Hi I am trying to setup Postfix build-in content inspection, but I am a beginner in regular expression and have trouble.

What I need to do is to check if the sender send an email with attachment, he should Cc to his boss.

main.cf:
header_checks = pcre:/etc/postfix/mime_header_checks
mime_header_checks = pcre:/etc/postfix/mime_header_checks

mime_header_checks:
/^From: my@abc.com|^Cc: [^boss@abc.com]|name=[^>]*\./ REJECT Please Cc to your supervisor.


But I can't get the desire result,
my@abc.com can send message without attachment;
my@abc.com will got reject if he send a attachment email if he does not Cc to boss@abc.com; but
my@abc.com still not able to send the email if he Cc to boss@abc.com


Any help would be appreciate.

Thanks.

Fred

I don't think that's possible. But, you can just use sender_bcc_maps or always_bcc.

Should I use after queue filtering? I read the Postfix document it seems require to use a shell script to check the content, or use a smtpd proxy? I am still not figure out the setup yet.

Thanks.

I think the simplest solution is to use one of the bcc maps in main.cf. For example, this will send boss a copy of all email sent by suspiciousguy. In main.cf: In sender_bcc: Notes:
1. This assumes you trust envelope addresses.
2. Depending on the delivery agent, you might be able to sort/keep only the kind of mail that boss needs to see. The effect would be to bcc only certain kinds of mail sent by certain people.

The hard thing is the sender should initiate Cc but not automatically, and different sender has different boss. It seems after-queue filter could use the shell script to inspect the header and body, it is right? But I am not familiar in shell script, I just curious the possiblity to use another language like Python to inspect the MIME header and body.

Thanks.