The Last HOPE talks released online for free
The hacker* talk subjects range from escaping high security handcuffs, to cold boot utilities, to Anonymous, to Wikipedia's sleaziness to ballot hacking and everything in between. Featured speakers include such guys and gals as Adam Savage, Jello Biafria, Kevin Mitnick, Marcia Wilbur and many, many more. My mp3 player is filled with techy goodness for hours and hours of sweet listening.
Both High quality/Large size and Lower quality/small size are available.
*Don't talk about the identity-stealing, male, trouble making criminal hackers and make me have to track you down and beat you to death with a length of CAT 5 cable