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I have had an HSA for 10 years and have been making regular contributions. I have not taken any distributions yet. Most years I did not deduct medical expenses on Schedule A, so I have a pile of qualified expenses that I have not deducted on Sch A and have not taken an HSA distribution for.

So my question is: Can I deduct current year medical expenses on schedule A, AND in the same year also take a tax-free HSA distribution for past years expenses? Or does any HSA distribution necessarily reduce my schedule A medical expense deduction?

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Yes, it is possible to take an HSA distribution for medical expenses without limiting your ability to deduct medical expenses incurred this year. USC 26 Sec. 223(f)(6):

For purposes of determining the amount of the deduction under section 213 [Note: the provision of the Internal Revenue Code governing the medical expense deduction], any payment or distribution out of a health savings account for qualified medical expenses shall not be treated as an expense paid for medical care.

Thus, you can deduct any deductible medical expenses up to the point that it is paid for by your HSA--then it is deemed no longer a deductible medical expense. So if you take a distribution from your HSA, but you only use those funds to pay for prior-year, undeducted medical expenses, the current-year medical expenses remain deductible.

This is backed up by IRS Pub 696:

You must keep records sufficient to show that:

  • The distributions were exclusively to pay or reimburse qualified medical expenses,

  • The qualified medical expenses hadn’t been previously paid or reimbursed from another source, and

  • The medical expenses hadn’t been taken as an itemized deduction in any year.

Reading between the lines, the HSA distribution is not taxable income if they are a) for medical expenses, b) haven't been paid for before, and c) weren't deducted before. That is very much not the same as "a distribution is not a distribution if you are taking the medical expenses deduction".

Likewise, Pub. 502 reads:

Health Savings Accounts

You can't include in medical expenses any payment or distribution for medical expenses out of a health savings account.

which is very different from "you cannot take this deduction if paying for any medical expenses from an HSA."

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    I believe that the OP is asking if he can take the medical expense deduction and an HSA reimbursement for different expenses in the same year.
    – Ben Miller
    Feb 6, 2018 at 21:09
  • By golly you're right. I updated the answer to be more helpful.
    – Guest5
    Feb 6, 2018 at 22:17

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