Ken Jennings won 74 games and $2.52 million on Jeopardy in 2004. A self-professed map junkie (or "cartophile"), he published a book called Maphead: Charting the Wide, Weird World of Geography Wonks. It's really good! For someone that can be labeled a nerd on so many levels (Slate magazine dubbed him "the Seabiscuit of geekdom"), this guy is funny.
According to his web site, Maphead "is a love letter to the maps Ken loved as a child. He travels the world in search of his fellow mapheads: antique map collectors, atlas publishers, geocachers, Geography Bee prodigies, systematic travelers, and road geeks. Who are these prodigies, and can they save the world from its own geographic illiteracy before it's too late?"
He has a blog, too.