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Your Medicare Timeline

When you’re ready to explore Medicare, we’re ready to help.


Whether you're turning 65 in two months or two years, there are important steps you can take now to make the transition easier.

Start by getting the latest news delivered straight to your inbox. An easy way to stay informed on Medicare facts, updates, and important changes is to sign up for the free RetireMed newsletter. 

2+ years before turning 65

It’s never too soon to start thinking about the future. Two or more years before you’re Medicare eligible, you should ask yourself:

  • When am I eligible for Medicare?
  • When should I enroll in Medicare?
  • How will Medicare be affected by my health savings account (HSA)?
  • Who will help me with my health coverage decision before Medicare?

Gain the confidence and education you need to make an informed decision by watching or attending one of our webinarsNeed health coverage now? We’ve got you covered with individual health insurance plans.

12 months before turning 65

By now, you may have a better understanding of Medicare but there’s always more to consider. Here are some important steps to take now:

Learn more about Medicare basics and download your turning 65 Medicare checklist. 

6 months before turning 65

It’s time to take action. You’ll be eligible to enjoy Medicare benefits in six months.

Contact our advisor team to discuss your unique needs, plans for retirement or for working past 65, and other factors that will determine your specific next steps as they relate to Medicare and the enrollment process.

Call: 866.891.4283

Schedule a Call

3 months before turning 65

You can officially enroll in a Medicare plan to begin the month you turn 65. Call or schedule an appointment with an advisor.

Call: 866.891.4283

Schedule a Call

Working past 65

Retirement isn’t a requirement to enroll in Medicare. If you’re working past 65, you have many factors to consider as you decide on your health care coverage, including:

  • Do you need to take Medicare even though you’re still working?
  • Should you delay Medicare Part B?
  • How does Medicare work with your health savings account (HSA)?
  • How does Medicare work with your employer’s health insurance?
  • Can you be penalized for not taking Medicare at age 65?

Our advisors are here to help you answer these questions and more. We can even compare your employer coverage to Medicare to see which makes the most sense for you.

Call: 866.586.0071

Schedule a Call

Still want to learn more about Medicare?

Gain clarity about Medicare and topics important to you. Get instant access to information, answers, and guidance by subscribing to our newsletter or downloading your free 2024 complete guide to Medicare.