I try to have a pretty even mix between old and new to avoid burning myself out on particular things since my tastes can run hot and cold. So at the moment, I have been following Raw/Smackdown/NXT (only the commercial-free Hulu versions, I’d never be caught dead watching live). I also keep up on indies that I like (PWG and AAW, especially) and NJPW. At the same time, I just finished ‘97 WWF (Raw and PPV) and am working through ‘98 now since that is my nostalgic sweet spot. And I have been mixing in some 2000. Plus World Class.
Big picture, I am a mark for context. Which is why I watch TV and watch things in chronological order, as well. I also tend to watch whole shows when time allows for the same reason. I watch wrestling because it’s fun for me.