Hi, From your description, you can try the following: <1>Make sure that there is no transport rule to block it. To check it, you can run Get-TransportRule command to check it. <2>Make sure that there is no Outlook rule to block it. You can go to Outlook rules or clean all outlook rule to check it. <3>Use Message Tracking the problematic message, which you can refer to the following: http://blogs.msdn.com/b/pepeedu/archive/2010/09/02/message-tracking-cmd-lets-in-exchange-2007-exchange-2010.aspx Hope it helps. If you encounter any difficulties, please let us know. ThanksSophia Xu TechNet Community Support

Here is the scenario: John, an outdside sales rep, sends email messages to individuals within the company without any problems except for one individual. When he sends an email message to Mary, she does not receive it. The Barracuda SPAM blocker shows the email message being delivered but she never gets it. Here is the kicker, if John does a 'CC' instead of a 'TO' to Mary, she receives his email. Does anybody have any advise?

Hi, Do you have any update? ThanksSophia Xu TechNet Community Support

Hi, Do a message tracking for the email which is not received and let me know.Suraj Panicker | Microsoft Corp.

Hi, Do you have any update? If you have no update, I'll close this case. If you have any doubts, you can reopen it again. ThanksSophia Xu TechNet Community Support

Hi, From your description, you can try the following: <1>Make sure that there is no transport rule to block it. To check it, you can run Get-TransportRule command to check it. <2>Make sure that there is no Outlook rule to block it. You can go to Outlook rules or clean all outlook rule to check it. <3>Use Message Tracking the problematic message, which you can refer to the following: http://blogs.msdn.com/b/pepeedu/archive/2010/09/02/message-tracking-cmd-lets-in-exchange-2007-exchange-2010.aspx Hope it helps. If you encounter any difficulties, please let us know. ThanksSophia Xu TechNet Community Support