Chess cannot be improved upon. It's a bad analogy.
Secondly I was referring to the 1930's because of the Citizen Kane comment, not because it's when the ability to act actually began. I was wrong however since CK came out in 1941. I just IMDBed it.
When you remake a movie, you don't necessarily make it better. Sure the film quality can be better, and the sound can, but the performances will be different and I give you Psycho as an example. On the other hand a videogame remake like Resident Evil improved upon the first in every way and no one can deny that. It handled better because of new technology, looked better because of it, sounded better because of it, because there is no human inside of a game, just further advancing technology.
I understand those that want to give other eras, but it's based more on your own interest at the time than anything else. I was more interested in gaming from 1996-2000 so my favorite consoles are usually the Dreamcast, N64 and PS1 and their games but I don't believe their games are superior, I just loved gaming more back then.