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Outgoing mail bounced as spam by our mail server

SBS 2008 + Exchange 2007

We have 3 accepted email domains on this server. One user sends out  on 2 of these domains. His Exchange account is set up to use the default domain and I set him up with a dummy pop account so he can send out on the other domain. He uses this dummy pop account as his default for sending out.

It's all been working fine until 2 days ago. We are not aware of anything changing, but now Whenever he sends an email on that pop account he gets an instant bounce back from the spam filter on our mail server.

 550 5.7.1 Message rejected as spam by Content Filtering.

I dont understand why our spam filter would be involved here. Shouldn't it only inspect incoming messages?
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strivoli
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Does that happen even when sending a blank test mail (without any signature)?
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Actually no. I hadn't tried that. If I take out the entire signature and type a simple message, it's fine.

But why is our spam filter getting involved? Surely it shouldn't be concerned with outgoing mail? And how do I get it to allow all mail from this domain to pass through unfiltered?
There is something wrong with the signature (usually a link). Even if you set your Exchange to pass internal mails you will (quite surely) get a worst result: the recipient mail server will block the mail as spam, sometimes without any advice.
In this situation I personally prefer to get my mail blocked since the beginning. This is why I suggest you to leave the Exchange spam settings unchanged and act on the signature.
Please let me know. Thank you.
Yes there was a link in the Signature (To one of our accepted domains), but if I took out the link, the emails were still bouncing.  I had to take out the entire signature in order to get emails sending succesfully.

The user is asking why this has only just started happening. His signature has been unchanged for many months. It's a fair question.

I can see nothing suspicious in his signature that deserves these bounce backs. I just want to disable outgoing filtering on our exchange server. Is this possible please?
The Anti-spam tab should list the "IP Allow List" Feature. Set this Feature in order to include the specific client's IP or the entire local subnet.
The Signature did not change but Anti-spam might have changed it's behavior in the mean while.
The "IP Allow List" is something that i've never understood. It does not have any settings which can be modified. But next to it there is the "IP Allow List Providers". Do I add the IP address in there?
This link should help. Please let me know.
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strivoli
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Yes I've got it working now, but I had to add the address via the Exchange Management Shell. In the console, I cannot edit any properties of the IP Allow List although that article you sent me shows that I should be able to.

Anyway it's working now. So i'll just thank you for your help.

Ian
You are welcome. Have a nice time.