
In his prediction of the World Wide Web's ultimate challenge to human civilization--a globally networked, electronic, sentient being--Dyson traces the course of the information revolution, illuminating the lives, work, and ideas of visionaries who foresaw the development of artificial intelligence, artificial life, and the global mind.
(If I recall correctly I learned about Dyson's book from a postscript to Neal Stephenson's "Quicksilver.")
Gleick's biography of Richard Feynman, Genius is also excellent. And Chaos and Time Travel: A History, although the latter looks at the subject from literary and philosophical perspectives as well as science.
Pair with Darwin Among the Machines and Turing's Cathedral by George Dyson.
Darwin Among the Machines
Turing’s Cathedral
Analogia
I would also look into the possibility of attending a guided hallucinogen session a la Pollan
* Datapoint: The Lost Story of the Texans Who Invented the Personal Computer Revolution, by Lamont Wood.
* The Soul of A New Machine, by Tracy Kidder.
* Books by George Dyson (son of ...): Darwin Among the Machines, Turing's Cathedral. (unrelated, but also give Project Orion: The Atomic Spaceship a go)
* The Man Behind the Microchip: Robert Noyce and the Invention of Silicon Valley, by Leslie Berlin.
* Richard Feynman Computer Heuristics Lecture at https://www.youtube.com/watch?v=EKWGGDXe5MA
* Bootstrapping: Douglas Engelbart, Coevolution, and the Origins of Personal Computing, by Thierry Bardini.
Very recommended reading
http://www.amazon.com/Darwin-Among-The-Machines-Intelligence...