- Quick Answer
- 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
- Reviewed by
- Paul Barrett
- Free Medicare Decision Help
- 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)
| Feature | Employer Group Plan | Medicare + Supplement + Part D |
|---|---|---|
| Monthly cost to you | Employee share of premium | $185 Part B + $110–$170 Medigap + Part D |
| Spouse/dependent coverage | Usually included | Each person enrolls separately |
| Deductible | $1,500–$5,000 typical | $257 Part B deductible (Plan G) |
| Network | Deductible | Any US doctor accepting Medicare |
| Drug coverage | Bundled | Separate Part D plan |
| Enrollment window | Open enrollment once a year | 8-month SEP after coverage ends |
- Assuming COBRA counts as creditable coverage
- Waiting until the last week to start the paperwork
- Forgetting Part D's 63-day clock
- Missing Medigap guaranteed-issue rights
- When to speak with an advisor
- Paul's expert insight
- Paul's expert insight
- Linda M. · Enrolled 2024 · Long Island, NY
- Free Medicare Decision Help
- People also ask
- Frequently Asked Questions
If your employer has 20+ employees, you can usually delay Part B without penalty while you have active group coverage. If your employer has fewer than 20 employees, Medicare typically becomes primary at 65 and you should enroll.
You have an 8-month Special Enrollment Period for Part B starting the month after employment or group coverage ends — whichever comes first — and 63 days for Part D.
Not for Part B. COBRA can count as creditable drug coverage in some cases, but it does not protect you from the Part B late-enrollment penalty.
Yes, through an ICHRA or retiree HRA. Employers with 20+ employees cannot pay Medicare premiums directly for active employees, but retiree arrangements are permitted. Bring your plan documents to your review.
If your spouse is under 65 they’ll need marketplace or their own employer coverage. We map both people’s timelines together so nobody ends up uninsured.
Often yes, once you compare total cost — premium plus deductible plus out-of-pocket max. Bring your employer plan’s summary of benefits and we’ll run the side-by-side.
In most states, losing employer group coverage triggers a guaranteed-issue window — typically 63 days — where carriers must sell you certain Medigap plans with no health questions.
CMS-40B (Part B application) and CMS-L564 (proof of employer coverage, signed by HR). We help clients complete both.
- People also ask
- Employer Coverage to Medicare Transition Checklist





