Tom,
Thank you for that.
Yes I am using the PGP/SED Desktop software as you people call it "Symantec Desktop Email encryption".
I think there is a general incompatibility between the Mail Enable Client software and the "Symantec Desktop Email encryption" software that both are fighting over the delivery of the message. Turning off the Mail Enable client "add in" or turning off the "Mail Enable Client SSL requirements" still results in mail not sending".
I am pretty sure if I set the user in pure IMAP mode then this will most probably work as obviously Outlook in default configuration is a "passive" product. This worries me as IMAP in general does not work as well as the native Mail Enable Client "add in". With this being given to high level executives IMAP will be a bad solution.
I may consider allowing clear text authentication on the server for email pickup across the entire 600 users so that I can get this working for a few PGP users. (This is quite funny actually)
I think I will also try and get some support from Mail Enable to assist resolving this.
I am also wanting to investigate the "Gateway" version of the software to install on the server and get it to try and manage the encryption at the server end but its trialware is harder to get. I have been waiting 2 days for a response from Symantec on whether they want to give me the trialware for the product, or not.
Alex,
Can you confirm what Tom is saying?
I sort of understand why the software would want to take control of the SSL connection to the server, as many places do not secure their connections when sending email, and this is a good safeguard but it is actually a fairless useless exercise. The Mail Server will generally send in "clear text" across the internet so securing the initial SSL connection (though a great idea) really doesn't need to be a mandatory thing. The PGP message is literally "garbage" as it moves across the internet.
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Thanks anyhow. If there is any further help that can be provided please continue the thread.
Scott