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.

Was this on TV, or VHS? I've been waiting for Netflix to get this on DVD, but it hasn't shown up yet...

Its out on DVD.

Yeah, I found it on Amazon, but Netflix doesn't have it for some reason (at least in my area).

You might want to consider Stanford's Entrepreneurial Thought Leaders lecture series:

http://ecorner.stanford.edu/podcasts.html

They have Cuil there :)

http://intruders.tv is the best source of recent videos of startups on the web.

It's broken down into countries: UK, US etc.

Front page of US (http://us.intruders.tv) has interviews with Mark Zuckerberg, Reid Hoffman, Evan Williams amongst other big names.

I second the stanford podcasts,

http://webcast.berkeley.edu/ http://videolectures.net/ www.ted.com http://omnisio.com/startupschool08 http://blog.mixergy.com/ http://events.carsonified.com/fowa/2008/london/content

all have interesting videos. id advise just going to www.google.com/videos and searching for those particular people if your interested in them.

More relevant for software developers that have already startedup but interesting input nevertheless: http://videolectures.net/kdd07_kohavi_pctce/

http://www.TalkingHeadTV.com frequently interviews start-ups. They have a YouTube channel and an iTunes podcast video feed.

THere was a whole series on Hulu that followed EarthClassMail for about a year or more. It was called StartUp Mojo, best I recall. Was very enjoyable!

Stanford/MIT Venture Lab: http://www.vlab.org/article.html?aid=170

try http://viddler.com