Records and CDs

In some cases a good pressing of an LP will sound better than a CD or CD-quality file in my system.  I have some digitally-recorded jazz LPs that sound better than their CD counterparts, even.  But in some cases a CD sounds better than even an analog LP.

In general, I find a digital recording needs to be at least 96kHz sampling rate to equal the SQ of an LP.  Admittedly, my current digital front end was less costly than my turntable, but it sounds better than earlier digital gear that was as pricey as the turntable/tonearm/cartridge.  I think digital gear has advanced enough that you don't need to spend as much on it as in the 1980s-1990s.  But maybe the most expensive digital gear can make a worthwhile improvement in the SQ of even CDs.

For playlists, the old analog method was mix tapes, preferably made on tape decks that were tuned to the specific blank tapes used.  Such recordings can be nearly indistinguishable from their sources in many cases, and if you played them on an auto-reverse deck you could get 90 minutes or more of continuous, all-analog music.  Cassette tapes I made in the 1980s still play on my Nakamichi decks, and those decks have rarely damaged a cassette--when they did it was because the transport system needed repair.  Reel-to-reel can provide even better SQ if you have the space for the deck and the tapes.

drmuso: I used to do the same.  Still have my Nakamichi Dragon tape deck in good working order, but you still have to go through the time-consuming process of recording everything, and that's if you can find a quality TDK MA series blank cassette at a non- absurd price that will inevitably degrade with time anyways.  I am sticking to streaming!

As I mentioned earlier, for me records cannot be the main event;  This is partly due to the maddening inconsistency in their sound quality compared to the relative reliability  of digital.  True, certain records do sound better than any digital on my system but, unfortunately, that is rare..  I also acknowledge everyone’s system is different in the quality of their digital and analog playback so that comparisons are difficult.  
In response to @larsman, Personally, when I mention the unavailability of new titles I’m referring to classical music which I listen mostly to.  I really can’t speak to other genres.

In my previous analogue frenzy I ordered a relatively expensive cartridge (Clearaudio Maestro.) It will be interesting to see what my listening habits will be after it arrives.

rvpiano OP: Maybe the new cartridge will inspire you, at least for a while.

I stopped and returned to vinyl, including getting rid of my turntables and then rebuying turntables back and forth all over again 3 or 4 times over the past several years before recently giving up on vinyl altogether. I am not sure what drove me to doing the same thing over and over and expecting a different result, perhaps insanity, as the saying goes, or perhaps nostalgia... I am in the process of removing my turntable from the stand to make room for a laptop and maybe also an old school lava lamp. 🤣