Tangentially, if (like me) you find this "long tail" interesting but don't know where to start, I've enjoyed going through Ted Gioia's "100 Best Albums of [previous year]" [1] each year. It's obviously subjective and subject to whatever biases he has, but the sheer diversity of the list is quite cool. Listening to a few albums per week is a pretty easy way to sample -- most of the albums are on YouTube or Bandcamp for free.
I don't claim that these examples have the same history as music.
I honestly don't even understand the impulse to listen to new music. The quality of "newness" is not a desirable one for me in music; I prefer qualities relating to sound. To me it seems like a distorted version of the impulse to be cool in high school.
The real problem is that commercial, recorded music crowds out local, live music. For local music I understand wanting to know what's new - you may miss out because bands aren't live forever.