At O'Reilly's EmergingTechnology Converence (May 2003) I heard two quotes attributed to him:
MitchKapor quoted him saying "Most of the smart people in the world don't work for you", in reference to software design and thinking about the future.
ClayShirky quoted him saying "When I think about ideas, I take what seems like a good idea and assume it's true. Then I extrapolate."
Pages he is mentioned in this wiki: