Looking for Email Encryption

You can go with that latest gpg4win solution.

Gpg4win enables users to securely transport emails and files with the help of encryption and digital signatures. Encryption protects the contents against an unwanted party reading it. Digital signatures make sure that it was not modified and comes from a specific sender.

Gpg4win supports both relevant cryptography standards, OpenPGP and S/MIME (X.509), and is the official GnuPG distribution for Windows. It is maintained by the developers of GnuPG. Gpg4win and the software included with Gpg4win are Free Software (Open Source; among other things free of charge for all commercial and non-commercial purposes).

There is a stable release 2.2.0 from August this year.

http://www.gpg4win.de/download.html

See for technical details:

http://ftp.gpg4win.org/README-2.2.0.en.txt

Gpg4win supports these platforms:

  * Operating System: Windows XP, Vista, 7, 8 (for all: 32/64 bit)
  * MS Outlook: 2003, 2007, 2010, 2013

Tolomir

Both the sender and the receiver must use the same type of encryption and pretty good privacy is a good workable solution. But this requires the setting of keys (public/private) and sharing the public key with the recipient, and also having the recipients public key.  You encrypt with your private key and their public key and they decrypt using your public key and their private key. Within an organization you can use PKI keys (using your own Certificate Authority)

What is the Proceedure to turn on TLS?

I Have a SBS 2008 Server.

Thanks,

Cjoego

Tls is security  just enabled between the client (user)  and exchange server. So if you send an email from a client PC, it is in transition to the exchange server encrypted  then mostlikely unencrypted until it get to the final email server, are you sure this is enough for you?

Turned TLS ON,