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CALIFORNIA MEDICARE GUIDE

Leaving Employer Coverage After 65: Your Medicare Special Enrollment Period

A practical guide to the Part B Special Enrollment Period after current-employment coverage ends, including timing, records, and coverage-start questions.

Hey65 educational guide · Sources checked September 21, 2026

Current employment coverage can create a Part B enrollment path

Someone covered by a group health plan through their own or a spouse’s current employment may be able to enroll in Part B after 65 without a late-enrollment penalty. The rule depends on the type of coverage, the employment relationship, and exact dates. Ask the employer whether the insurance is group health plan coverage based on current employment.

Retiree coverage, COBRA, and Marketplace coverage do not create or extend this particular current-employment Part B Special Enrollment Period. If the coverage is not available to everyone at the company or you are self-employed, Medicare advises asking the insurer whether it meets the applicable group health plan definition.

Know which date starts the eight-month countdown

The Special Enrollment Period ends eight months after the employment or the active group health coverage ends, whichever happens first. That means the clock can start before COBRA ends. It also means a later retiree plan does not reset the deadline.

Get the employment end date and active group coverage end date in writing. Keep benefit statements, coverage letters, and any employer verification Social Security requests. If you already have Part A, Social Security provides a Part B application and a form for employment information.

Enroll early enough to avoid a gap

Medicare says coverage generally begins the first month after you sign up during this Special Enrollment Period. If you enroll while you or your spouse are still working, or within the first full month after employer coverage ends, you may be able to request a Part B start date up to three months later. Confirm the requested start date with Social Security.

Medicare recommends checking the employer plan’s end date and signing up about a month before that coverage ends. Processing times and individual facts can vary, so do not cancel other coverage based only on an application submission.

Coordinate the rest of your coverage separately

Part B enrollment is only one part of the transition. Ask how the employer plan works with Part A and Part B, whether dependents are affected, whether retiree benefits can be lost, and whether prescription coverage is creditable. Then review how you want to receive Medicare coverage.

California HICAP can explain Medicare rules without selling insurance. A licensed insurance agent can explain the products the agency represents. Neither can replace Social Security’s decision about Part A or Part B enrollment.

Three things to do next

  1. Get the employment end date and active group coverage end date in writing.
  2. Gather the Part B application and employer coverage evidence Social Security requests.
  3. Confirm the requested Part B start date before the employer plan ends.
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Check the official sources

We prepare these explanations from the listed sources. This is general education, not a personalized recommendation. Confirm current rules and individual dates with the appropriate official source. Our editorial approach.