How do we build trustworthy hardware, and how can we use that to increase the trustworthiness of broader distributed computation? Sean presents some things he's learned, some things he wishes he had done differently, and some things he'd still like to do. How do we build trustworthy hardware, and how can we use that to increase the trustworthiness of broader distributed computation? These questions have followed Sean through a variety of venues in his career so far: academia, government, start-up, large industry, and academia again. In this talk, Sean presents some things he's learned, some things he wishes he had done differently, and some things he'd still like to do. Professor Sean Smith has been working in information security - attacks and defenses, for industry and government - since before there was a Web. His current work, as PI of the Dartmouth PKI Lab, investigates how to build trustworthy systems in the real world. This talk is a Keynote from the TRUST 2009 Conference (University of Oxford, April 2009) which focused on trusted and trustworthy computing, both from technical and social perspectives.