Jazz at the Pawnshop is cool for the ambience of a club recording, and musically, it doesn't annoy me the way some of the direct to disc 'made to demo your hi-fi' records do. But, it is, admittedly, a record bought by audiophiles because of its sound.
Kinda Blue is of a different order. I've listened to records that sound far worse, just to hear the performance, and while I'm not a giant Miles Davis fan, I respect this record enormously. The fact that you can buy a decent copy of it new (I think even the Classic 33 rpm is probably fine and gettable, not unobtainium) makes it even more of a joy. It may not be a killer recording in the ultimate audiophile sense, but it is pretty damn good by any standard. (To my ears, the Classic 33 isn't 'alive' in the same way that, say, that Duke Ellington Jazz party record is, which literally sparkles, but that may in part be due to choices made at the time of the recording). I think that Way Out West is over-rated as an audiophile record, though I like the record.
What's a mint Columbia pressing cost these days? Probably tres cher. You are lucky DaveyF.
Curious why you think WOW is overrated?