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.
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Related Guides
- Assisted Living and Taxes: A Plain-English OverviewThe tax concepts a CPA will typically discuss — educational only, not tax advice.
- Organizing Financial Documents for a Care TransitionA printable checklist of the documents families typically gather before a move to assisted living.
- Selling a House to Pay for Assisted LivingThe right order — legal, tax, ALTCS, market — so you don't leave real money on the table.