It was so long ago there was nothing to know, really. Most pages looked fine in links, you had irssi for your social networks, mplayer for your movies (still great), mutt for email, vim for programming... It kind of just worked.
I still use mplayer but now it's neovim will lots of plugins. Modern IDEs are much different today. Mutt is hard to use in the time of HTML emials. I also use lots of graphical apps like signal, Spotify, steam or libre office that didn't exist 20 years ago. I think getting it all to work is a bit more complicated now. Maybe I just use computer for a lot more things.