I would also use "High" for any top-name labels or designers, even for items that are not new with tags, if they're in good shape. Unless they're items that are uniquely valuable or expensive and you think might be worth more than the typical clothing that ItsDeductible would be surveying; in that case enter it as a custom item
Just noticed -- ItsDeductible provides definitions here, with even a few brief examples: https://itsdeductibleonline.intuit.com/help/condition.html
