Hi Sean, FWIW I had a situation where a seller never sent a very expensive item that I paid for with paypal (not through eBay). After he fell off the face of the earth and didn't deliver, I opened a claim and received my money back after a short waiting period. It was pretty painless of a process actually. The only issue I can see is I remember there being a clause regarding paypal buyer protection about multiple payments for an item are not able to be disputed. Not sure if they would consider this a multiple payment for the same items situation or not. Hope that helps.
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