o10, I have a somewhat parallel perspective as you, but for slightly different reasons.
I too hold a strong preference for the "classic" artists from the '50s and '60s. That's not to say the Young Lions have nothing to contribute or haven't recorded anything worth listening to. For me it becomes a choice between time spent listening to musicians/albums I know I enjoy and delight in hearing again compared to time exploring new artists that I may or may not like.
All this is due to my age and the admission I don't likely have that many years left. I came to this realization recently responding to an audio buddy about a potential upgrade to one of my components. It is simply not worth the time, effort, and expense any longer chasing my tail with upgrades. I'd rather spend my time listening to music I love. And if I've heard that music 100 times, it doesn't matter since I choose to go back 99 times after initial hearing and obviously it brings me pleasure.
Anyway, if I didn't already have a huge library of LPs and a lesser number of CDs to pick from I might feel differently. But I'm not likely to be able to listen again to everything I already own, so why worry about finding more?
Your motivation may be health, mine is age. Let us hope we are both still able to continue on for some time yet. Peace brother.