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Using HSA to pay for medical expenses for a child with shared custody

beI have a nine-year old son from a previous marriage.  My ex-wife and I share joint legal custody but she has physical custody and only she claims him as a dependent on her tax return, I do not.  I also understand that I can still use my HSA account to pay for his medical expense according to IRS publication 969: "a child of parents that are divorced, separated, or living apart for the last 6 months of the calendar year is treated as the dependent of both parents whether or not the custodial parent releases the claim to the child’s exemption."  My ex-wife do not have an HSA account, only I do.  Finally, our divorce agreement says we are each obligated to 50% of the reasonable uninsured health-care costs for the child, as well as to 50% of extracurricular and other school expenses (non-healthcare costs) of the child.  Suppose that my son incurs $1000 of healthcare costs and $1000 of non-healthcare costs, would both of the following payment arrangements be acceptable by the tax code, or could any of them be disallowed?

 

Arrangement 1:   I use my HSA to pay $500 of my son's uninsured healthcare costs and use my regular checking account to pay $500 of his non-healthcare costs.  My ex-wife uses her checking account to pay $500 for his healthcare costs and $500 for non-healthcare costs.  We each pay a total of $1000.

 

Arrangement 2:   I use my HSA to pay $1000 of my son's uninsured healthcare costs.  My ex-wife uses her checking non-HSA funds to pay $1000 of my son's non-healthcare costs.  We still each pay a total of $1000, but in this scenario I take more advantage of my HSA account.

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Using HSA to pay for medical expenses for a child with shared custody

You can do either scenario. The advantage of spending from your HSA is that it doesn’t affect your cash flow but the disadvantage is that like any tax advantaged investment, you are depleting an investment that can grow tax free. 

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