[quote name='mis0']Since none of you guys have feedback, I'd suggest Smitty sending the $37 first via PayPal purchase. Then after, you should send the gift card with a delivery confirmation for your protection.
Smitty is protected under PayPal if the deal goes sour, and you're protected with delivery confirmation if Smitty claims to have never received the gift card when you sent it out.
That's what I'd do at least.[/QUOTE]
That would work except DC doesn't seem to help with PayPal.
I sold an item awhile back that the USPS Delivery Confirmation showed delivered, and the buyer "claimed" he never got it. Filed a chargeback through PayPal, I submitted the DC number as proof of shipment and him receiving it, never got a reply from PayPal and after about 3 unanswered e-mails, I logged into PayPal one day to see the money that was being held has been returned to the buyer, as well as a $10 fee taken. So I was out the item, the money, plus another $10 of my own money.

PayPal and Delivery Confirmation, apparently it doesn't mean shit.