I also enjoyed reading (the 1997 version of) Underground: Tales of Hacking, Madness and Obsession on the Electronic Frontier, as a snapshot of the vibe at that time.
The vibe at the time which maybe too glibly and imprecisely: was a strange solution of corporate dystopianism, mixed with a young person's rebellion and optimism.
I also like the idea of, but never watched War Games (maybe it's too old?)
I don't intend this question to be my personal recommendation solicitations: it should be a chance for anyone to share--but I'm just trying to give some concrete examples to frame it, which I suppose boils down to (maybe): 80s-90s vibe cyberpunk fictional hacking films, not docos.
Does anyone have any good recommendations for some fiction films to watch in this space? Hacker fiction films?
If you're interested in the "hacker genre" of movies (or its history or various interpretations), imho both Wargames and Sneakers are worth a watch. I personally like Sneakers more.
Netflix series - Billion Dollar Code. The Google Earth court case fought by the a couple of German hackers https://www.netflix.com/in/title/81074012
AMC TV series - Halt and Catch Fire. Follows some players in the 80s technological revolution that lead to information society. https://www.imdb.com/title/tt2543312/
Apollo 13. When Apollo 13 sustains hazardous damage mid-orbit, NASA works to devise a plan to lead the spacecraft back to Earth and spare the lives of the astronauts on board. https://www.amazon.com/Apollo-13-Tom-Hanks/dp/B001JI5DRC
Based on a real story with some addition of KGB and cocaine.
Enemy of the State - though an all pervasive surveillance state fortunately remains fiction (tongue firmly in cheek).
Both the original film '20 Minutes into the Future' and the US drama series. All very 80s cyberpunk. Mega corps and dystopia
Serial Experiment Lain
Lain explores 'The Wired' communication network and reality and the digital bleed together.
Strange Days
Noir styled look at abuse of power. A black market seller of recording of people emotions and memories tries to uncover who committed a murder.
Cyberpunk documentary
I know you said no documentaries but this covers many of the films and TV shows mentioned
Part 1 - https://youtu.be/sttm8Q9rOdQ
Part 2 - https://youtu.be/0VoX3vr6CCM
Part 3 - https://youtu.be/KczJNtexinY
Based on the book by Tsutomu Shimomura. It's the story of how Kevin Mitnick was captured. All the tech/hacks in the movie are real as far as I remember.
Pirates of Silicon Valley. Good portrayal of Jobs and Gates as nerds with big ideas but shady ways to accomplish them.
Sort of near the edge of what you are asking for but Live Free and Die Hard has a lot of hacking (though a big absurd, like anything with a battery can be hacked) but still exciting.
+1 for Wargames
In terms of books, I liked Neal Stephenson's "Cryptonomicon". It was written in 1999 and really captures the 90s startup culture, and has some cool hacker scenes. The detail is good too, where the author even explains the specific unix commands that are being executed in some scenes (such as grep).
Although the film is highly rated, I found the premise more intriguing than what the film delivers. For me, the film was OK, not great. But I encourage you to watch and make up you own opinion.
Garland has also written and directed a 2020 TV series was Devs, which I haven't seen. For anyone's seen it - is it any good?
The Net, Matrix, Code Rush (a documentary)
Silicon Valley.
Person of Interest.
And you really should watch War Games and 23.