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The healthcare section asks if you had insurance all year for the purposed of Minimum Essential Coverage. This is not Schedule A.
Medical, dental, and vision expenses are reported on Schedule A and entered in the Deductions & Credits section:
If you're using Federal Free Edition or Basic and your medical expenses are large enough that you would benefit from itemizing deductions, you'll be prompted to upgrade to Deluxe, as the Federal Free and Basic versions do not handle Schedule A
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