I was just thinking about this the other day. I didn't realize Iron & Wine was in my top ten until I looked at my most played songs. The dude hasn't made a bad album, and he's expanded his sound with insane arrangements while his songwriting has arguably only gotten better. His B-Sides album was one of my favorite albums of the year when it came out. Seriously one the best artists of the 21st century.
I honestly don't throw the Beatles on that often, because I feel like every Beatles album is floating around in my head perpetually anyway. And listen to Joanna Newsom requires headphones and alone time.