Medicare Enrollment Process: What to Do and When
Enrolling in Medicare involves a few key steps, and the right approach depends on your situation. Understanding what to do—and when to do it—can help you avoid delays, coverage gaps, or penalties.
At Croft Insurance Services, Inc., we guide individuals throughout Bedford, Lynchburg, Roanoke, and surrounding Virginia communities through the Medicare enrollment process so they can move forward with clarity.
Our role is to help you understand your Medicare coverage options and make informed decisions before and after you enroll.
Speak with a licensed agent and receive personalized guidance for your coverage options.
Situation 1: Turning 65 and Preparing for Medicare
If you are approaching age 65, it is important to understand when your Medicare coverage begins and whether any enrollment steps are required.
This is also an important time to review your coverage options, including whether you need additional coverage such as a Medicare Advantage plan, Medicare Supplement, or Part D prescription drug plan.
Situation 2: Turning 65 and Enrolling in Medicare
If you need to actively enroll in Medicare, completing the enrollment process on time can help prevent delays, coverage gaps, or penalties.
Once your enrollment is processed, you can move forward with selecting additional coverage based on your healthcare needs and preferences.
Situation 3: Over 65 and Enrolling in Part B
If you delayed Medicare Part B because you had qualifying employer coverage, you may be able to enroll later using a Special Enrollment Period.
To do this, you may need to complete the following forms:
- CMS-40B (Application for Enrollment in Part B)
- CMS-L564 (Request for Employment Information)
These forms help confirm that you had qualifying employer coverage and may allow you to enroll without a late enrollment penalty.
What Happens After You Enroll?
Once you are enrolled in Medicare Parts A and B, the next step is choosing how you want your coverage to work.
This may include:
- Medicare Advantage plans
- Medicare Supplement (Medigap) plans
- Prescription Drug Plans (Part D)
Each option works differently, and your decision should be based on your healthcare needs, provider preferences, and budget.
Get Help Before You Enroll
Before submitting your Medicare application, it’s often helpful to review your options so you can make informed decisions from the start.
Croft Insurance Services, Inc. provides local, personalized guidance to help you understand your coverage choices and avoid common mistakes.
We are based in Bedford and serve clients throughout Central and Southwest Virginia.

