Technological advances have both diminished and enhanced the ability to keep information private, but on balance have challenged privacy more than strengthened it. As a result, the law has been under pressure to play an increasing role in protecting secrecy, whether in class action lawsuits or national security prosecutions. But the law is a dull tool, so we are living through a kind of information anarchy now where transgressions are both rampant and over-punished. The exhilaration of lawlessness seen in groups like Anonymous, LulzSec and the #AntiSec Movement are giving way to potentially authoritarian crackdowns, which themselves are both dangerous and lawless. This talk tracks these trends and asks what role hackers and other activists should play in the privacy/security/transparency debate.