I genuinely think that you should listen it as many times until you can hum or mentally sing along with it… if this makes any sense. Like if you are able to associate the song’s title a melody then it’s “worth it”. For me(I’m not even kidding), this is probably after playing it 4-5 times on repeat.
If you can, I’d say go for it(with switching wheels).
For wheel size, I think you really have to try them to figure out which is right for you. With what you described, maybe go with the 59mm.