I know that the TED talks are up free, I'm familiar with MIT's OpenCourseWare, the free educational material up on iTunes, and that Google puts some tech talks online. Unfortunately, it looks like you have to be a member to see Long Now Foundation video. But I figure I must be missing something. Any suggestions?
Some may be off topic, but in general I think it's as good a place to find videos as anything else. I tend to bookmark 1-3 a week, if it is tagged +someday or +todo then all bets are off on quality, as it means I saw it referenced somewhere or tweeted and bookmarked it for future reference.
Stanford has a weekly speaker seminar class called Entrepreneurial Thought Leaders that has a free podcast. (You can't see the video unless you log in as a student, but hopefully that will change in the near future.)
Not all of them are great, but there's enough that you're bound to find a topic/speaker that you're interested in:
(Past speakers you might be interested in: Marissa Mayer, Reid Hoffman, Mitchell Baker, Mitch Kapor, Ron Conway, Sue Decker, Larry Brilliant, Vinod Khosla, William McDonough, Mark Zuckerberg, et. al)
(Also, I highly recommend David Rothkopf's talk if you're interested in policy/current affairs/the world.)
edit: I guess I should add that I help out with the class, but I'd have posted this either way :)
Not sure why I got on the robot tangent but here's another good one, a 4-legged robot that's pretty good at navigating hills and obstacles. Especially the recovery from a fall sequence around 1:25.
I was looking at the Stanford videos (specifically the David Rothkopf) mentioned above ( http://news.ycombinator.com/item?id=344141 ). I just noticed that the online video has a subtitle option
It's becoming pretty standard practice now for authors to put their book talks online. There are a few websites that host them, including CSPAN's book talk. When authors come to talk at Google their talks usually get posted on Google video as well. There are lists of the best free documentaries floating around too.