Here are two talks from RailsConf 2010. You can see all of the keynotes on YouTube. I haven't ever gone to a RailsConf, but I hope to sometime.Even if you aren't a developer, these videos are totally worth your time.
This is a short 26 minute talk by Yehuda Katz (@wycats) on development in general. This is so inspiring. He talks about doing the impossible and just getting stuff done. Really worth your time.
This is an hour talk by Gary Vaynerchuk (@garyvee). He talks about business to a group of developers and his views in general on social media and our culture. Really interesting and inspiring. It's long, but worth it. (He cusses a lot, just fyi.)