[tor-talk] send email through the Tor network

[Mike Ingle]

On 5/10/2015 3:13 PM, Cameron Hernandez wrote:
> If I use a web email using the tor browser, does that mean the email will be 
> sent through the tor network?
>
> -Cam
>   
No. Your HTTP session will go through Tor, but the email will be sent 
unencrypted over the Internet, unless you encrypted it yourself. If you 
use a webmail identity that is not traceable to your real name (you 
signed up for the account via Tor Browser without giving any real info) 
you will have some measure of anonymity.

If you want to send encrypted and anonymous email using webmail, you 
have to use GPG to encrypt the mail, access the webmail via Tor, and 
attach the encrypted GPG message. The recipient has to save out the GPG 
message and decrypt it. Ideally use Tails so your Tor activity is 
entirely separate from your regular web browsing. Yes, this is a pain.

I'm working on a new private email protocol that specifically supports 
sending over Tor. If you want to try it:
https://www.confidantmail.org

Mike