Yes, that does make it clearer as to what you are looking for and I think I could make that work.
I have noticed that some users have also configured multiple walkout songs per player so your expandable entry view could also work for that purpose.
This will be a little complex to code as it changes the simple logic mapping the data to the interface so I can't promise any timeline on when I can find the hours to get it coded and tested, but I will make an effort to get it into the next version.