The Medicare Deadline Nobody Tells You About: What to Do Before You Turn 65
Turning 65 triggers a critical seven-month enrollment window for Medicare, and missing it can result in lifetime penalties of approximately 10% per year on your Part B premium. The 2025 Inflation Reduction Act caps prescription drug costs at $2,000 annually and eliminates the coverage gap, making timely enrollment more valuable than ever.
John G T Slater, Jr
Managing Member

Turning 65: Your Essential Guide to Medicare Enrollment
Turning 65 marks a significant milestone in your healthcare journey—it's time to navigate Medicare enrollment. Understanding the basics now can save you from costly penalties and coverage gaps later.

The Critical Seven-Month Window
Your Initial Enrollment Period spans seven months: three months before your 65th birthday, your birthday month, and three months after. This timing matters tremendously. Missing this window can result in lifetime penalties of approximately 10% on your Part B premium for every year you delay.
If you're already receiving Social Security benefits, you'll be automatically enrolled in Parts A and B, with Part A coverage beginning up to six months before the month you apply. Otherwise, you'll need to contact Social Security to enroll.
Understanding the Four Parts
Medicare consists of four distinct parts. Part A covers hospital insurance including inpatient care, limited skilled nursing facility care, hospice, and home health care. Nearly 99% of Medicare enrollees pay no monthly premium for Part A if they worked approximately 10 years during their lifetime. Those who don't qualify can purchase Part A for either $285 or $518 monthly in 2025, depending on work history.

Part B covers medical insurance including services from doctors and other healthcare providers, with a monthly premium of $185 in 2025. You'll also pay a deductible of $257.
Part C, or Medicare Advantage, offers an alternative way to receive Medicare benefits through private insurers. Part D prescription drug coverage is optional and offered through private companies approved by Medicare.
The Game-Changing 2025 Prescription Drug Reforms
Thanks to the Inflation Reduction Act, all people enrolled in Part D now have their annual out-of-pocket prescription drug costs capped at $2,000. This represents a major shift from previous years. The infamous Medicare Part D coverage gap, commonly known as the "donut hole," is now eliminated.
If you delay Part D enrollment without other creditable prescription drug coverage, you'll pay a permanent penalty calculated as 1% of the national base beneficiary premium ($36.78 in 2025) times the number of uncovered months. Even if you don't currently take many medications, consider enrolling in a low-premium plan to avoid future penalties.
Special Circumstances
If you're already covered through an employer group health plan when you turn 65, you may be able to delay Part B enrollment without penalties. However, this requires careful coordination to avoid gaps. Check with your employer AND with the medicare.gov site.
One important consideration: Contributing to a Health Savings Account after your Medicare coverage begins may result in additional taxes.
What's Next
Once enrolled in Medicare, you can make annual changes during Open Enrollment from October 15 through December 7, with changes effective the following January 1. This gives you ongoing flexibility to adjust your coverage as your needs evolve.
The key to successful Medicare enrollment is taking action during your Initial Enrollment Period. Mark your calendar, understand your options, and don't hesitate to seek guidance from Medicare counselors or the State Health Insurance Assistance Program (SHIP) in your area.
Sources:
Social Security Administration - "When to sign up for Medicare"
Medicare.gov - "Joining a plan"
Mass Retirees - "Turning 65 and Medicare Enrollment"
Healthline - "Medicare Open Enrollment Period for 2025"
Union Rayo - "Medicare coverage dates 2025"
KFF - "I am turning 65 next year. When can I sign up for Medicare?"
Medicare.gov - "Open Enrollment"
Medicare.gov - "How much does Medicare drug coverage cost?"
CMS - "Medicare Part D Bid Information 2025"
PAN Foundation - "Everything you need to know about Medicare reforms"
NCOA - "Who pays what for Medicare Part D in 2025"
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