HermitFromPluto wrote:I have started selling on Ebay relatively recently and about a third of the transactions have been difficult.
That's a pretty high ratio. If you stick with it, I think you'll find that the vast majority of transactions are hassle-free.
HermitFromPluto wrote:I looked on his feedback and it seems he was lucky to buy a similar item from another Seller just this week for less than half what he bid on mine.
Best-case scenario: he was chasing this item from multiple sellers and didn't play his cards right. Worst-case scenario: he's just totally hoping you won't pursue the isssue. Either way, he has a problem.
HermitFromPluto wrote:At what point should I draw the line on this?
Right now. If not sooner.
HermitFromPluto wrote:If you report a non-paying bidder to Ebay, what happens?
There is a process that takes a few days, with the end result that the bidder receives a "non-paying bidder strike." Three strikes is enough to be permanently banned from eBay. The seller can cancel the process if the bidder does, in fact, cough up some money (and this happens more often than you might think).