Whether you're transitioning from employer health insurance or exploring Medicare for the first time, you're likely to have questions. Here's a breakdown of 10 common Medicare questions that will help you understand the basics and make informed decisions.


To help you navigate these options and find the best plan for your needs, we’ve teamed up with Chapter to provide personalized, 1-1 guidance.


10 FAQs for Soon-to-Be Retirees

1. When Am I Eligible for Medicare?

You’re eligible for Medicare at age 65, but if you’re younger and receive Social Security Disability Insurance (SSDI), you may qualify earlier. For most, eligibility starts three months before your 65th birthday and continues for seven months total—known as your Initial Enrollment Period.

2. Do I Have to Enroll in Medicare If I’m Still Working?

If you’re still employed and covered by your employer's health insurance, you may not need to enroll right away. However, if your employer has fewer than 20 employees, you may need to enroll in Medicare to avoid penalties. Always check with your benefits administrator to understand how Medicare works with your current coverage. Learn more about working past 65.

3. What Are the Different Parts of Medicare?

Medicare has four parts:

  • Part A covers hospital care.
  • Part B covers outpatient medical services like doctor visits.
  • Part C (Medicare Advantage) is an all-in-one plan offered by private insurers that includes Parts A and B, and often extras like vision and dental.
  • Part D covers prescription drugs.

Understanding these parts will help you choose the right coverage. Learn more about the different parts of Medicare.

4. How Much Will Medicare Cost Me?

Costs vary depending on the parts you choose:

  • Part A: Typically $0. Most people don’t pay a premium if they or their spouse paid Medicare taxes while working.
  • Part B: In 2024, the standard premium is $174.70 per month, but it can be higher based on your income.
  • Part C: Premiums vary by plan and provider. On average, $18.50, in 2024.
  • Part D: Premiums vary by plan and provider. On average, $55.50, in 2024

Learn more about Medicare costs.

5. What Is the Difference Between Original Medicare and Medicare Advantage?

Original Medicare consists of Parts A and B and offers coverage directly from the federal government. Medicare Advantage, on the other hand, is a private plan that bundles Medicare Parts A, B, and usually D, often with additional benefits like dental or vision. Medicare Advantage often has network restrictions, while Original Medicare allows you to see any provider who accepts Medicare. Compare Original Medicare and Medicare Advantage.

6. Can I Delay Medicare Enrollment Without Penalty?

If you have qualifying health coverage through an employer (yours or your spouse's), you may delay enrolling in Medicare without penalty. However, if you don’t enroll during your Initial Enrollment Period and lack qualifying coverage, you could face a late enrollment penalty for Part B and Part D when you eventually sign up.

7. How Do I Choose a Medicare Part D Plan?

Choosing a Part D plan depends on your prescription drug needs. You'll want to compare plans based on the drugs they cover, costs (premiums, deductibles, and copayments), and whether your preferred pharmacy is included in the plan's network. Use the Medicare Plan Finder tool to explore your options.

8. What If I Need More Coverage Than Original Medicare Offers?

If Original Medicare doesn’t meet all your healthcare needs, you have two main options:

  • Medicare Advantage: Offers additional benefits like dental, vision, and hearing.
  • Medigap: Supplements Original Medicare by covering some of the out-of-pocket expenses.

Each has its advantages, so it’s essential to compare based on your healthcare needs.

9. When and How Can I Change My Medicare Coverage?

You can make changes to your Medicare coverage during the Annual Enrollment Period (AEP), which runs from October 15 to December 7 each year. During AEP, you can switch from Original Medicare to Medicare Advantage, switch between Medicare Advantage plans, or change your Part D prescription drug plan. Learn more about enrollment periods.

10. What Resources are Available to Help Me Understand Medicare?



To help you navigate these options and find the best plan for your needs, we’ve teamed up with Chapter to provide personalized, 1-1 guidance.


Navigating Medicare may seem complicated at first, but understanding these key questions can help you make informed decisions. As you approach retirement, it’s important to carefully review your healthcare options and ensure you’re getting the best coverage for your needs.

Reviewed By: Keith Gilbert