[tor-talk] Thunderbird, GMail and Tor - is it safe?

[cmeclax-sazri]

On Tuesday 09 August 2011 11:03:55 Phillip wrote:
> My question is whether the SSL/TLS connections between my e-mail client
> and the GMail server are being made through the Tor network, and whether
> using Tor in such a way exposes my otherwise unencrypted e-mail to a
> greater risk of being skimmed by, say, a potentially hostile Tor exit node?
>
> My goal is simply to anonymise my IP, which gets leaked gratuitously by
> Thunderbird, and to ensure that the e-mail gets to the GMail server as
> securely as if I was using the https web mail.

As far as I can tell from the headers, it is working. When you send email 
through the web interface, your IP does not appear in the headers. Your 
message contains this header:

Received: from [0.0.0.0] (spftor3.privacyfoundation.ch [62.220.135.129])
 by mx.google.com with ESMTPS id r5sm7674eef.36.2011.08.09.08.04.01
 (version=SSLv3 cipher=AES128-SHA);     Tue, 09 Aug 2011 08:04:03 -0700 (PDT)
 
which shows that your mail was sent through encrypted SMTP from a Tor node.

I have a Gmail account that I created through the web using Tor; it was 
immediately flagged as suspect as soon as I finished. How do you use 
Thunderbird with Gmail?