Compression of many modern digital recordings is what is killing the enjoyment of digital music for many of us audiophiles. A great site to check the DR of digital recordings, and LP's for that matter can be found here called Loudness Wars:
dr.loudness-war.info/
There is a data base of measured DR of many recordings. Just type in your favourite CD and then look at the CD number to see if it corresponds with what you have are want to check the DR. Decent DR starts at about 12, 15 is great and above a5 is excellent. My son, a musician and I can easily tell the higher DR recordings as they are generally cleaner, and generally sound so much better. Some of the recordings done in say the eighties may have been repressed but they have also been compressed and can sound quite terrible due to this. I now look to the above site to see which have the better DR and then search for that particular CD number. They show a maximum DR, a minimum DR and an average for the album.
One of the major benefits touted back in the day for CD was their better DR, but they have started compressing them so much that that advantage has been lost and now the LP's have better DR as they are in many cases as they are pressed for audiophiles where digital music is for headphone music from iPhones or cars where DR is not required. I just do not understand why they are compressing digital music so much, there is no saving in file size it seems either. They are killing off the benefits of digital sound.
Some of the great recordings done by Telarc, Chesky, Sheffield Lab etc have terrific DR and sound glorious. I have some pressings from Sheffield Lab (Direct Cut to Disc pioneers in the day) that have DR of 20/21 and the dynamics and clarity etc is simply amazing. You do end up cranking up the volume a little due to the large DR, but when it hits the peaks, it is spectacular. Having an amp capable of 340Watts RMS with a massive power supply into my 4ohm speakers does help! Doing back to back comparisons of some CD's that have been re-pressed or "remastered" show that even the remastered versions are compressed to the point that some are almost unlistenable (for me at least) compared to a much better DR original. Even those original CDs that were taken from analogue tapes of LP's from the 60's through to the 80's many of which have excellent DR, but when they are repressed, many have been compressed to oblivion.
I have an SACD of Miles Davis's Kind of Blue, recorded in 1959 that has an average DR of 15 and it sounds stunning, a recording done then has no right to sound so damned good!
Before I realised that there was a compression thing going on, I purchased a CD of 10CC's "How Dare You" about 7 or so years back and it was so compressed I couldn't listen to it at any appreciable volume, thinking to myself that the album wasn't as good as I thought it was, or just poorly recorded back in the day and back then we didn't have the decent equipment to hear the difference. That CD had a dreadful average DR of just 8!!! I had then discovered the DR issue and purchased the original pressing of the CD second hand and it was like night and day. The original pressing has an average DR of 12 and a comparatively great sound!
The same goes for Focus and their album "Focus III". About 20 years ago, I purchased an "up to date copy" of a CD again not realising the DR issue and mostly listened to it on my computer system and in the car etc, but I found it awful on my home system. It had an average DR of 6 and a max of just 10!! Again, recently, I searched for an original CD pressing and found the original had an average DR of 12 and max of 15 and sounded so much better. Same for Led Zeppelin IV - original pressing had an average DR of 12 and max of 14 and sounds very good, some subsequent CD's have an average of 10 and max of 11 and sounds quite bad. I could go on with a number of albums that I have had to repurchase just so as to get a decent DR version and have not been let down with the better DR versions.
When looking at the Loudness Wars site, anything in red or orange is basically unlistenable on decent equipment, IMO. Obviously, there is much more to a great sounding album other than DR, but poor DR is one aspect that seems to make it basically unlistenable and is a starting point, IMO.
I have recorded all my CD's and downloaded music onto an SSD and play them though a dedicated computer with a digital output into the Digital to Analogue converter of my Marantz SACD player SA 14S1 Special Edition and then into the amplifier. Music selection is controlled through Music Bee on the computer and is displayed on my TV screen so I can select songs or albums at will. All my recordings have been put through the DR measuring program and so I now have the DR range of all my albums listed in a file for reference. This is how Loudness Wars get their data, from people who have measured the DR and then sent the data to the site for listing. All the information is also passed on for CD date, CD number etc. People have even done it for LP's and other forms of recorded music. There are many listings for LP's!