Sounds like you are already listening to some pretty kick-ass stuff. Stuff, anyway, that would kick my stuff’s ass.
I always thought that if I had a lot of disposeable cash to play with I’d want to get into some of Cary’s SET stuff. Back in the early ’90s I got a guy I worked with interested in tube gear and I turned him on to my dealer in Filthadelphia. The friend I worked with had bumped into the station from a station in California that had been closed and he had a lot of money (all things being relative) to play with, and, among other things, the dealer set him up with Metaphor speakers and a pair of Cary 805s. The system the dealer sold him cost around 20k, so I do not know what the appreciation on that over 30 years would be. (20k on "a stereo" was enough to blow everybody’s mind at work, however.) I always felt the dealer undersold him on the preamp and digital front end.
Anyhow, the Cary 805s have long been on my wish list, or even better, a pair of Cary 211 FEs. I suppose for digital I would go Esoteric, and any analogue front end I bought would be better than what I have now, wch is none at all.
But sadly, my wish list is all based on a fantasy I have never heard but only read about, so you can take all of that above with a grain of salt.