apply.
What each part does, and what it costs in 2026
| Part | What it covers | 2026 cost |
|---|---|---|
| A (hospital) | Inpatient hospital, skilled nursing after a hospital stay, hospice, some home health | Usually no premium. $1,736 deductible per benefit period. |
| B (medical) | Doctors, outpatient care, tests, equipment, preventive care | $202.90 a month standard premium; $283 yearly deductible; usually 20% coinsurance |
| D (drugs) | Prescription drugs, through private plans | Premium varies by plan. Out-of-pocket drug costs are capped at $2,100 for the year. |
| C (Medicare Advantage) | Private plans that replace A and B, usually including D | Varies by plan; your parent still pays the Part B premium |
Higher-income retirees pay more for Parts B and D (called IRMAA), based on their tax return from two years earlier. Lower-income parents may get help with these costs through Medicare Savings Programs and Extra Help.
How to sign up
- Apply online at ssa.gov. The online Medicare application takes about 10 to 15 minutes if your parent isn't applying for retirement benefits at the same time. You can help them fill it out, but they need to be the one who submits it, or authorize you.
- Or call Social Security at 1-800-772-1213. Ask for a phone appointment. Expect hold times; calling early in the morning or later in the week tends to be easier.
- Or visit a local Social Security office. Bring photo ID and, if your parent is delaying Part B because of work coverage, the employer forms.
- Pick drug coverage. If your parent is staying on Original Medicare, they'll also need a Part D drug plan (and often a Medigap supplement). If they choose Medicare Advantage, drug coverage is usually built in.
- Save every letter. The approval letter, the card and the plan confirmation will all be needed again.
The penalties, in plain numbers
Part B late penalty. For every full 12 months your parent could have had Part B but didn't (and didn't have qualifying coverage from current work), the premium goes up 10%, permanently. Two years late means paying 20% more every month for life.
Part D late penalty. If your parent goes 63 days or more without Part D or other "creditable" drug coverage after their enrollment window, a penalty is added to their drug premium: 1% of the national base premium for each month without coverage, also for life.
The waiting game. If your parent misses the window, the usual fix is the General Enrollment Period, January 1 to March 31 each year, with coverage starting the month after they sign up. The penalty still applies.
The COBRA trap COBRA and retiree health plans do not count as coverage from current employment. A parent who retires at 66, keeps COBRA, and skips Part B can end up with a gap in coverage and a lifetime penalty. If your parent is retiring after 65, sign up for Part B before employer coverage ends.
When it's fine to wait
Your parent can delay Part B without penalty if they (or their spouse) are still working and have group health coverage through that current job, at an employer large enough that Medicare pays second. When that coverage ends, they get an 8-month Special Enrollment Period to sign up. They'll need the employer to fill out a form confirming the coverage dates, so ask for it before the last day of work.
Your parent should also check with the employer's benefits office before turning down Part A. Contributing to a Health Savings Account (HSA) after enrolling in Part A isn't allowed, which matters for some people still working.
Medigap: the window nobody mentions
If your parent goes with Original Medicare, the best time to buy a Medigap (Medicare supplement) policy is the 6 months starting the month they're 65 and enrolled in Part B. During that window, insurers can't turn them down or charge more for health conditions. After it, in many states they can. That's a decision worth getting right the first time.
Every fall, check the plan
Medicare plans change every year. During Open Enrollment, October 15 to December 7, your parent can switch Medicare Advantage or Part D plans, with changes taking effect January 1. A free counselor at your parent's State Health Insurance Assistance Program can run the comparison. In Florida, that's SHINE.
What to have ready to apply
- Your parent's Social Security number and date of birth
- Birth certificate or other proof of age, if Social Security asks
- Proof of citizenship or lawful presence, if not born in the U.S.
- Employer health coverage information and the employer's completed form, if delaying Part B
- Current insurance cards
- A list of prescriptions and doctors, for choosing a plan
Photograph the new Medicare card front and back and store it, along with the approval letter, in a DokuDocs vault. Replacement cards take time, and doctors' offices always ask.
The paper trail matters If there's ever a dispute over a penalty or a coverage date, the proof is in the letters: the employer's coverage confirmation, the Social Security approval, the plan enrollment notice. Keep them together, in one place your parent and you can both reach.
Questions families ask
Does my parent need Part B if they're still working?
It depends on the employer. If the employer has 20 or more employees and your parent has group coverage through current work (their own or a spouse's), they can usually delay Part B without penalty. With fewer than 20 employees, Medicare usually pays first, and your parent typically needs Part B at 65. Ask the employer's benefits office in writing.
Does COBRA or retiree coverage let my parent delay Part B?
No. Neither counts as coverage based on current employment. People who rely on COBRA or retiree insurance and skip Part B are among the most common to end up with a lifetime penalty.
My parent's 65th birthday is on the 1st of the month. Does that change anything?
Yes. Medicare treats people born on the first of the month as turning 65 the month before, so the enrollment window and coverage dates shift a month earlier.
What's the difference between Original Medicare and Medicare Advantage?
Original Medicare (Parts A and B) lets your parent see any provider that takes Medicare, usually paired with a Medigap supplement and a Part D drug plan. Medicare Advantage (Part C) plans are run by private insurers, bundle drug coverage, and usually limit your parent to a network. A free SHIP counselor can compare them using your parent's doctors and prescriptions.
This guide explains public programs in plain language. It is not legal, medical or financial advice. Program rules, dollar amounts and phone numbers change, so confirm details with the agency before you apply. DokuDocs is not affiliated with any government agency.