I don't think there has been much discussion (maybe I missed it) of the actual source, the materials used to play analogue or digital. In particular I want to comment on digital. Just because I tend to comment on tape and vinyl, it doesn't mean I am not a digital person also. I have more digital files than most people (60TB), and many of you know I ripped over 10,000 vinyl and tape albums to hirez (192/24) digital over a period of 6 years using what I think is still the state of the art or very close to equipment (you can see it in my signature). I also may be one of the biggest customers of Native DSD, having purchased over 200 albums (both stereo and mch versions) of Channel Classics albums from them.
Here are my observations on digital albums. These are the ones that end up as downloads and physical media (hirez and CD level). I am specifically talking about ones for which the original masters are analogue (generally between the mid-50's and the early '80's). My collection is very highly classical, so they are not affected by the horrible compression of the loudness wars.
Here is what I observe. First, the vast majority of CD and many (most) of the hirez digital versions were converted for to maximize profit and not sound quality. Mastering engineers who do the conversion are not paid to do extensive (and expensive) editing of the master tapes, tweaking EQ and other tricks of the trade. Also they are normally not using the highest level pro digital equipment in the conversions.
For example, back in the mid 2000's one of the few companies which emphasized sound quality in their digital conversions was First Impression Music (FIM) owned and run by Winston Ma. Winston hired some of the very best mastering engineers for these conversions. For example, he released about 17 Decca recordings from the golden era, getting the master tapes from Decca, to produce his CD versions. Grammy winning engineer Paul Stubblebine did the mastering. Rather than just taking the master tape and converting it to 44/16 and producing a CD, Paul first converted the master tape to 192/24, using the famed Pacific Microsonics Model Two designed by Keith Johnson. He then edited the file, applying corrections to the sound quality and Winston, as the ultimate arbiter of the sound quality would listen and make his comments. They would go back and forth until they were happy with the sound quality. The Model Two then played the 192/24 file in analogue which was captured by a second Model Two recording in 44/16 for the CD master. The production of the CD's was done in a plant that specialized in very low error rate CD's. The result was the FIM CD, more costly than a regular CD.
I was able to compare many of the FIM Decca CDs with the same titles that Decca released as CD's in their bargain boxes in the earlier part of this decade. I also have the original vinyl versions of all of the CDs that I could compare. Pretty easy to tell the difference, with FIM clearly better than the Decca bargain CD. The bargain CD's were sold in boxes with 50 CD's at retail for a little more than $1 per disc, several times cheaper than Winston's cost of producing his version. I got to experience the FIM system in the process of writing my Decca book for FIM in 2013-4. Winston included 4 Decca compilation CD's with the book and I participated in some of the back and forth between Winston and multi-Grammy award winning mastering engineer Michael Bishop as they were going through the sound quality of each cut of each CD.
Even for albums that were originally done in digital, Winston had Michael and his colleagues at Five/Four productions remaster a large number of albums that Telarc originally released on CD (Five/Four was formed by former Telarc engineers). I have a couple of the original Telarc CD's and compared them with the FIM versions. There were subtle, but clear improvements with the remastered versions.
One more story. Chris Connaker runs the Audiophile Style Forum (formerly Computer Audiophile). He is an absolute digitalphile. He was visiting a couple of years ago and was looking over my tape collection, particularly my safety masters. He saw the Miles Davis Cookin' album (one of a series of mono albums that Davis did with his Quintet in 1956 for Prestige) which I have on a 1/2" safety master. He asked to hear it. He said it was his favorite album and that he had it in every digital format available and intimately knew every nuance in the album. We started playing it and he immediately started hearing subtleties that he had never heard before, even with the fanciest DAC's that he has reviewed and the latest hirez remasters by RvG. He said it made him think seriously about going into tape!
My conclusion is that if companies spent the time and care (and money) in remastering their conversions of analogue masters to digital (at whatever sampling rate - my experience is hirez is better than CD rez) we could have much better sounding digital (from analogue) albums. Of course, it comes with a price that most companies and consumers are not willing to spend.
Larry