Dude, if he paid you its kinda your responsibility to get him the item, you do know you can look up his contact info including phone number and home address through eBay right? I think sometimes in the world of email we forget that other forms of communication do exist, and its amazing what an actual phone call or hard copy letter can do for a tough situation. If he hasn't sent you money, I'd do the same thing and try to call him, he obviously wanted the item and it'd be stupid if he was on some otehr forum right now griping about how he sent payment but you weren't returning his emails and hadn't sent anything to him. This could all be resolved with a little communication. Email him, email square trade, and email ebay. Tell the whole story, and if you haven't recieved any type of payment make sure to note that. Things DO get lost in the mail, and if he sent a letter with a moneyorder inside this is what could have happened. If he said he paid via paypal you should have gotten an email confirmation, but sometimes that could screw up, who knows. Good luck.
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