Exchange message not delivered

Trying to send an email to a client, with a PDF attachment. I can send a regular email fine, but the PDF attached is not. This used to work. I am curious, is this being blocked from my end or the clients? I think clients because it says postini and I am running Exchange 2007.

Your message wasn't delivered because of security policies. Microsoft Exchange will not try to redeliver this message for you. Please provide the following diagnostic text to your system administrator.

The following organization rejected your message: Postini.

Postini #550 5.7.1 Message rejected as spam by Content Filtering. ##

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shankshankAsked:
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Todd GerbertConnect With a Mentor IT ConsultantCommented:
PostIni is a service that filters SPAM/viruses, etc. (I use it for my organization).  The way it works is my organization's incoming mail server is defined as one of the PostIni servers - their server in turn will reject, silently drop, or deliver the message to my server - so you wouldn't expect to see the actual recipient server address in the headers.
You should advise the recipient to put you on their "allow list"
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Auric1983Commented:
Sounds to me like the destination postini server is rejecting the message due to the content (file attachment)...
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shankshankAuthor Commented:
That's what I was thinking, but.. when i goto message headers, I dont see the recipient email server listed.
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shankshankAuthor Commented:
hello

that's what i assumed. but on my message headers i dont see any communication between the exchange server of mine and the clients mail, like i normally do when i get other errors or what not.
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Todd GerbertIT ConsultantCommented:
That's because your mail is being rejected by the PostIni server before your message is even attempted to be delivered to his e-mail server (that's how PostIni works).  So the message headers should reflect communication between your server and the PostIni server.
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shankshankAuthor Commented:
Right, I dont see communication between myself and postini though, i see it listing my exchange server but no other remote service.

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Todd GerbertIT ConsultantCommented:
Sorry, I mis-spoke - since PostIni isn't accepting the message they won't have modified the message at all (including headers). So, the message headers would likely indicate the message has been handled only by your server, but the non-delivery report will indicate rejection by PostIni.
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