This is the part most people get backwards, and it decides whether a letter holds up.
A letter cannot turn a personal expense into a medical one. In March 2024 the IRS said so directly — notes based on self-reported information do not convert food, wellness or exercise spending into medical care, and real documentation requires a visit with the diagnosing and treating provider, in person or by telehealth.
But qualified long-term care services are already medical care under IRS §213(d) via §7702B(c), when two conditions hold: the person is chronically ill, and the services follow a plan of care prescribed by a licensed health care practitioner. Nothing is being converted. The certification is what the law asks for.
The standard we apply. Unable to perform at least two activities of daily living for 90 days or more without substantial assistance, or requiring substantial supervision because of severe cognitive impairment. Certified within the last twelve months, renewed annually. Personal and maintenance care count when they are part of that plan of care — which is why help with bathing, dressing, meals and supervision sits comfortably inside the definition.
What we decline. General fitness and wellness. Food and supplements for general health. Any request that arrives as “write me a letter so I can pay for this.” And anyone who does not meet the standard above — we tell you up front. A review that never says no is not a review.
Check this first. HSA funds cover you, your spouse, and your tax dependents. If you are paying for a parent, they generally need to qualify as your dependent — it is the question that most often decides whether any of this works.
Check your situation against this standard, point by point → Seven questions, on your device, with a printable list of what the paperwork needs. Then practice asking the doctor for an honest assessment.
General information, not tax or legal advice. Eligibility depends on IRS rules, your plan’s terms and your circumstances.
One more rule — and it is the one that most often voids a good letter
Everything above is about who certifies. This is about who delivers the care.
Under §213(d)(11), payment for long-term care is not treated as paid for medical care when the care is provided by your spouse or a relative — and the statute closes the obvious workaround by adding “directly or through a partnership, corporation, or other entity.” Routing a family member’s work through an LLC does not fix it.
Plainly: paying a non-relative professional caregiver for a chronically ill parent is the ordinary, workable case. But a daughter who leaves her job to care for her mother cannot be paid for that from an HSA — however real the need, however genuine the visit, however well-written the letter. We would rather you know that now.
The one carve-out is licensure. The statute excludes a relative’s care “unless the service is provided by a licensed professional with respect to such service.” A family member who holds a nursing or aide license, working within it, is not excluded — so for a family caregiver, getting licensed changes how the care they already give is treated.
“Relative” follows §152(d)(2)(A)–(G): children, siblings, parents, grandparents, aunts and uncles, nieces and nephews, in-laws. General information, not tax advice.