I guess songs affect us all differently. For me, Jerry Rasmussen's "Handful of Songs" is a celebration of the circle of life and death and how we all have something we can pass on. I get a very positive message from it, whether I hear Jerry or Rick's version.
For some reason The Hooters' song "Dancing on the Edge" is tinged with unbearable sadness. On one level it is a raucous celebration of total immersion in passion, but on another there is a sombre hint that the singer knows that this is transient and will leave him desolate. "You lose yourself every time you trip inside" is one of the most terse and evocative lines about that sort of passion which I have ever heard. I am being very subjective of course. That song would not even appear on most folks' radar.