Originally Posted by philosophe
+1. Look online for how to value donated items. As I recall, you need receipts when the total amount exceeds $500.
Ask for a receipt. You should be donating to a non-profit with 501 status. I imagine, just like goodwill, you'll get a blank receipt where you can write in the "value" of the clothes you donated (although I think typically you are expected to claim, at most, 10% of the original price paid or something). If you provide suits, ties, etc., you can easily write down you donated a thousand or two worth of clothes. Add that to your taxes, and you save a few hundred bucks. Better than the pennies you'd get on ebay.