Felt like I had to bump. I was looking for new music to get into and I remembered this thread. I downloaded all three albums a couple days ago and they are all I've been listening to.
Love his sound, it's authentic and sincere and that's awesome now when you can go three hours on country radio and not hear one song that doesn't seem fake as ****.
I do consider myself more of a country traditionalist, so I think I like his albums in order of older to newer, as High Top Mountain is definitely more of a "pure" country sound. You Can Take The Crown, Life Ain't Fair, and Some Days are probably my favorites as of now, but I don't think there's a bad song on there.
Metamodern and Sailor's Guide are more of concept albums to me. While I like both of them, I don't think I'll be able to listen to them all the way through like I can with High Top Mountain. Just a few tracks that are a little too alternative for me. Not bad, and certainly better than bro/****** country, but just not my style I guess.
Anyway, I love finding artists I hadn't heard from before, and this is a guy I hope to hear more from in the future. So thanks to all who contributed in this thread.