Christian could already monetize ebay if he weren't such a greedy 'tard. He could immunize his listings from troll-bidding by just setting them as a "Buy it Now," which would sell the item only for a set price as opposed to an auction process. As it is, the 'tard probably thinks he's leaving money on the table if he went strictly "Buy it Now," because his legions of fans are desperately and ruthlessly bidding on his art, scrambling to get second mortgages and selling their firstborn children to finance their bids.
Also, the "art" he's selling isn't anything of importance to Christory, like the Medallion of Fail or "shecameforcwc," nor is it even a particularly lulzy panel of Sonichu like "My Love Quest Is Finally Over." I could be wrong, but I'm guessing any "art" Christian produces that doesn't have a clear link to the golden age of trolling will sell for less than $50, and even that might be generous. The big question is whether Christian, given his sense of entitlement and his attitude towards anything resembling work, would even stick with selling his art for amounts less than $50.
I mean, in theory, Christian could make money by collecting bottles and cans on the side of the road for their recycling value, but the only thing stopping him is his work ethic and skewed ideas about money. In the end, the biggest obstacle to Christian Weston Chandler earning money is the same as it always has been: Christian Weston Chandler.