Here's what I have on my list so far. I'd like to know of others in the same vein, perhaps more technical, perhaps less
Blown to Bits: Your Life, Liberty, and Happiness After the Digital Explosion - Ableson, Leeden, and Lewis
Glut: Mastering Information Through the Ages - Wright
Information Rules - Varian and Shapiro
Web Dragons: Inside the Myths of Search Engine Technology - Witten, Gori, and Numerico
There are a few I've seen on text mining, they include
Web Data Mining - Liu
Modern Information Retrieval - Baeza-Yates, Ribiero-Neto
Also looking for blog recs like
http://www.stat.columbia.edu/~gelman/blog/
http://www.econlib.org/library/Enc/Information.html
or papers like
The Discovery of Structural Form