I dont think once you have hit the "Good enough" state, and then you change it up again and again, that makes you less of a music lover. I had a good enough car in the 80s along with other things such as television, furniture even a wife....
But I have changed all these and it doesnt mean that what I had wasnt good enough, it means that I could improve, so I did. I know what you mean about obsessing with "better this and better that" and I think youll find that with all hobbies. Think of model airplane guys....they usually start with something small and 20 yrs later they have a plane you could put a Cocker Spaniel in, they still love flying model planes, they just tweak and improve as they
gain more experience. There are always the guys that have what they started with, but that doesnt mean that the guy that moved on....not necessarily up...doesnt love "it" any less. Besides, all hobbies involve some kind of building or tweaking to make something you can call your own. Everyone has their own limits as to how far they go, that makes the experience their own.
You hit on the head with "bass". If I would of left what was good enough alone, I would still be listening to one note, boomy bass from my original sub. Never would of found OB bass and what it offers......it offers a lot. I never would of gone with the fad of open baffle mains as well, this just opens the door to a whole new world of clarity and detail....or bothered with a dedicated room for the system. I love music, play a bunch of different instruments, grew up in a musical family....both my grand fathers were musicians, one was a music teacher. Maybe another way to look at it is maybe some people....especially the ones who know the tones of real instruments in the same room they listen to gear in....are striving for that, and good enough wont do.