@bkeske
I understand where you are coming from, so here's my whole, long story:
I started with records in the 1970's and had maybe 400-500 of them. I would use the Allman Brothers double album to pick the seeds out of my stash while it played...the good old '70's. Anyway, I recorded cassettes for bootlegs (I had a Nak also, there was never a better sounding tape deck) and copying my friends albums.
When my rather nice CD player died about two years ago, my audio guy said to drop the CD player and get yourself a Bluesound vault/streamer. I was very unsure, but he had always given me good advice, so I got the Bluesound vault/streamer and I have never looked back. The convenance of every CD just a click away, finding that special single song in seconds, making your own playlists on the fly, being able to schedule a whole evening of music, was much better then separate CD's and since then I have only brought CD's to burn into the Bluseound. I still play albums, but I cut back my albums to just about 100, and I only buy a few special albums a year.
I have now upgraded to an Aurender with Streaming and I never miss the CD's at all. The quality is better with the Aurender, but that's also due to having a high-end DAC now rather then the built-in DAC chips in the old CD player.
Again, I still have and love the physical media also, just not as much. From your picture I think you're about the same age, maybe younger then me! So you're not too old yet to change. And yeah, that Jerry album is great, but right now I am hooked on the Pizza Tapes. It's like you are in the room with Jerry and friends.
All the best to you!