This. Both of you.
I am really sorry, but: in my opinion old tracks "do not stand a comparable chance" against new ones. That is because of several factors: loudness (new tracks are much louder), "sound-enhancing techniques" (that in reality make things all sound the same, because people are all using dame presets and filters), production tricks such as sidechaining (muting the rest of the frequencies when the kick (or other effect) comes for more "punch"), newer software versions and versions of audio drivers supporting a broader manipulation of the sound and certain tricks that weren't possible before but are standard now - and finally the whole equipment that artists use is different now and mostly consists of digital synths or controller devices, controlling the sound on a laptop.
Just look at Cubase how it changed over the years. And I don't think that even an old cubase file sounds the same in a new version - in fact, we (Skeletone ) had this ... I once brought a track along that we wrote in an old Cubase version ... and it sounded totally different in the new version, even though we essentially used the same instruments. There were even error messages concerning the 64 bit versions of some VSTs ... crazy!
Good point
There is a small "but" though: the writing of the old tracks has been "anchored" in my brain to the old sound, the old hardware and production techniques ... and that's something you can't get rid of even if you go the route and make it all modern. Or vice versa!