This isn’t so much a list of things you should read, but rather things I have read and enjoyed.
(All links are to the author’s website, where possible, and none are affiliate links).
Hackers and Painters by Paul Graham
This is one of the few computing books that has stayed on my bookshelf for multiple decades and survived multiple rounds of culling. I reread it recently, and it has aged really well for something that was published in 2004.
I find Seth Godin to be overwhelming in that he can pump out fascinating insights literally on a daily basis, but it’s just too much to hold in my brain. His first tranche of books were on marketing which isn’t my cup of tea, but I am a big fan of both The Icarus Deception and The Practice: Shipping Creative Work.
Breathtakingly good sci-fi novels by Venor Vinge.
Iain M. Banks’s Culture and non-Culture novels are great, but in particular I enjoyed: