Also, if you want you can see all the ones I've bookmarked on my delicious account:
http://delicious.com/sidsavara/video
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.
Not all of them are great, but there's enough that you're bound to find a topic/speaker that you're interested in:
http://ecorner.stanford.edu/podcasts.html
(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 :)
http://groups.csail.mit.edu/mac/classes/6.001/abelson-sussma...
Supposedly on every topic, but the machine learning selection is especially good.
YUI Theater also has some good web stuff, not just YUI related: http://developer.yahoo.com/yui/theater/
http://www.youtube.com/watch?v=Jd3-eiid-Uw
Another cool thing if you're into DIY robots (not really educational, but I found it inspiring) is the Yellow Drum Machine.
http://www.youtube.com/watch?v=_RyodnisVvU
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.
http://www.youtube.com/watch?v=W1czBcnX1Ww
And here is hacking the Wii Fit controller and a Roomba to do a sort of vacuum-by-surfing... thing?
http://www.infoq.com/presentations/gosling-jvm-lang-summit-k...
Gosling talking about how the JVM came about. Great stuff.
Edit: and have transcripts too.