Disclaimer: this was about a year ago, so some things may have changed. Specific comments mainly apply to Google's own end-to-end, since that's the one I rememb

Disclaimer: this was about a year ago, so some things may have changed. Specific comments mainly apply to Google's own end-to-end, since that's the one I remember best. In general, they tended to not mesh well with the gmail UI – you could decrypt, but the decrypted message would pop up in a new window. And sometimes it just wouldn't detect that a message was encrypted, so you'd have to select the encrypted text, find the context menu for it, etc. Composing was also more difficult than it needed to be – another extra set of steps to remember before hitting send, rather than something that would be triggered automatically if the recipient was in my keyring. Basically, the functionality offered usually ended up not being much better than selecting the message, opening a terminal, and doing `pbpaste | gpg --decrypt` (or --encrypt on the way out).