Diamond Age ranks way up there for me. All the UBI discussions that have been happening? In there. AI education tools? Yep. Differing views on IP? Also there. Some good thought works.
A Deepness in the Sky - A good story with plenty of thought bombs. The Focused and the localizers are good examples.
Rainbows End - our concerns about AI? How about an AI that never comes up with anything new but is great at mixing and harnessing individual and groups of people?
Poor Man's Fight series. A good adventure story based around student loans and macroeconomics. :-)
Did they ever settle out the problems between Foundation Imaging and Netter digital so the CGI could be re-rendered?