Good morning gentleman, I am running Exchange 2003 Fe/be on a Win2003 server(s) in a 2003 Active Directory domain. The Exchange Servers have GFI's Mail Essentials v10 & Mail Security v8 running on them. All good so far. Any thoughts on how to automatically encrypt outgoing mail? I found some links claiming GFI could encrypt mail, but I have the latest GFI products and I think that functionality has been removed. When I ran Exchange 2000 I could do it through Exchange but there was some User interaction involved. My best case scenario has me doing auto encryption without user involvement in selected (or maybe all) cases. My users are a very mixed breed, some highly skilled, others poke the mouse with their finger tips thinking they are going to get bit or something. I work in a healthcare field and I need to protect patient privacy, so mail encryption is going to be required for all users who may need to send names etc through email, but I dread going to hundreds of users to help them set up etc... Ideas? Confidentiality Notice: The information contained in this message may be legally privileged and confidential information intended only for the use of the individual or entity named above. If the reader of this message is not the intended recipient, or the employee or agent responsible to deliver it to the intended recipient, you are hereby notified that any release, dissemination, distribution, or copying of this communication is strictly prohibited. If you have received this communication in error please notify the author immediately by replying to this message and deleting the original message. Thank you.