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794 posts

Ultimate Geek
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  Reply # 183051 9-Dec-2008 16:19
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nate: Yes that is true, but the data is only encrypted from your browser to the webmail server.  What Mauricio is talking about is the delivery of the email from the sender's computer to your email server.

My concern is what are you sending/receiving that is sensitive?  I've seen it too often, clients transferring sensitive info such as credit cards via email.  While the possibility of interception is low, it is still a very silly mistake to be making.


Nate I appreciate your [& Mauricio's?] point that the receipant may not be using a secure email such as https. s-mime or PGP end to end. Rest assured I would never send sensitive data such as a credit card or passwords via normal email.





637 posts

Ultimate Geek
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  Reply # 183084 9-Dec-2008 18:00
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There are two issues with non-encrypted webmail:

1. Transmitting your username and password in the clear - this is just pretty much unacceptable no matter whether your email is transmitted in the clear or not.  This is especially worrying if these credentials are used for other things (e.g. SIP username and password!).
2. While the majority of email on the internet is transmitted node-to-node in the clear, I have seen a reasonable uptake in TLS between mailservers over the last year or so.  Many linux distributions (for instance) include sendmail-tls, postfix-tls, or exim-tls by default.

The key issue to me is that while I don't mind my email zipping around the internet in the clear - because in general it's damn hard to observe that if you're just a casual end user - but I do mind accessing it over a non-encrypted or non-semi-trustable last mile, such as WiFi or a shared LAN (hotel, cybercafe) where you don't know who's doing what to it, particularly on a WiFi network.  It prevents the casual observer snooping around.  Think about how many interesting things are sent in your email unencrypted - banking statements, usernames and passwords to ecommerce accounts, etc.

Encrypting email access is a no-brainer, and should be offered by anyone who is providing webmail servers -- if you have economic issues with an SSL certificate (not that they are particularly expensive anyway), then use a self-signed certificate - at least it's encrypting the traffic!  I personally tunnel all my traffic when I am on a non-trusted connection, either via SSH or IPSec.

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