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Crossroads Health Insurance Solutions
Medicare Enrollment

Enrolling in Medicare

You may have heard that signing up for Medicare is like navigating through a maze. That's a pretty good analogy. Medicare is complicated, and you will have many things to consider while making decisions about your coverage. The better you understand the parts, regulations and enrollment period limitations, the easier it will be to make the right choice at the right time.

We’re going to try to make things understandable for you. But if you’re still scratching your head, you're not alone. Just ask for a clarification.

Your Medicare options

Most people get their Medicare coverage in one of four ways:

Option One: Original Medicare, Parts A and B

Part A helps cover hospital and other inpatient costs. Part B helps cover doctor and other outpatient costs. Together, they are Original Medicare, available from the federal government. Currently the employee and employee each pay 1.45% tax of the employee’s income.

Option two: Original Medicare plus a Medicare Supplement plus a prescription drug plan.

Original Medicare is joined by a Medicare Supplement plan to cover costs not included in Original Medicare (such as copayments, co-insurance and deductibles) and by a prescription drug plan. Supplements and prescription drug plans are provided by private insurance companies. While you don't need to purchase a prescription drug plan (PDP) to purchase a supplement, putting off purchasing a PDP until a later date may make you liable for a Late Enrollment Penalty.

Option 3: Medicare Advantage Plan (MA)

An MA plan includes Parts A and B (you must continuer to pay your Part B Premium along with your MA premium. Prescription drug coverage (Part D) is usually included, as are additional benefits and services. MA plans are provided by private insurance companies.

Option four: Original Medicare plus a prescription drug plan

Prescription drug plans are provided by private insurance companies.

Special Needs Plan (SNP)

Medicare SNPs are a type of Medicare Advantage Plan that offer more focused and specialized healthcare benefits and drug lists designed to meet specific needs. SNPs include all Medicare Part A, B and D benefits.

To join a Medicare SNP, you must have Medicare Parts A and B and at least one of the following:

Initial Enrollment Period

The Initial Enrollment Period is the first time you can sign up for Medicare. You may join Medicare Parts A, B, C and D during this time.

When is my 7-month Initial Enrollment Period?

Initial Enrollment Period

Your coverage will start no sooner than your birthday month, unless your birthday is on the first day of the month, in which case it can start the first day of the month before.

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When does Part B coverage begin?

The start date of your Part B coverage is dependent upon which month you enrolled in Part B during the Initial Enrollment Period. It’s important to enroll early.

Initial Enrollment:
When Part B Begins
Sign-up Date Coverage Begins
During the 3 months before your 65th birthday The 1st day of your birthday month
During your birthday month The 1st day of the month after your birthday month
During the 1st month after your birthday month 3 months after your birthday month
During the 2nd month after your birthday month 5 months after your birthday month 
During the 3rd month after your birthday month 6 months after your birthday month

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When does Part D Prescription Drug coverage begin?

The start of your Part D coverage depends on when you enroll. It is, however, not as punitive as Part B.

Initial Enrollment:
When Part D Begins
Sign-up Date Coverage Begins
During the 3 months before your 65th birthday The 1st day of your birthday month
During your birthday month  The 1st day of the month after your birthday month
During the 1 to 3 months after your birthday month The 1st day of the month following your enrollment

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When does a Special Enrollment Period come into play?

A Special Enrollment Period (SEP) applies when you are able to delay your enrollment in Medicare Parts A, B, C and D. SEPs are only available under certain circumstances

Special Enrollment for Parts A and B

You may have waited to sign up for Medicare Part A or Part B if you were working for an employer with more than 20 employees when you turned 65 and had healthcare coverage through your job, union or through your spouse’s job.

When is my Special Enrollment Period for Parts A and B?

Special Enrollment, Parts A and B

You can get a Special Enrollment Period to sign up for Parts A and/or B:

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Special Enrollment for Parts C and D

You may have waited to sign up for Medicare Part C or Part D if you were working for an employer with more than 20 employees when you turned 65 and had healthcare coverage through your job, union or through your spouse’s job. The Special Enrollment Period for Part C (Medicare Advantage Plan) and Part D (Prescription Drug Coverage) gives you two months to sign up after the loss of employer healthcare coverage.

When is my Special Enrollment Period
for Parts C and D?

Special Enrollment, Parts C and D

If you are enrolled in Parts A and B you can take advantage of a Special Enrollment Period to sign up for Part C

If you are enrolled in Parts A and B you can take advantage of a Special Enrollment Period to sign up for Part D

Certain events trigger other Special Enrollment Periods for Part D plans. You can switch plans if:

The Part D Prescription Drug Coverage monthly premium varies by plan. Like Part B, you will pay a "Late Enrollment Penalty" if you don’t have one of the following for 63 consecutive days after your Initial Enrollment Period is over:

The Part D LEP is 1% of the “national base beneficiary premium” ($36.78 in 2025) times the number of full, uncovered months you didn’t have Part D or creditable coverage. The monthly premium is rounded to the nearest $.10 and added to your monthly Part D premium.

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What is the General Enrollment Period?

If you miss your Initial Enrollment Period and do not qualify for the Part B Special Enrollment Period, you get another chance to enroll. You can sign up for Medicare Parts A and B between January 1 and March 31 each year. Your Medicare coverage would begin on July 1 of the same year.

When is the General Enrollment Period

General Enrollment Period

If you take advantage of the General Enrollment Period and need to buy Part A you must also enroll in Part B at this time.

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What is the Annual Election Period?

The Annual Election Period — also called the Open Enrollment Period or Annual Coordinated Enrollment Period — runs each year from October 15 to December 7.

When is the Annual Election Period?

Annual Election Period

During this time:

  • Anyone with Original Medicare (Parts A and B) can switch to a Medicare Advantage Plan (Part C).
  • Anyone with a Medicare Advantage Plan can change to a new Part C plan or return to Original Medicare.
  • Anyone who has or is signing up for Medicare Parts A or B can join, drop or change a Part D Prescription Drug Plan.

Your coverage will start January 1 of the following year.

Annual Election Period Guidelines

September and October

Between October 15 and December 7

This is the one time of year when ALL people with Medicare can make changes to their health and prescription drug plans for the next year.

January 1: coverage begins

Your new coverage begins if you switched to a new plan. If you stay with the same plan, any changes to coverage, benefits, or costs for the new year will begin on January 1.

Between January 1 and March 31

If you’re in a Medicare Advantage Plan (an HMO, PPO or PFFS), you can make one change to a different plan or return to Original Medicare (and join a stand-alone Medicare Prescription Drug Plan) once during this time period. Any changes you make will be effective the first of the month after the plan receives your request.

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Medicare Advantage Open Enrollment Period

The Medicare Advantage Open Enrollment Period provides additional opportunities to change your Medicare Advantage plan outside the Annual Election Period (October 15 – December 7).

When Is the Medicare Advantage Open Enrollment Period?

Medicare Advantage Open Enrollment Period

The annual Medicare Advantage Open Enrollment Period (MA OEP) allows anyone enrolled in a Medicare Advantage plan on January 1 the opportunity to change plans. The annual MA OEP runs from January 1 to March 31. There is also an individual Medicare Advantage Open Enrollment Period that’s limited to new Medicare beneficiaries with both Medicare Part A and B who enroll in an MA plan during the Initial Election Period. These individuals have a three-month MA OEP to switch plans.

Both the annual and the individual MA OEP allow Medicare beneficiaries already enrolled in a Medicare Advantage plan to elect to either:

This enrollment period does not allow for Part D changes for individuals enrolled in Original Medicare.

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Medicare Supplement Open Enrollment

The best time to buy a Medicare Supplement Insurance Policy (Medigap) is during your 6-month Medigap Open Enrollment Period, which begins on the first day of the month in which you turn 65, are entitled to Part A, and are enrolled in Medicare Part B.

Why buy a Medicare Supplement During the Open Enrollment Period?

During this time you can buy any Medigap policy sold in your state, even if you have health problems.

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Click here or call 941/704-6343 to contact a licensed agent.

We do not offer every plan available in your area. Currently we represent nine organizations which offer 76 products in your area. Please contact Medicare.gov, 1-800-MEDICARE, or your local State Health Insurance Program (SHIP) to get information on all of your options.