Licensed, independent Medicare help. No cost to you, ever.
Turning 65

What to do, and when. In order.

Start six months before your birthday. Nothing here takes more than an afternoon, and most of it we do with you.

A woman marking her calendar at a kitchen counter
Medicare carriers we compare, including
Mutual of OmahaHumanaUnitedHealthcareAnthemWellcareCigna HealthcareBlue Cross Blue ShieldMutual of OmahaHumanaUnitedHealthcareAnthemWellcareCigna HealthcareBlue Cross Blue Shield
The timeline

Six months, six moves.

6 months outDecide
Write down your Part B start date (the first of your birthday month). Decide whether you are taking Part B now or delaying it for employer coverage from a company with 20 or more employees.
4 months outEnroll
Enroll in A and B at ssa.gov/medicare if you are not on Social Security yet. If you are, the card comes on its own. Make a list of your doctors and prescriptions.
3 months outChoose
Pick the path: Plan G or Medicare Advantage. This is the one that is hard to undo. Fifteen minutes with us settles it for most people.
2 months outCompare
Get Plan G priced from every company we represent in your ZIP code, or every Advantage plan if that is the fit. Pick a Part D plan from your prescription list.
1 month outApply
Submit the application and the Part D enrollment. Both start the same day as Part B. We do the paperwork.
Birthday monthCovered
Three cards arrive: Medicare, your plan, Part D. Carry all three. Call us if a bill ever looks wrong.
Every year afterReview
Oct 15 to Dec 7, re-check Part D. When your plan’s rate letter comes, ask us for a rate check. Same coverage, lower bill, if one exists.
Watch · 3 min

Your Initial Enrollment Period

Medicare’s own explainer (CMS) on the seven-month window around your 65th birthday and what happens if you miss it.

Still working at 65?

With group coverage from an employer of 20 or more employees, you can delay Part B with no penalty. When that coverage ends you get 8 months to enroll in Part B and a fresh 6-month Plan G window. Take Part A now anyway. For most people it’s free.

Take Part B on time if your coverage is:

  • From an employer with fewer than 20 employees
  • COBRA
  • Retiree coverage
  • A marketplace (ACA) plan

None of these count as active employer coverage. Delay and the Part B penalty is permanent.

The mistakes we see most.

Letting the six-month window close.

After it, most states let companies ask health questions before selling you Plan G.

Skipping Part D because you take nothing.

The late penalty is permanent. A low-cost plan avoids it for well under $20 a month.

Buying the first quote.

The same Plan G next door can be $50 less. Every company’s Plan G is identical by law.

0

Picking Advantage for the $0 premium alone.

Fine if it fits your doctors and your habits. Just know that getting Plan G later usually means health questions.

What to have handy when we talk.

That’s it. About 15 minutes.

Your Medicare card
or Part B date
Your doctors
Your prescriptions
Your current plan,
if any

Ready when you are.

1-800-790-4873

Licensed, independent Medicare help. No cost to you, ever.

Schedule a 15-minute call

Independent Medicare guidance for people turning 65 and anyone shopping their plan. Plan G and Medicare Advantage, nationwide.

Talk to us1-800-790-4873

Mon to Fri 9 to 12:30, 2 to 4 and 6 to 8 ET. Sat 10 to 3 ET

info@medsupsforme.com

MedSups For Me is a privately owned website and is not connected with or endorsed by the United States government or the federal Medicare program. We are an independent insurance agency licensed to sell Medicare Supplement (Medigap) insurance and Medicare Advantage plans. We do not offer every plan available in your area. Any information we provide is limited to those plans we do offer in your area. Please contact Medicare.gov, 1-800-MEDICARE, or your local State Health Insurance Assistance Program to get information on all of your options.

© 2026 MedSups For Me. All rights reserved. Licensed insurance agency.Figures reflect the latest amounts published by CMS for 2026 and 2027.