Fred,
I've been in this hobby for about 35 yrs and I have mostly listened to analog and playing digital as a convenience since 1982 when digital first started but over the last 6yrs or so I've been more focused with digital playback.Since we all know that digital can be hit or miss in quality and some of your favorite music maybe some of the worst recordings,I've been focused on preamp and amp pairings that give me the sonic qualities I desire along with helping those bad recordings sound much better and then my best recordings also sound even better than I have ever heard them.
I really like the pairing of my MZ2 preamp with the Zotl40 or my Diy first watt Sit2,They both produce 40watts into 4 ohms,It's like having 2 different flavors.
I listen mainly to Acoustic and vocal jazz,classic rock,classical piano and the occasional symphony orchestra,mainly as a system test.
And Offcourse finding a dac that you like is going to help the overall sound as well.
I think I have found the "Holy Grail" in components for me that have great synergy and I will be happy with them for quite awhile.
Kenny.