Comment Re:Privacy-enhanced mail (Score 1) 116
Key thing about IM vs email though is key longevity and that's the toughest nut to crack to make it usable. That and as you rightly point out, webmail. Decrypting the mail and putting it back in your inbox is one idea as people keep their email in their email boxes for years. Having a bunch of encrypted mails you can no longer read is a pain because you've lost private key no. 27. The question then is, what're you trying to solve? Message safety in transit (passive snooping)? Message authenticity? Message safety in the inbox (active attack)? If it's the last one you need to make the mailbox safer too and harder to break into. Preventing your paypal account getting hacked by someone who's asked for a password reset email doesn't work if an encrypted email is sent to your mailbox, decrypted by some auto service and put back into it if your password is 'wibble'. I don't have a solution that solves all these problems at once and I don't know which ones are universally more important to people.