"Here Comes Everybody" by Clay Shirky; anything by Lawrence Lessig; "Wikinomics" by Tapscott and Williams (interesting, but worth skimming some bits), "Crowdsourcing" by Jeff Howe is pretty good, from the journalist who coined the term (Google for the author's website, where it's available in draft); I'm looking forward to Tara Hunt's book about Whuffie, to be released shortly; +1 on the Vinge; +1 on the Benkler; +1 on the Tovey :-).
- Michael Nielsen
Ambient Findability by Peter Morville
- John Dupuis
Dreaming in Code by Scott Rosenberg is a terrific book about how hard it is to build good programs, building on Greg Wilson's talk.
- John Dupuis
Mancur Olson's 1965 book "The Logic of Collective Action" describes a class of economic problems that (from a modern perspective) includes the question "Why don't scientists adopt web 2.0?" It's fascinating, and well worth taking a look at.
- Michael Nielsen
Christine Borgman, "Scholarship in the Digital Age", has an enormous amount of useful detailed information.
- Michael Nielsen
+1 Scholarship in the Digital Age, it is very comprehensive on the more political and social aspects, but it doesn't cover the technology aspect much.
- Richard Akerman
The Cathedral & the Bazaar: Musings on Linux and Open Source by an Accidental Revolutionary By Eric S. Raymond
- Sol Lederman