Knowledge & Decisions - Thomas Sowell -- Dr. Sowell is a free-market economist, and he is one of my heroes (you may see his columns in your local newspaper once or twice a week near the editorial page). This book is a long, slow read, but it *will* make you a smarter person. Do you ever wonder why people (& society as a whole) make the decisions they make? Why do your co-workers (from the CEO down to the mail clerk) make bad decisions that seem easily avoidable? It's because transferring knowledge from one person to another takes work & attention. People just tend to think that their boss did something stupid because he's an idiot, but they don't stop to think that maybe the boss was perhaps operating under some incorrect assumptions that could be remedied.
Atlas Shrugged - Ayn Rand -- People who like the free market and don't trust government will generally like this book, though it is long-winded at times. It's also pretty much against any religious beliefs, but if you can ignore that it's a great book.
The Road to Serfdom - F. A. Hayek -- Another book that illustrates why socialism & big government will end in disaster.
Silicon Snake Oil - Second Thoughts on the Information Superhighway - Clifford Stoll -- This guy was around for the beginnings of the internet, and he's got some questions about whether the usefulness of the internet is being overblown some. Do 4th and 5th graders really need to have their reports done in educational versions of Powerpoint? When & how deeply do students need to get involved with computers?
Inside American Education - Thomas Sowell -- With all the advantages that come with being in America, why are so many kids coming out of high school and college being so stupid?