I am also a classically trained musician and sometime audio engineer. I can definitely tell the difference between lossless and lossy audio. The difference to my ear is generally in the overtones and silences. Lossless just has a much more natural sound than lossy codecs do. However, the best recording you can hear without going directly to masters are on record albums. But record albums are a pain to store properly, not portable, and degrade easily. IMO, analog still beats digital in pure quality, but digital gets better all the time. Digital is in fact good enough that I would never make an analog recording as it’s just too inconvenient and not worth the little extra quality just so somebody can listen through a pair of cheap, $10 headphones. And in the end, that’s the real issue. Audio quality is only as good as the equipment your using. If you don’t have decent equipment you don’t need lossless.