This could actually be the kind of problem that's solvable by engineering. Make a simple and easy to use ad creation interface. Let me spend as much as I want f

This could actually be the kind of problem that's solvable by engineering. Make a simple and easy to use ad creation interface. Let me spend as much as I want for ads on certain subreddits/geoips. Make a system that sets the price by bidding, and that allows flagging/voting on an ad. Then advertise it. It's incidentally what I think 4chan is missing too. Not necessarily for /b/, but the domain oriented boards coupled with some geoip would make for some pretty targeted ads. I think it's a pretty big loss not letting the little guy spend his $100 if he wants too.