There are two biographies that I think should be required reading for wannabe Silicon Valley entrepreneurs: (1) High St@kes, No Prisoners by Charles H. Ferguson and (2) The New New Thing by Michael Lewis, about Jim Clark

And two that, while light on content (i.e. math), never fail to stimulate the childlike nature of my inner aspiring mathematician: (1) The Man Who Knew Infinity by Robert Kanigel, on Ramanujan and (2) The Man Who Loved Only Numbers by Paul Hoffman, on Paul Erdos.