I cannot answered definitively ...it is only my opinion for sure...
But on "relatively ordinary" analog system at relatively low cost, with low embeddings controls in the mechanical, electrical and acoustical working dimensions, the relatively low cost digital system in the same embeddings conditions will sound often more detailed or more "cut up" which is not a pure positive fact, ( timbre is not a simple matter) but this digital system if the dac is well chosen can be made with improved embeddings controls very organic sounding tubelike more and will beat the relatively low cost analog system...
It takes high value analog system to beat digital actual one in the same embeddings conditions.... Too much money to contemplate...( i trust Mike deLavigne impressions about that )
But anyway these discussions analog/digital are way less important than the three embeddings control but this seems impossible to be understood by many ... 😁😊
I tested this difference between analog/digital sound with one of my friend analog and digital system.... Then i could imagine the huge difference, way over this difference between some analog/digital separate systems, made by the three embeddings control method...
But a method is not an easy upgrade solution ...And somebody not owning a good acoustic room and no vibrations control, and no house electrical control cannot imagine the difference at all...He then contemplate upgrade between analog or digital to be a very important upgrading solution ...It will be a costly one in most case...
It was more difficult to figure out embeddings controls , not in money in my case, but with my time...But the end results is so huge than upgrading make me afrais and smile at the same time...
Audiophile experience is not an engineering choices dependant fact mostly nowadays, with all these equivalent good design available, it is mostly acoustic and psycho-acoustic knowledge ( vibrations controls and electrical controls are almost as much as important )...