Matt Feret Academy

Medicare and Still Working? Here’s What You Need to Know

Turning 65 used to mean retirement and automatic Medicare enrollment. Not anymore.

Whether you love your job, need the income, or aren’t ready to retire, your Medicare timing gets complicated once you keep working past 65.

And most of the advice out there? It doesn’t fit your situation.

This course explains exactly what to do - and when - to protect your coverage, avoid penalties, and make a smart Medicare move while you’re still working (or your spouse is).

What You’ll Learn

By the end of this course, you’ll know how to:

• Understand when you must enroll in Medicare at 65 - and when you can delay it
• Navigate the Social Security Administration’s rules for deferring Medicare
• Avoid IRS penalties tied to HSA contributions and Part A
• Determine if your employer coverage is creditable for Medicare Parts B and D
• Handle COBRA, spouse coverage, and the real impact of your decisions
• Compare real monthly costs between your employer plan and Medicare
• Avoid the most common and costly mistakes people make when working past 65

This Course Is for You If...

• You’re 64, 65, or older and still working full-time
• You’re on your employer’s health plan - or your spouse’s - and wondering what to do
• You want to keep contributing to your HSA after 65
• You’re planning your Medicare transition in the next 6–12 months

You’ve heard different advice from HR, friends, and call centers - and want clarity

Why It Matters

Choosing the wrong Medicare path while you’re still working can create real, lasting problems:

• Lifetime penalties for Part B or Part D
• IRS fines for HSA violations
• Gaps in coverage for you or your spouse
• Expensive mistakes your HR team might not even know about

This course helps you prevent those mistakes - before they happen.

What’s Included

• 9 video modules (short, clear, and easy to follow)
• Downloadable Working Past 65 Checklist
• Step-by-step enrollment guidance
• Real-world examples from inside the Medicare system
• Optional next steps if you want to talk through your situation

Enroll Now

Working past 65 changes the Medicare playbook. This course shows you how to make the smart move - on your timeline, with confidence.