So it turns out that encrypted email services might not be as safe as they were believed to be. While supposed to hide the contents of a message even when intercepted by cybercriminals (or secret service agents), the safety of encrypted content may be as well compromised. As shown by Hushmail, a company that provided secure email services and turned over incriminating evidence connected to online steroid vendors to Canadian police, email decryption is a rel possibility.
By updating its email services, Hushmail went to non-Java based email client in 2006. Since then, all their email messages had a passkey that allowed to decrypt encrypted email. The government, of course, went totalitarian on their bottoms and demanded the passkey. The reasons behind Hushmail compliance are not clear, but the fact remains fact: the Powers That Be can decrypt email in Canada.
While email encryption may keep your messages safe from script kiddies or low level hackers, be aware that the Big Brother may be watching you (as it is not clear as to how many more governments keep decryption passkeys), and that Biggie himself is not the epitome of internet hacking capabilities.