Anyway I am just curious as to why not establish a place to do mostly originals? Then court the press. Actually plan it out and see what the editorials are typically towards and what they seem to like. Talk to the guy who does their entertainment. From what your post, it seems you already have an accepting venue. The thing about the cool kids, is that they are only that way when everyone says they are.
You guys ever read the Washington Post article about Joshua Bell?
http://www.washingtonpost.com/wp-dyn/co ... 01721.html
To sum it all up, one of the worlds greatest musicians, playing a $3.5 million violin, three days before he was getting $100.00 for a good seat for a performance and in the metro playing during rush hour, he made $32.00.
All art is based upon perception. Any artists is a nobody, until somebody else tells everyone different. Just thinking out loud man, but if the Sex Pistols can become world renowned there really is not a whole lot holding anyone back, except popular acceptance. The internet is so noisy, it is just hard to be heard. Just a thought man. You may have been down that avenue many times and of course I would not know.