Questions to Ask Your CPA About Senior Care

    By Sweetwater Groves · Last updated 2026-07-25

    Key Takeaways

    • A calm, printable list of questions to bring to a CPA when a family member is entering assisted living or already lives there.
    • The point is not to get answers from us — it's to make your hour with a licensed professional as useful as possible.
    • Every family's situation is different. Please review these questions with a licensed CPA who knows your specific return.

    The hour you spend with a CPA is much more valuable when you walk in knowing what to ask. Here is a printable list — organized by situation — that families have told us made a real difference. Feel free to print it, cross out what does not apply, and add your own.

    About the current year's medical expenses

    • What portion of what we paid this year may qualify as a medical expense on our return?
    • What is the current threshold for medical expenses to become itemizable?
    • Which of our other costs — physicians, medications, medical equipment, transportation to care — count toward that total?
    • What documentation do you need us to keep for next year?

    About chronic-illness certification

    • Would our loved one meet the current definition of "chronically ill" for tax purposes?
    • What kind of physician certification do you need, and how often does it have to be renewed?
    • How does that change what portion of the care cost is treated as medical?

    About paying for a parent

    • Can any of us claim our parent as a dependent this year?
    • If more than one adult child contributes, is there a way to allocate deductions?
    • What documentation do we need to show who paid what?
    • Does gifting money to our parent to pay themselves change anything?

    About selling a home to pay for care

    • How is the sale of my parent's home treated for tax purposes?
    • Does the primary residence exclusion still apply?
    • Are there timing considerations we should think about before listing?
    • How does the sale interact with any state benefit programs we are considering?

    About long-term care insurance and VA benefits

    • How are long-term care insurance reimbursements treated?
    • How are VA Aid & Attendance payments treated?
    • Do these change the deductibility of what we pay out of pocket?

    About the year ahead

    • Given what our next 12 months are likely to look like, what should we do differently in our record-keeping?
    • Should we plan quarterly check-ins, or is one meeting a year enough?
    • Are there any deadlines coming up we should not miss?
    • What is your fee structure if we bring specific questions between now and next filing?

    Sweetwater Groves does not provide tax advice and does not have a referral relationship with any CPA firm. What we can do is provide clear, written statements of what a resident paid us — which makes your CPA's job significantly easier.

    Frequently Asked Questions

    If you're trying to sort through the next step, Sweetwater Groves is here to help.

    Start with a conversation, a tour, or the Care Needs Quick Check.