That piece in the Times is actually pretty thoughtful and well written.
I don't listen using ear buds but occasionally listen to something over my laptop simply to hear it, not for any serious listening-- and I'm surprised at how much difference you can hear despite the file compression (e.g. MP3, not dynamic compression). This would tell me that the fad of loudness wars isn't to compensate for inadequacies of the playback device--much like dynamic compression of TV commercials, it is used to grab attention. But, how much long term enjoyment from something that is always at "11"?
I know I'm preaching to the converted here....
As to "Americana," i don't know that it is a very definite genre- it seems to be an amalgam of folk, (old) country (as distinguished from 'new' country which is really '70s soft rock), and a few other genres-bluegrass, for example, thrown in the mix. It is probably a catch-all for other things that don't clearly fit into another pigeonhole; I'm surprised Gary Clark, Jr. is labelled as Americana, since I considered him more a blues guy-- but, just like everything else, genre labels are not very instructive. They are probably even less apt when applied to someone who is innovating and doesn't fit neatly under a category that is already well-worn by predecessors.
I don't have an answer other than that, like most things in the pursuit of music that is fidelous, you are going to go through a lot of material and forced to be selective.