Heres a few good <a href='http://www.documentaryon.com/documentaries/search.php?filter1=Technology'>hacking and technology documentaries</a> :
<a href='http://www.documentaryon.com/documentaries/watch?documentary=In-the-Realm-of-the-Hackers&id=99'>In The Realm of The Hackers</a>
<a href='http://www.documentaryon.com/documentaries/watch?documentary=We-Are-Legion:-The-Story-of-the-Hacktivists&id=696'>We Are Legion</a>
<a href='http://www.documentaryon.com/documentaries/watch?documentary=Fault-Lines:-Cyberwar&id=842'>Fault Lines: Cyberwar</a>
<a href='http://www.documentaryon.com/documentaries/watch?documentary=The-Pirate-Bay:-Away-From-Keyboard&id=826'>The Pirate Bay - Away From Keyboard</a>
<a href='http://www.documentaryon.com/documentaries/watch?documentary=Wiki-Rebels&id=739'>Wiki Rebels</a>
Hope you enjoy them as much as I did