No title require - just a few thoughts ;-)
I am in two minds regarding email encryption. I sometimes think of email in the same way that I do of the telephone. When I make a call, I know that my call is not encrypted and that anyone with the proper authority or equipment can listen in. But I still use the phone every day. Why? Because I know that just about any conversation that I have on the phone will be of little interest to anyone.
Same with my emails - routine, day to day emails that I send contain precious little that would be of interest to anyone, other than the recipients.
But, as we all know, times they are a changing. From what has been happening in the UK and elsewhere it is evident that your daily mundane, inconsequential emails are almost as likely to be read and stored as those emails being sent from the middle east to the UK, complete with references to explosives, weapons etc ;-)
So, what to do? AC's initial point about drawing attention to oneself is valid and doesnt require expanding upon. I like the idea of the dead letter drop. :) It has a certain romanticism about it, that we dont get in sending encrypted emails. Or perhaps and Ipaq-rock, like the one busted in Moscow ;)
I used to work on the crypto side of things years ago for the army. I find the subject fascinating. I read the very short 7 page description hhere and within 10 mins was up and running. Now, all I have to do is 1. find a reason for using encryption in my emails and 2. find a friend who uses encryption.
Email encryption - its a double edge sword for the ordinary user.