Im gonna change my position. Assume I have the best of the best vinyl of something, and the best of the best digital file. Not even the same album. Just I found a great copy of something.
I have not found a digital file that has the same level of natural purity and tone as vinyl has. This is especially true with vocals and unamplified instruments. Digital excels at pop, rap and rock. Digital just can't do what vinyl does on classical, jazz and chicks with guitar music. The vinyl is more accurate and harmonically complete. It has a more realistic recreation of being there.
This is a comparison between 2 sources, both about $13k. Digital maybe more like 11k. The big jump was getting a "real" TT. A $3k table is not the same as a $10k table. When you leave Project, Rega and step up, the world changes for vinyl. Those tables are not the same game.
When I played in the $6k vinyl to $11K digital, the digital was many times better on all source material and genre. The higher level table vaults ahead of the digital on the above noted genre. I just can't get digital to bridge the gap with my best files in rhe hard drive via HQ player. Its close on some. Digital is very very good. It's just a tad behind a really good piece of vinyl.
Sorry to disagree with your changed position. I regularly hear top vinyl playback in my friends' systems, in the range of $ 50-80 K for the vinyl rig (incl. phono stage). While vinyl can sound truly wonderful, I do not hear the increase in natural purity and tone, as well as harmonic completeness, over my digital of about $ 6.5 K total (see signature) that you do. Vocals, acoustic guitar? You're kidding me, digital excels on that with the right recordings.
I do notice that it is very hard to get file playback to sound as natural as physical CD, which is what I am playing at home (with excellent connection between CD transport and DAC; the AES/EBU cable costs as much, or almost as much, respectively, as either of them).
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PS: Just saw your post, Mike. No, also in terms of 3D presentation, digital can truly excel. The palpable presence of the performers in my living room can be shocking from CD (I truly wish you could hear that in my room!!), as can be being transported to another venue. I have not yet heard better from vinyl.