Retroactively, I would also add "A Thousand Plateaus" by Deleuze & Guattari to this list, except that I haven't yet read the actual thing, but only dipped my to

Retroactively, I would also add "A Thousand Plateaus" by Deleuze & Guattari to this list, except that I haven't yet read the actual thing, but only dipped my toes into related studies, like e.g. "The Allure of Machinic Life" by John Johnston that traces the history of cybernetics, A-Life and AI fields and adds a Deleuzian spin on top. This is the only case in my life where I wanted to adopt author's philosophy and learn to see the world the way they do. The content is very interdisciplinary and heavily borrows from various fields (psychoanalysis, dynamic systems theory, biology, linguistics &c) and will surely appeal to a technically minded person.