Unfortunately I don’t remember who pointed me to this (it was a few months ago via Twitter I think), but I came across it while cleaning off my Mac desktop. It’s open government maven Carl Malamud interviewing Tim O’Reilly (mp3 link) from a weekly series (something that 10 years later would properly be called a “podcast”), and a lot of what’s covered is eerily prescient (especially around the role of the Web in publishing).
Well worth a listen.
(Some other notable names in the interview series include Tim Berners-Lee and Brewster Kahle.)