Retire With a Clear Medicare Plan

Losing Employer Coverage: Your Medicare Transition Guide

When active employer coverage ends, Medicare deadlines can overlap and move quickly. A successful transition requires coordinating Part B, Medicare Advantage or Part D, Medicare Supplement eligibility, prescription coverage, and the employer plan’s exact termination date.

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Medicare Disclosures
Accurate Health Plans is not connected with or endorsed by the United States government or the federal Medicare program. We do not offer every plan available in your area.
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Medicare Disclosures
Accurate Health Plans is not connected with or endorsed by the United States government or the federal Medicare program.
We do not offer every plan available in your area. Currently we represent multiple organizations which offer products in your area. Please contact Medicare.gov, 1-800-MEDICARE, or your local State Health Insurance Assistance Program (SHIP) to get information on all of your options.
Plan availability, premiums, benefits, copayments, coinsurance, deductibles, provider networks, prescription drug coverage, and other plan features may vary by plan and service area. Eligibility and enrollment are subject to Medicare rules and applicable enrollment periods.
By submitting this form or calling the number shown on this website, you will be connected with a licensed insurance agent who may contact you regarding Medicare Advantage and/or Medicare Part D plan options. There is no obligation to enroll.
I acknowledge and agree to the Medicare Disclosures above.
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Leaving employer coverage?

CMS-40B and CMS-L564 are commonly submitted together when requesting a Part B Special Enrollment Period. Social Security determines whether you qualify.

40B

CMS-40B

Application for Enrollment in Medicare Part B

Use this application to enroll in Medicare Part B when you already have Part A or when Social Security tells you to submit a paper application.

Often used for: Delayed Part B enrollment, retirement, or loss of qualifying employer group health coverage.
L564

CMS-L564

Request for Employment Information

This form documents group health coverage based on current employment. The employer generally completes Section B.

Often used for: Proving employer coverage and requesting a Part B Special Enrollment Period without a late-enrollment penalty.
SSA

Online Medicare Application

Apply through Social Security

Many people can apply online for Medicare through Social Security instead of mailing a paper application.

Often used for: Initial Medicare enrollment or checking available online enrollment services.
Detailed Medicare Education

What You Need to Know

Confirm the Exact End Date

Ask the employer for written confirmation of when active coverage ends for you and any covered spouse. Determine whether coverage ends on the last day worked, end of the month, or another date.

Understand the Part B Special Enrollment Period

People covered by a group health plan based on current employment may have up to eight months after employment or coverage ends, whichever occurs first, to enroll in Part B without a late penalty. Waiting can still create a coverage gap.

Do Not Rely on COBRA for the Part B Deadline

COBRA generally is not coverage based on current employment for the Part B Special Enrollment Period. Enrolling in COBRA does not usually extend your Part B deadline.

Submit CMS-40B and CMS-L564

People enrolling in Part B after employer coverage commonly use CMS-40B and employer-completed CMS-L564. Submit early and retain proof.

Choose a Coverage Path

Select Original Medicare with a standalone Part D plan and optional Medigap, or a Medicare Advantage plan. Compare doctors, hospitals, medications, pharmacies, travel, premiums, and expected expenses.

Coordinate Drug Coverage

The Medicare Advantage or Part D Special Enrollment Period after employer or union coverage ends is generally shorter than the Part B window. Confirm the creditable drug coverage end date and avoid a gap longer than 63 days.

Protect Medigap Rights

Loss of employer coverage may create Medigap guaranteed-issue rights in some circumstances. Deadlines apply, and state laws may provide additional rights.

Handle HSA Contributions

Once enrolled in any part of Medicare, you generally can no longer contribute to an HSA. Part A can be retroactive for up to six months in some delayed-enrollment situations, so coordinate contributions with tax guidance.

Create a Transition Checklist

Collect your Medicare card, employer termination letter, CMS-L564, medication list, provider list, current premium, COBRA offer, HSA information, and desired effective date.

Get Clear Medicare Guidance

Medicare rules, plan availability, provider networks, drug formularies, benefits, premiums, and eligibility can vary by person, county, and year. A licensed Accurate Health Plans agent can help you compare the details that affect your decision.

Frequently Asked Questions

Losing Employer Coverage: Your Medicare Transition Guide FAQs

Should I take COBRA instead of Medicare?

COBRA can be useful in some circumstances, but it generally does not protect the Part B Special Enrollment Period. Compare cost, family needs, and coordination rules before deciding.

When should I apply for Part B?

Apply before employer coverage ends when possible so effective dates can be coordinated and gaps avoided.

Can my spouse stay on employer coverage while I move to Medicare?

Possibly. Employer rules, cost, eligibility, and household needs determine whether separate coverage paths are available.

Educational notice: This page provides general Medicare education and is not legal, tax, medical, or official government advice. Medicare rules and plan details can change. Verify current information with Medicare, Social Security, the applicable state agency, the plan’s official documents, or a licensed insurance professional.