10/08/2026
He worked until 67 and funded his Health Savings Account right up to his last day. Medicare's guidance says you and your employer should stop HSA contributions six months before you retire or apply for Social Security, to avoid a tax penalty. If you're working past 65 with an HSA, pick your retirement date, count back six months, and check the tax side with your tax preparer.
If this helped you, follow the page for weekly Medicare answers.
Comment "HSA" and I'll DM you how to time Medicare around your last day at work.
Tag someone still working past 65 with an HSA.
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