Navigating Medicare at 65: Eligibility, Enrollment, and Choosing the Right Plan

Turning 65 is a milestone—not just in life, but in healthcare. I often meet people who are surprised by how complex Medicare can be. That’s why I’m here: to simplify your Medicare journey and help you make the best choices for your health and your wallet. Whether you’re nearing retirement, still working, or caring for a loved one, understanding how Medicare works is critical. Let’s walk through the essentials.
Who’s Eligible for Medicare at 65?
Most people become eligible for Medicare when they turn 65—but eligibility hinges on one key requirement: 40 quarters (or 10 years) of work history with contributions to Medicare. If you’ve worked enough, you’ll qualify automatically. But what if you stayed home to raise a family or served as a caregiver?
In those cases, you may be able to qualify using your spouse’s—or even ex-spouse’s—work history. The rules are specific: you must be married to your current spouse for at least one year or to your ex-spouse for at least 10 years. If you’re divorced, you must also remain unmarried before age 60 to qualify under their record. These small details can have a huge impact on your eligibility and what you pay.
What If You Don’t Have 40 Quarters?
Here’s the breakdown:
- If you have 30–39 quarters, Medicare Part A will cost you $285/month in 2025.
- Less than 30 quarters? You’ll pay $518/month.
My advice? If you’re close to the 40-quarter mark, keep working part-time. In 2025, you’ll get credit for one quarter for every $1,810 you earn—so it’s very doable!
When and How to Enroll in Medicare
Your Initial Enrollment Period (IEP) starts three months before your 65th birthday, includes your birthday month, and extends three months after. If you sign up early, your coverage starts on the first day of your birthday month. Enroll later, and your start date could be delayed.
Still working? You may qualify for a Special Enrollment Period (SEP) when you retire or lose employer health insurance. But remember: COBRA doesn’t count as credible coverage, so don’t rely on it to delay Medicare. You’ll need to complete forms L564 (for employer verification) and CMS 40B (to apply for Medicare Part B).
Working Past 65? Know Your Options
If you’re still employed and have coverage through a company with 20+ employees, you might not need to enroll in Medicare right away. But be careful—if you have a Health Savings Account (HSA), enrolling in Medicare Part A will disqualify you from making further HSA contributions. That’s why I often recommend reviewing your employer’s coverage against Medicare. Consider factors like premiums, co-pays, deductibles, and your out-of-pocket maximums. Sometimes, Medicare is the better deal!
Medicare Supplement vs. Medicare Advantage: Which Should You Choose?
Here’s a breakdown of the two main Medicare paths:
Supplement Plans
- Use any doctor that accepts Medicare
- Nationwide coverage—great for travelers
- No referrals needed
- Consistent costs: around $150–$180/month + $257 annual Part B deductible
- Lifetime coverage as long as premiums are paid
Advantage Plans
- Lower or $0 monthly premiums
- Local network restrictions
- May require referrals or prior authorizations
- Plans vary by zip code and can change when you move
- Higher potential costs during major medical events
In short: Supplement plans offer predictability and freedom. Advantage plans may fit a tighter budget but require more careful planning. Think about your travel habits, medical needs, and finances before choosing.
Need Help? You’re Not Alone
Every Medicare journey is unique, and I’m here to guide you through it. At MedicareSchool.com, we provide personalized advice to help you understand when to enroll and which plan works best for you.
Don’t wait until the last minute—Medicare is too important to wing it. Get the facts, plan ahead, and make confident choices for your future.