REVOLUTION OS tells the inside story of the hackers who rebelled against the proprietary software model and Microsoft to create GNU/Linux and the Open Source movement.
The Code is a Finnish made documentary about Linux from 2001 featuring some of the most influential people of the free software movement.
Linux: The Codebreakers
A two-part documentary, The Codebreakers was aired on BBC World TV during May 2006. It investigates how poor countries are using FOSS applications for development, and includes stories and interviews from around the world.
I gave it a very honest look to see if I could find an original site, but I couldn't. So here are links to the vids:
Linux: The Codebreakers Part 1
Linux: The Codebreakers Part 2
Enjoy the hours of vids,