Saddest.Song.Ever.
 

Dan Mangan.
I never heard of these guys until I saw them in Arkansas, of all places. They are from Canada, and I believe pretty popular there. I know they are pretty obscure, but I like some of their stuff. For instance, the following:

I dare you to listen to this song and not be depressed. Saddest. Song. Ever.

And in case depressing isn't your thing, maybe robots are