Encrypted E-mails going straight to Junk

S

smallfoxx

Got a weird one. Got certificates and keys from our Microsoft
Certificate Services onto our Macintosh clients for sending and
signing e-mails, I've configured Entourage to use these & to lookup
Public Certs for other users using our LDAP server.

However, when we send an signed or encrypted to a user that uses
Entourage (either from another Entourage user or an Outlook User), the
mail immediately goes into the Junk Folder. The details on the
certificate of the message is all green checks, but for whatever
reason, if I sign it, Entourage is sure the message Junk mail.

Send a plain text message from the same user and it works fine, but
this defeats the whole purpose of encryption and signing. I could
change all of my Entourage clients to whitelist our internal domains,
but I'd rather not have to do that just to get it to trust what is
there.

Any ideas?
-SMFX
 

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