I think you need to spend more time with the systems and the music you have. Because, at least for me, understanding the differences at the first shot is very unlikely.
Brain is interested in the low hanging fruit, i.e. the music and the melody itself, first. The music needs to became mundane or ordinary to be able to listen it deeper for more details. This is when differences can be heard more easily.
Lastly, you don't need perfect systems to hear differences, but understand how your systems respond to the music you're listening to. i.e., your music system's sound needs to be mundane to your brain too to be able to go from low hanging fruit to minute differences you were not able to hear before.
Brain is interested in the low hanging fruit, i.e. the music and the melody itself, first. The music needs to became mundane or ordinary to be able to listen it deeper for more details. This is when differences can be heard more easily.
Lastly, you don't need perfect systems to hear differences, but understand how your systems respond to the music you're listening to. i.e., your music system's sound needs to be mundane to your brain too to be able to go from low hanging fruit to minute differences you were not able to hear before.