I reread William gibson’s sprawl series (neuromancer, count zero, and burning chrome) and Neil stephenson’s snow crash every couple of years. They both get more and more prophetic each time (about some things anyway).
Oooo, this is a really tough question for me. I don't tend to re-visit cyberpunk works, partially because there's so much new content to consume and partially because I don't want to get burnt out on those works. For example, when I was younger I watched Hackers and The Matrix so often that I have them both memorized, down to the inflection each line is delivered. Now if I try watching either of those movies I'm really just comparing them to my memory, not really watching them.
To answer your question though, I've definitely re-visited Tron 2.0 multiple times. That's one of the few "cozy" games for me where just the act of playing is fun to me; just the basic core gameplay loop. It doesn't matter what level I play, I enjoy it. I feel like any other video game I revisit always has "that one part" I really don't want to replay, but Tron 2.0 has so many great visuals I just love being in that world.
Other than that... hmm... maybe Blade Runner 2049 or Elysium. Those are new enough to me that they aren't stale but I'm also not obsessive about re-watching them. And I find both of them interesting.
I've listened to the Neuromancer BBC Audio Drama multiple times since it's short enough that I can just listen to it randomly. I don't tend to re-read books or re-watch anime since it takes so long to get through those and like I said, there's other (newer) content I could be disappointed by instead!
I think Gibson stories are my main reread, partly because I think they work a little better when you already half remember what's going on.
I also reread the Murderbot books quite often, they're kind of comfort food stories for me.
I rewatch Cowboy Bebop sometimes for the same reason.
I reread the webcomic Black & Blue fairly often but that's mostly because the person making it has been absolutely hammering out pages for years now and I almost always need to reread before I can catch up.
The movies Ghost in the Shell, Tron, and WarGames (which is arguably a techno-thriller) all had a significant impact on my professional take on life, so I've re-visited them periodically over the years. Come to think of it, I should revisit them again soon, we should do a movie night lel.