- Quick Answer
How do I switch from employer coverage to Medicare without a penalty in 2026?
If you’re leaving employer coverage, you get an 8-month Special Enrollment Period for Part B and 63 days for Part D. Enroll before your group plan ends and coverage starts the first of the following month. Miss the window and you face a lifetime Part B penalty of 10% for every 12 months you delayed.
- You get an 8-month Special Enrollment Period after employer coverage ends
- COBRA and retiree coverage do NOT count as creditable coverage for Part B
- Part D has a much shorter 63-day window than Part B
- Employers with fewer than 20 employees usually require Medicare to be primary at 65
- Some employers reimburse Medicare premiums through an ICHRA or retiree HRA
Leaving employer coverage? Get a Medicare review before you enroll.
We compare your group plan against Medicare, protect your guaranteed-issue rights, and file the paperwork so there’s no gap and no penalty.
- Reviewed by
- Paul Barrett
Founder, The Modern Medicare Agency · 18+ years of Medicare experience Licensed independent broker · Content reviewed for accuracy in 2026
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- Who this page is for
- You're 65+ and still working with group health coverage
- Your spouse is on your employer plan and turning 65
- You're retiring in the next 6–12 months
- Your employer offers a premium reimbursement account (ICHRA/HRA)





