On Tue, Sep 15, 2009 at 1:03 PM, David W. McSpadden <[email protected]> wrote:
> One from Exchange, through the Ironport, to you.
> One from a Webmail, outside the Ironport, to you.

  After examining the headers, the two different messages appear to
take divergent paths.

  According to Google's mail headers, the message with subject "I sent
one from Exchange"  was relayed through a mail server in domain
"mailanyone.net".  The message with subject "From inside the ironport
to you" appears to have come directly from your IronPort appliance.

  Additionally, your domain <imcu.com> has SPF (Sender Policy
Framework) records which state that your IronPort's apparent public IP
address is *not* an authorized originator of mail.

  Almost certainly, AT&T is taking your SPF records at their word, and
thus ruling the mail coming through the IronPort as spam, and
discarding it.

  Add your IronPort's apparent public IP address to the SPF records
and I bet things will start working again.

-- Ben

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