COBRA and Medicare: COBRA doesn't let you put off Part B
COBRA can keep your old job's health plan going after you leave. It doesn't move your Medicare deadline. If you're 65 or older, your time to sign up for Part B starts when you stop working, not when COBRA ends.
Work out your Part B deadline
The rule
- Once you stop working, or lose your job’s health insurance if that happens first, you have 8 months to sign up for Part B without a penalty. That’s true whether or not you choose COBRA.
- COBRA doesn’t extend that time. Don’t wait until COBRA ends to sign up.
- Only health coverage from a job that you or your spouse still hold, at an employer with 20 or more employees, lets you wait past 65. COBRA and retiree coverage don’t.
Source: Medicare.gov: COBRA coverage · Medicare.gov: Working past 65
What missing it costs
Miss the 8 months and you have to wait for the General Enrollment Period, January 1 to March 31, with coverage from the month after you sign up. That can leave you with a gap. Part B then costs 10% more for each full 12 months you could have had it, for as long as you have Part B.
Source: Medicare.gov: COBRA coverage · Medicare.gov: Avoid late enrollment penalties
How COBRA works once Medicare is involved
- If you’re eligible for Medicare but haven’t signed up, COBRA may pay only a small part of your costs, leaving you to pay most of them. Ask your COBRA plan what percent it pays.
- If you have COBRA before you sign up for Medicare, your COBRA will probably end once you sign up.
- If you got COBRA after you already had Medicare, COBRA pays after Medicare (unless you have End-Stage Renal Disease).
- COBRA is generally offered for 18 months, and 36 in some cases.
Source: Medicare.gov: COBRA coverage · Medicare.gov: Working past 65
Turning 65 while you’re already on COBRA
COBRA doesn’t let you wait, so sign up in your first window: the 7 months around your 65th birthday. The enrollment calculator works out yours.
Source: Medicare.gov: When can I sign up? · Medicare.gov: Avoid late enrollment penalties
Drug coverage
After you leave coverage from an employer or union, including COBRA, you can join a Medicare drug plan until 2 full months after the month that coverage ends. Going 63 days or more without creditable drug coverage adds a Part D penalty for life, so keep the creditable coverage notice from your job’s plan: it shows your drug coverage was as good as Medicare’s.
Source: Medicare.gov: Special Enrollment Periods · Medicare.gov: Avoid late enrollment penalties
Who to ask
- Your former employer’s benefits administrator, about your COBRA options.
- Your state’s SHIP counselor, free, about how COBRA affects Part B and Medigap.
- Medicare’s Benefits Coordination & Recovery Center, 1-855-798-2627, about COBRA and Medicare.
Source: Medicare.gov: COBRA coverage
Get every date for your situation
Answer a few questions and get your Medicare deadlines on one page: when to sign up, when to stop HSA contributions, and your Medigap and drug-plan windows. Free, and your answers never leave your device.
Work out my datesMore guides
- Medicare enrollment calculator: your sign-up window, worked out from your birth date.
- HSA and Medicare: the last month you can put money into an HSA before Medicare starts.
- IRMAA brackets for 2026: what higher incomes pay for Parts B and D, and how to lower it after you retire.
- Turning 65 and fall open enrollment: why the October 15 – December 7 ads aren't for you yet.