The awkward stuff usually starts after the buyer has already paid. At that point there are delivery dates, tracking, returns, and eBay rules to think about, and a small mistake can suddenly become the seller's problem. There’s a guide about Amazon to eBay dropshipping here . It goes through the parts that are easy to miss when the whole idea still looks simple from the outside. The sections about pricing, tracking, and automation are probably the ones worth reading before adding a lot of listings.