I've probably been doing this stuff as long as you have, and I'm not actually sure where that point is any more.
I actually hate the sound of most of the Beatles albums. I think they sound crap by modern standards - tinny, rattly, clogged-up, mid-heavy mixes with no deep bass.
Put them up against a modern trance single mixed ITB and the latter sounds huge, dynamic, cinematic, and infinitely more polished.
Which is better? It depends...
The Pink Floyd albums hit a sweet spot by being musically ground breaking while also being the first examples of hifi multitrack recording in its modern form.
Now I tend to think ITB is fine for electronica and dance, because sometimes you want polish and a slightly unreal shine. But for rock, country and maybe even hiphop the older hardware is going to give you more character, bite, and depth.
Ultimately they're just colours you can use. If you have talent, it doesn't matter if you mix ITB or not.
If you don't, it doesn't matter either.