Josh T. Pearson's Last Of The Country Gentlemen (2011) is still pretty great, if not heartbreaking. And I'm a little sad he hasn't released anything since.
"I went grey overnight... It was one of the most painful times of my life. I can't listen to it. I haven't listened to it since we've finished it."
The album is incredibly lyrical and doesn't get caught up in traditional structure, it listens more like a tone poem. The centerpiece on this record is Sweetheart I Ain't Your Christ, but do listen to the whole thing through.