If like me you were too young to witness the madness that existed back in the .com bubble, an interesting documentary to watch is Startup.com. It's a fly on the wall flick that documents the rise and fall of Govworks.com. (1998 - 2001) from almost day 1. Although their fall seemed more attributable to poor management than being bitten by the bubble, it's a good watch. (There's some lessons to learn there about time spent wooing VC's vs. time spent growing the business). I saw it for the first time yesterday...
http://www.imdb.com/title/tt0256408/ http://en.wikipedia.org/wiki/Startup.com