Quite a few of his songs are this. * The song "The Other Side" is so devastatingly depressing and beautiful that people during his live concerts have been known to start crying when he plays it -- in which he takes the sadness of the original, adds a healthy dose of catharsis, and comes out as Awesome Music. The fact that Gray himself seems close to breaking down at points while singing it just increases the effect. In fact, most of Gray's songs are known to do this. * Then you learn that the song is about David mourning for the death of his father, whom he was very close to -- and each and every song off of A New Day at Midnight takes on a new level of poignancy and potency. * "Kathleen" is particularly heartrending, but some lines are particularly so. * "Ain't No Love"