I tend to look at buying art (and any other collectible) like this: the price you pay is for how much you will enjoy owning/viewing/appreciating the item. If I buy a commission for $400 (like one I had done at Heroes this year as example), I am OK with the price and the possibility of how it will turn out and write off the cost as part of the hobby. If I get money back out of it someday great, if not, that is fine as well as I don’t really have a plan for this stuff 20 years from now – likely some will get sold and some will go to my kids if they appreciate it. For larger purchases, ROI comes into the picture of course. But not from the perspective that I need to see a gain as I would in an investment. If I buy a piece of art for $3K I would only do it because I love the art and plan to keep it. If I would sell, I am OK with some loss on the piece as the difference would be the cost of owning the piece and the enjoyment would be worth it to me. All that said, I want every piece of art I buy to be worth more money than I paid, and significantly more would be great … but that is not an expectation I hold out for. I know I am on the plus side of many pieces I have bought and on the minus side on many pieces I have bought and that is OK because it is a hobby. Check back with me in 20 years if/when I am selling and I will let you know how I feel if comic art has become nearly worthless and I take a bath on everything I own.