Unfortunately, country will be one of my smaller categories. I enjoyed country music in the 90's when it seemed to open up a bit and add some variety. Since then, it's changed, and now country often seems to be 70's pop with a twang and a hat.
In the 90's, though, I started listening to some good country singers such as Kathy Mattea, Mary-Chapin Carpenter, Suzy Bogguss, Wynonna, and The Tractors. I still keep up with their music, and I occasionally tune into a country station to see if I find something interesting.
In 1992, Suzy Bogguss had her first top 10 country hit with Nanci Griffith's "Outbound Plane" (from her CD, Aces).
Here's a video (rather long) with Nanci Griffith singing "Ford Econoline," then a discussion between the two of them, and then the two of them singing "Outbound Plane" (skip to 6 min 45 seconds to just hear "Outbound Plane").