----- Original Message -----
> On 09/18/2011 06:27 PM, Brad Triem wrote:
> > Appears that didn't work.  Below is the snippet from the djigzo
> > maillog:
> > 
> > Sep 18 11:20:03 secure postfix/qmgr[9933]: DF40769B35A:
> > from=<[email protected]>, size=1753, nrcpt=1 (queue active)
> > Sep 18 11:20:03 secure postfix/smtpd[8592]: disconnect from
> > localhost.localdomain[127.0.0.1]
> > Sep 18 11:20:05 secure postfix/smtp[8598]: DF40769B35A:
> > to=<[email protected]>,
> > relay=mail.externaldomain.net[xxx.xxx.xxx.xxx]:25, delay=1.3,
> > delays=0.01/0.01/0.63/0.61, dsn=2.0.0, status=sent (250 ok
> > 1316362805 qp 24043)
> > 
> > The from= shows [email protected].  But when I receive the email in
> > my test external account, it shows the From and reply-to as
> > [email protected].  When I look at the header of the
> > email, at the very top it shows "Return-Path: [email protected]".
> > 
> > The mx records for encrypted.domain.com are set properly as well.
> >  Looking for a few more ideas or suggestions.  Thanks again.
> 
> Djigzo uses the "From" header for the identity of the sender. If
> there
> is no "From" header in the message. the envelope sender is used.
> Sometimes the terms "from" and "sender" are used interchangeably. The
> MPA logs therefore uses the term "originator" for the identity of the
> sender. The originator by default uses the from header value.
> 
> The MTA logs (i.e., the Postfix logs) only show the envelope sender.
> The
> envelope sender in the MTA logs is called "from". This is *not* the
> from
> header. To see which identity is used, you should look at the MPA
> logs
> (see the originator field).
> 
> In your case I guess the originator is "[email protected]"
> and
> not "[email protected]". You should therefore set all settings for the
> sender on the encrypted.domain.com domain and not on the domain.com
> domain.
> 
> Hope this makes sense.
> 
> Kind regards,
> 
> Martijn Brinkers
> 


The MPA log shows the following: 

8 Sep 2011 11:20:03 | INFO checkSMIMESign | MailID: 
ea7621fe-10ae-4f48-b888-c05532f2c91a; Originator: [email protected]; 
Sender: [email protected]; (mitm.application.djigzo.james.mailets.Log) [Spool 
Thread #0] 

Based on what you said, this email should be encrypted due to the originators 
domain, unless I have something wrong in the below configuration for the domain 
in djigzo: 

Locality: Internal 
Encrypt Mode: Force 
Encryption notification: checked 

Password: blank 
Password ID: blank 
Validity Interval: 0 
Send to originator: checked 

S/MIME: not allowed 

Subject trigger: not enabled 

SMS: not enabled 

PDF Encryption Allowed: checked 
Max. message size: 52428800 

Advanced Settings: 

PDF Reply Allowed: checked 
Validity Interval: 1440 
Reply URL and Reply Sender configured


Thanks,
Brad
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