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Turning 65? Here is exactly what to do, and when.

Medicare gives you a seven-month window around your birthday. Use it right and you avoid penalties for life. This is the order we walk our own clients through.

Couple in their sixties embracing by a window

Your timeline

Your Initial Enrollment Period runs from three months before your birthday month through three months after.

  1. Six months before: figure out your situation

    Are you retiring, still working with employer coverage, or on a spouse's plan? This decides whether you take Part B now or delay it. If your employer has fewer than 20 employees, Medicare usually becomes primary and you should not delay.

  2. Three months before: enroll in Parts A and B

    Sign up at ssa.gov or your local Social Security office. If you already receive Social Security, you are enrolled automatically and your card arrives in the mail. Part A is premium-free for most people. Part B has a monthly premium that comes out of your Social Security check.

  3. Two months before: choose your path

    Medicare Advantage or Medicare Supplement plus Part D. We compare your doctors, prescriptions and budget against both. This is the decision that shapes your costs for years, and it is the one people most regret rushing.

  4. One month before: enroll in your plan

    Coverage starts the first day of your birthday month if you enroll before it. Enroll during or after your birthday month and coverage starts later.

  5. Birthday month: check your cards

    You should have your red, white and blue Medicare card and your plan's ID card. Confirm your doctor's office has both on file.

  6. Every fall: review

    Plans change every year. We review yours each October before AEP, at no cost, so you never end up in a plan that stopped fitting you.

Prefer to watch instead of read? Our Medicare 101 series covers all of this in twelve short videos.

Watch Medicare 101

The one-page Turning 65 checklist

Every date, every document and every question to ask, on one printable page. We email it to you along with a reminder before each of your deadlines.

  • Enrollment dates calculated from your birthday
  • What to bring to Social Security
  • Questions to ask your HR department if you are still working
  • How to compare Medicare Advantage and Supplement plans

Send me the checklist

We will email the checklist and set reminders for your enrollment windows.

Required disclosure. We do not offer every plan available in your area. Currently we represent [X] organizations which offer [Y] products in your area. Please contact Medicare.gov or 1-800-MEDICARE to get information on all of your options.

Not connected with or endorsed by the United States government or the federal Medicare program. Plan availability, premiums and benefits vary by county and change each year. Enrollment in a plan depends on contract renewal.

Turning 65 in the next year? Book a call and we handle the whole process with you.

Call or text and a licensed agent walks through what you have and what you might be missing. Monday to Friday, 9 to 4 Central, with help in English, Spanish and Tagalog.

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