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Code Rush is one of my go-to's when I need inspiration. I was in tech when it came out and it really inspired me how much a group of dedicated programmers could do. https://archive.org/details/CodeRush_616

Same for Triumph Of The Nerds and its follow-up, Nerds 2.0.1 - A Brief History Of The Internet. Fascinating to hear what went on in the back rooms and halls of the people creating the Internet and Web. https://archive.org/details/nerds-2.0.1-a-brief-history-of-t...

Hackers Definitely some unrealistic Hollywood effects but, it's fun and is a good representation of how tech in the 90's felt.

Antitrust It's fun to see the obvious digs at Bill Gates. John "Maddog" Hall consulted on this film which is why you see things like Gnome on all the screens. I got to talk to him in the hall at a conference once right after Antitrust came out. Really interesting guy.

Sneakers: One of my all-time favorites. The premise wasn't super-realistic (guy figures out a back door to all encryption and murder ensues) but the technology of the time was otherwise pretty accurately represented, and the acting is superb.

You'll notice that all of these came out over 20 years ago. I haven't seen much since that captures the feeling of what being in technology felt like to me. People still had that sense from the 60's and 70's that technology could be used to make the world better. People really did want to use technology for more than making money off of ads and personal data.