Hmm I'm not sure about Ray's music. I would think it stayed considering Jamie Walters' associations with the show but with music labels...
"Losing My Religion" is definitely most memorable song for me. I guess because I discovered this show before I got into R.E.M. as an amazing band in its own right. It's funny it never really prominently stood out to me in the break-up scene but definitely resonated later. Chris Isaak's "Wicked Game" however was front and center in the make-up scene in 'Wildfire' I guess it was playing more loudly.
Yeah, PPAD music doesn't stick with me as much. One big one though is The Flaming Lips. They've changed so much I had to go back and watch again. Donna Lewis because she was sort of tied in to the storyline with Tom from Buffalo. I wasn't a fan of the latest chart topper playing during opening credits during the last few seasons.