Here is what I've been listening to lately.
Bill Callahan (and his group Smog)
(this "Tiny Desk" series of videos is awesome, by the way. I've watched stuff from The Avett Brothers and The Tallest Man on Earth which I love)
Palace Music (one of Will Oldham's groups from the mid 90's)
and, thanks to my Dad (Trip actually named this album one of his top 5 of the decade) Gillian Welch