Maybe a bit more of a downer than you have in mind, but I read Surveillance Valley by Yasha Levine and I thought parts were interesting, especially the discussion of the links between TOR and US intelligence. Seibel's Coders at Work is really fascinating and it's great to get all these different perspectives, some of them really tearing down current orthodoxy (like the interview about how nobody really reads code or jwz making fun of software blogs). Free as in Freedom, about Richard Stallman, was also a book I enjoyed reading a lot, although I understand the subject hated it (it's been a while, but I recall it being a pretty sympathetic portrait, but unflattering in parts). I'm interested to know if anybody read the Carreyou book about Theranos. It sounds like it could be good.
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