When Do I Sign Up For Medicare?When To Sign Up For Medicare, And What Happens If You Wait.

The month you apply decides when coverage starts, what you pay for Part B for years to come and whether a Medigap insurer can price in your health.

The Short Answer

Most people sign up for Medicare during a seven-month Initial Enrollment Period. It starts three months before the month you turn 65, includes your birthday month and ends three months after it. Sign up before your birthday month and coverage can start on the first day of that month.

Source: Medicare.gov

Three Numbers Behind The Deadline

10%
Added to your Part B premium for each full 12-month period you could have signed up and didn’t.
$202.90
The standard monthly Part B premium in 2026. Higher incomes pay more.
Jan 1 – Mar 31
The General Enrollment Period if you miss your first window. Coverage starts the month after you sign up.

Your First Window

Seven Months, And When Each One Starts Your Coverage

Coverage always starts on the first of a month. Which month depends on when in the window you apply for Part B.

  1. 3 Months BeforeStarts Birthday Month
  2. 2 Months BeforeStarts Birthday Month
  3. 1 Month BeforeStarts Birthday Month
  4. Birthday MonthStarts Next Month
  5. 1 Month AfterStarts Next Month
  6. 2 Months AfterStarts Next Month
  7. 3 Months AfterStarts Next Month

Apply Early, Start On Time

Any application in the three months before your birthday month starts Part B on the first day of the month you turn 65.

Apply Late, Start A Month Later

From your birthday month on, coverage begins the month after you apply, so each later month leaves a gap.

Do I Have To Sign Up For Medicare, Or Is It Automatic?

It depends on Social Security. If you start Social Security benefits at least four months before you turn 65, Medicare.gov says you get Part A and Part B automatically, and your Medicare card arrives about three months before coverage starts.

If you haven’t claimed Social Security yet, you sign up yourself through Social Security, and Medicare.gov calls applying online the easiest and fastest way. The two programs no longer start together: full retirement age is 67 for anyone born in 1960 or later, so many people reach 65 with no Social Security check and no automatic Medicare. Read when to claim Social Security for that side of the timing.

When Does My Medicare Coverage Actually Start?

Medicare coverage always starts on the first of a month, and the month depends on when you sign up. Sign up in any of the three months before your birthday month and Part B starts the month you turn 65. Sign up in your birthday month or the three months after it and coverage starts the following month.

Say you turn 65 in June. Apply in March, April or May and you are covered June 1. Apply in July and coverage begins August 1, which leaves June and July without Part B. If your current health coverage ends at 65, that gap is real money, so it pays to start the paperwork early in the window.

What If I Miss My Initial Enrollment Period?

You wait for the General Enrollment Period, January 1 to March 31 each year, and coverage starts the month after you sign up. Unless you qualify for a Special Enrollment Period, a late enrollment penalty follows you.

For Part B, Medicare adds 10% to your premium for each full 12-month period you could have signed up and didn’t, usually for as long as you have Part B. In Medicare.gov’s own example, waiting two full years means a 20% penalty, which turns the 2026 standard premium of $202.90 into $243.50 a month. Part D has a separate penalty: 1% of the national base beneficiary premium ($38.99 in 2026) for each month you went without creditable drug coverage, added for as long as you have Medicare drug coverage.

Can I Delay Medicare If I’m Still Working?

Often, yes. If you or your spouse are still working and covered by that employer’s group health plan, you may be able to wait on Part B without a penalty, then sign up during an 8-month Special Enrollment Period that ends 8 months after the job or the group coverage ends, whichever happens first.

The details decide it. Employer size matters, and COBRA and retiree coverage don’t count as coverage from a current job. Working past 65 and Medicare walks through each case, including what happens to a Health Savings Account.

Why Does My Sign-Up Date Matter For Medigap?

Your Part B start date also starts a clock most people never hear about. Medicare.gov describes a one-time, 6-month Medigap Open Enrollment Period that begins the first month you have Part B and are 65 or older. During it, an insurance company can’t refuse to sell you any Medigap policy it offers and can’t charge you more for pre-existing health problems.

Once it ends, an insurer can deny you a policy if you don’t meet its medical underwriting requirements. So the date you choose for Part B deserves the same care as the plan you choose. If you lean toward Medicare Advantage instead, you can join a plan during the same seven-month window. Medicare Advantage vs. Medigap compares the two paths.

What Should I Do In The Months Before I Turn 65?

A little preparation turns the seven-month window into a calm decision. Start about four months before your birthday month, just before the window opens. Maartin can walk through the dates with you by phone, by Zoom or at his Riverside office.

  • Check whether Social Security will enroll you automatically or whether you need to apply.
  • If you have job-based coverage, ask the benefits office how it works with Medicare.
  • List your doctors, your prescriptions and the pharmacy you use.
  • Choose between Original Medicare with a Medigap policy and a drug plan, or a Medicare Advantage plan.
  • Apply early enough for coverage to start on the first day of your birthday month.

Next Step

Talk It Through

A private conversation with Maartin about how this fits your own plan. In person on Arlington Avenue, by Zoom or by phone.

Book A Medicare Review Or call 951.774.0866

Questions

Common Questions

Maartin Rossouw
Can I sign up for Medicare online?

Yes. Medicare.gov says applying online at Social Security is the easiest and fastest way, using a my Social Security account. If you or your spouse worked for a railroad, you contact the Railroad Retirement Board at 1-877-772-5772 instead.

Do I have to pay a premium for Part A?

Most people pay $0 for Part A because they or a spouse paid Medicare taxes long enough while working, generally at least 10 years. If you don’t qualify, Medicare.gov lists 2026 premiums of $311 or $565 a month, depending on how long you or your spouse worked and paid Medicare taxes.

Is the Part B late enrollment penalty really for life?

For most people, yes. Medicare.gov says late enrollment penalties are usually charged for as long as you have that type of coverage. You generally avoid the Part B penalty if you qualify for a Special Enrollment Period, such as one based on coverage from a current job.

What if my birthday is on the first of the month?

Medicare.gov notes that if your birthday falls on the first of the month, premium-free Part A starts the month before you turn 65. Social Security can confirm the exact dates of your window before you apply.

Can Maartin enroll me in a Medicare plan?

Part A and Part B come through Social Security. For a Medicare Advantage, Medigap or drug plan, California enrollment happens directly with the insurance company. Maartin compares the plans he represents with you, then walks you through the carrier’s enrollment.

Is there free Medicare help in California?

Yes. HICAP, the Health Insurance Counseling and Advocacy Program, offers free counseling on health insurance questions at 1-800-434-0222, and Medicare answers questions at 1-800-MEDICARE (800-633-4227).

Sources
  1. Initial Enrollment Period lasts 7 months, from 3 months before to 3 months after the month you turn 65
  2. Automatic Medicare if Social Security benefits start at least 4 months before 65; card mailed 3 months before coverage starts
  3. Full retirement age is 67 for those born in 1960 or later
  4. Part B penalty is 10% per full 12-month period; 2-year example is 20% and $243.50 in 2026; standard premium $202.90
  5. Medigap Open Enrollment: one-time 6 months from first month with Part B at 65+; no refusal, no extra charge for pre-existing problems; underwriting afterward
  6. You can join a Medicare Advantage plan during the Initial Enrollment Period with Part A and Part B
  7. Part A is $0 for most people (generally 10 years of Medicare taxes); otherwise $311 or $565 a month in 2026
  8. HICAP free counseling at 1-800-434-0222
  9. 1-800-MEDICARE number

Medicare Disclaimer

We do not offer every plan available in your area. Currently we represent 6 organizations which offer 87 products in your area. Please contact Medicare.gov, 1-800-MEDICARE, or your local State Health Insurance Program (SHIP) to get information on all of your options. Not affiliated with or endorsed by the U.S. government or the federal Medicare program.

Please Note

Education, not advice. MJR Financial & Insurance Services does not give tax, legal or Social Security advice; please consult your own professionals.

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