I am a big fan of http://omnisio.com/startupschool08 (Jeff Bezos, David Heinemeier Hansson, Mike Arrington, Paul Graham...) I also enjoyed the movie "startup.com". Hope that gives you a place to start :)
Just saw Startup.com last week, was great. I felt like it had a lot of holes in it, despite the leadership that seemed to be really good, they just mysteriously disappeared as a company.