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Email not being delivered, getting flagged as SPAM...#5.7.1 smtp;550 5.7.1 Message rejected as spam by Content Filtering

jhuntin asked
Last Modified: 2010-05-18
I have one user that is using mac os 10.4 and entourage 2004.

Whenever they send to this outside email address it gets sent back with this error:

Your message

  To:      Justin Huntington
  Subject: Website
  Sent:    Thu, 10 Jul 2008 11:50:54 -0700

did not reach the following recipient(s):

Justin Huntington on Thu, 10 Jul 2008 11:53:16 -0700
    You do not have permission to send to this recipient.  For
assistance, contact your system administrator.
    <wireflydc.wireflyit.local #5.7.1 smtp;550 5.7.1 Message rejected as
spam by Content Filtering.>
Reporting-MTA: dns; phxex01.corp.mountainsidefitness.com

Final-Recipient: RFC822; justin@wireflyit.com
Action: failed
Status: 5.7.1
X-Supplementary-Info: <wireflydc.wireflyit.local #5.7.1 smtp;550 5.7.1 Message rejected as spam by Content Filtering.>
X-Display-Name: Justin Huntington

------ End of Forwarded Message

I do not have them being blocked on the server they are sending to (wireflydc)...in fact the entire domain is allowed in the content filtering.

I am not sure as to why this person cannot send to wireflyit.com, as every other user in the organization can, just not this mac user....
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