On for CSA-1099-R Box 5 can contain a combination of Employee Contributions, Designated ROTH Contributions or Insurance Premiums.
If you have an amount in Box 5 the program is asking if any of that amount is for Health Insurance that TurboTax should add to medical expenses to be deducted on Schedule A.
It is usually a notation on the form. If you do not see a notation then the amount is usually $0, but if unsure you will need to ask the issuer of the form to clarify.
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