The first soundtrack of a breakup that came to my mind is ”The Doctor Came At Dawn” by Smog.
All the artworks for ”Breaking Up Is Never Easy I Know” by Ed Nolbed are reinterpretation of the artworks of albums that have been consumed while having a hard time.
I’m not sure about the author of the original artwork of ”The Doctor Came at Dawn” but I have a copy at home and I will check. As usual every artwork for every copy is going to be different and it’s on request. Just let me know which was your soundtrack.