its "good enough" when I can simply sit, listen to music, and enjoy it.
When I was in the gear-hunt phase, over a few decades and more, I think my objective then was more about trying and comparing different components. And I realize today - this phase was less involved in listening to music, and more more about new learning around how different level of qualities of gear can sound.
Kinda depends on what headspace you are in at the moment too. Eventually got burned out and learned to enjoy more than a few components that sound "good enough". After this point, any new change just became "different" and not necessarily better. Had to kinda stop there. Back to listening to music now :)