> Why aren't there more avenues to hear "random new artist that matches my tastes"?
One reason is due to flat rate bundled compulsory licensing. If you run a coffee shop with live music you either restrict all performers to only play original works and still probably get threatened with lawsuits, or you pay up the ASCAP/BMI/SESAC protection money and can play whatever.
So in many contexts weirdo obscure independent artists can't compete on price (e.g. give their music away just to get it heard) because the customer has already paid for a bundled rate for popular music.