FORA.tv, like TED, features videos of talks and presentations from intelligent and notable people from a variety of fields. One of the talks that I like and showed parts of to my students a couple of years ago is this talk given by Adam Savage at MAKER Faire 2009. Adam Savage is one of the hosts of the popular Discovery series Mythbusters. In this talk he discusses the lessons learned from being a freelancer and the lessons learned from producing Mythbusters. A preview of the talk is embedded below.
MythBuster Adam Savage's Colossal Failures from Maker Faire on FORA.tv
Applications for Education
This is a long talk with many segments in it that may be worth showing to high school students. If you watch the video on FORA.tv you can view it broken into segments which makes it easier to narrow in on the specific parts you want to show to students.