I don't have the answers Sway.
But just to throw shyt against the wall, you start with taking what we already have/do and organizing it. From theera on til now, this nucleus of posters have been responsible for a lot of slangs, memes and quality content that usually ends up being utilized elsewhere. Being that I don't fukk with them like that, what's really the main draw for Complex? The editorials? We got some dope writers here. Industry people pay attention to the site, we could be getting some interviews.
I dunno breh I just think it would be better to compete than complain.
As far as the money, I say we hit up Martin Shkreli as an investor
Also consider reblogging money cat on tumblr.
REAL CHIT.