In 2017 took itemized $866 medical deduction based on $14,000 in medical expenses. High AGI so only $866 deduction based on 7.5% over AGI.
In 2018 I withdrew $2K from HSA not knowing once I itemize those deductions on a previous return, I cannot withdrawal same money in later years, without paying tax and penalty. Do I return the 2K to my HSA to avoid tax/penalty, or not, because my 2017 medical deduction was only $866, while my actual expenses were 14K ($5400 of which were non-premium qualified expenses)?
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Firstly, you can only use money from an HSA to pay for expenses that were incurred after the HSA was opened. As long as the HSA was opened before the $14K bill (even if it was empty) then you are ok.
Second, don't try and return the HSA money. Instead, report the $866 as a taxable recovery (reimbursement of a previous deduction). Even though you deducted $14K, your tax benefit was only a $866 deduction because of the 7.5% rule. If you get tax-free HSA money to pay the expenses that is more than $866, that would mean you can't have the tax benefit of the deduction any more. So report the HSA as usual (not taxable) and then report the $866 as a taxable recovery. It is included in the very bottom item on the wages and income page under "other uncommon income."
As I understand you, you withdrew $2,000 in 2018 in order to pay for qualified medical expenses that you incurred in 2017 (or was it 2016?) but incurred in any case after you had begun your HSA. If so, there is nothing wrong with this, except that the expenses that you paid for with HSA funds cannot be claimed on Schedule A.
If this is what you did, then you would have to amend your 2016 return (I guess that this is the return that you took an $866 deduction on) to reduce your Schedule A medical expense deduction.
However, you need to weigh the pros and cons: on the one hand, you will have to amend your 2016 return and pay some money (866 times your marginal tax rate)...but on the other hand, the HSA administrator is going to send you a check for $2,000 out of your HSA. On the whole, this looks like a winner for you.
Note that so long as a medical expense was incurred after the HSA was created (according to your state law), then you can take a distribution at any later time (even years later) to repay yourself for the after-tax expense.
@dadgad5651 it's not really a grey area. Double-dipping isn't allowed when it comes to federal income taxes.
So, you can have medical expenses reimbursed from an HSA. And you can deduct them on your tax return. But you can't do both with the same expense. If you've already gotten an HSA reimbursement for any particular expense (or if you used your HSA to pay for it, same thing), you can't include it in your total medical expenses on your Schedule A, unless you first have it reversed by filing the relevant paperwork with your HSA custodian. Conversely, once you file your tax return, you can't take an HSA reimbursement for any expenses you've already deducted on your Schedule A.
Obviously, it's pretty easy to make mistake here, so there are ways of correcting it once it's discovered. But it's still not allowed.
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