This answer kinda changes for me depending on what's going on in my life at the time, what kind of mood I'm in, etc. Right now it's Stuck In a Moment and Kite. Needless to say things aren't going all that great right now LOL.
I keep listening to the Boston Elevation set and the part before Kite where he says "this song is about letting go of somebody you don't want to let go of". If I listen to it enough, it's bound to sink in eventually right.