How much do you need to spend to get digital to rival analog?

I already sold all my CDs except the special ones like my RT personally signed copy of Shoot Out the Lights. I downloaded them all to a hard drive and sold them to Bullmoose Records for store credit which I turned into records:) It took I think it was two months and 6 trips to Bullmoose. Now I have all that room for more Records and another 4 TB left on the hard drive for Hi Res downloads. Does life get any better? I think the JVC Direct To Disk LP are as good as LPs get not that there are not others out there particularly in the classical realm. I was never big on Telarc disks mostly because I had versions of all the stuff they did by artists I liked better. High quality recordings are no good if you don't care for the performance. The first popular digital recording was Ry Cooder's Bop Till You Drop. Great music but is is missing a little of the sparkle the best recordings have.
Thanx again atdavid for clearing the air. One other comment to add is that negative feedback is not the big bad boogeyman. Done correctly it is vital for some designs and "no feedback" is not necessarily better. 
Mahgister, theoretically you are right but sometimes you have to make compromises and testing a rig in everyone's home is not practical so you can only say, "in this room with this system." Frankly, all of use are guessing based on our experience. In reality I can't even comprehend the question because my turntables cost a whale of a lot more than $3K and my digital playback system cost less than 1/3rd of my cheapest turntable.
I'm guessing again but I would say when it comes to serious listening digital and analog get an equal share of my attention. I am also not picking out the music based on sound quality but because it is the music I want to hear at the time. If I were given the opportunity to buy an older analog recording in remastered Vinyl or Hi Res digital I would try to go for the one that I though sounded better. If I can't determine that I just get them both:) I also think it is obvious that digital is a much better value than Analog. It takes much less money to get to a near SOTA set up. 

mijostyn

For sure you are right, most of the times we must compare and choose...

But each for their own potentials, digital and analog, are only interactive elements of design in an unbreakable chain that is so mixed that choosing absolutely for one and rejecting the other is neither possible nor desirable, choosing is only possible in a particular context actualizing some possibilities for some people taste and room and system design ... This is my point...My best wishes to you...

Dear @fleschler : For CDs Denon is more than enough. Please listen the old Gladiator motion picture soundtrack CD ( in a Denon 1600. ) against its today LP counterpart. As other gentlemans posted in this thread we don’t need to listen 4x DSD and the like to " note " the today superiority of digital alternative. I like both alternatives but for a tiny different reasons.

Digital makes many things rigth but one of them is the way it handled the bass range where LPs just falls to handle with the same " true and aplomb ".

R.

We are talking DACs here. There is no feedback on a Delta-Sigma DAC.

Delta-sigma conversion is based on a feedback, it’s how it works. In fact, feedback is described even in very words ’delta-sigma’.

Delta-sigma conversion

You can see with any delta-sigma conversion diagram there’s a feedback associated. While those are simple conversions, you can’t escape a feedback no matter how advanced or modern it is, because...at some point you’ll have to do a delta-sigma, you know? ;) you can’t escape LPF-ing too.

Even on an almost 900K system, I still feel there are compromises. For one thing, its not analog. also, I have never heard drums, cymbals and overall air sound right on any digital system. Unfortunately, sometimes you have no choice as some music is digital and was never releases in analog or (tape, record).

Whether it releases on analog or digital, most music in the last several decades was digital right up to the cutting machine.

Cymbals on LPs made from digitally made masters don’t sound right either, if you listen critically. I can go to a hifi show, listen to many analog systems, but on a typical record I usually can’t hear an ’analog sound’ out of the analog rig, With digitally made records it’s not what’s there.

On cassettes that are “digitally remastered” it seems that many of the sonic ills present on the CD are gone. Why is that? The cassette version is more lush, is more open sounding, more natural sounding, has more air, greater resolution and greater dynamic range. Why? It’s because the CD is more compressed and because of the limitations of CD playback I’ve been describing lo these past many months. You want some examples? OK, Kind of Blue, Country Joe and the Fish on Vanguard and AC/DC’s If You Want Blood You’ve Got It. Check it out!