Still Working at 65? Here’s When You Actually Need to Sign Up for Medicare

Are you still working past age 65 and wondering if you need to sign up for Medicare right now? Before you enroll, there are a few rules — especially around employer coverage, HSAs, and “creditable coverage” — that can cost you thousands if you get them wrong.

In this video, I break down exactly when you’re required to sign up for Medicare while still working, when you can safely delay it, and the penalty traps most people don’t find out about until it’s too late. No sales pitch — I’m just here to explain it in plain English so you can make the right call for your situation.

In this video, you’ll learn:

  • Whether you MUST enroll in Medicare Part A and Part B while still working
  • How employer group health coverage (20+ employees) affects your Medicare timing
  • The HSA + Medicare rule that catches so many people off guard
  • What “creditable coverage” means and why it matters for avoiding penalties
  • How to know your Special Enrollment Period window when you do retire

Every situation is a little different depending on your employer size, your state, and your coverage — so if you’re unsure, drop your situation in the comments and I’ll do my best to point you in the right direction.

📞 Have questions or want a no-pressure conversation about your specific situation?
🌐 medicareonvideo.com
📱 877-885-3484

Medicare On Video Logo

Get Your Free Medicare Quote

Invalid Date Format

Have more questions?

Medicare On Video Logo Icon dark
Privacy Overview

This website uses cookies so that we can provide you with the best user experience possible. Cookie information is stored in your browser and performs functions such as recognising you when you return to our website and helping our team to understand which sections of the website you find most interesting and useful.