Trivia whiz Ken Jennings has made a career as a keeper of facts; he holds the longest winning streak in history on the US game show Jeopardy! But in 2011, he played a challenge match against supercomputer Watson—and lost. While that moment resides in game show lore, it is also representative of a fundamental shift in how we treat and interact with information; we now live in a world where we have instant access to almost any type of information using a device that fits into our pockets. In this funny and inspiring opening keynote, Jennings shares how it felt to have a computer literally beat him at his own game, what that might mean to the future of information, and where human knowledge may fit in this new learning paradigm.