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Exchange recipient not receiving a random email, users on same server do

I have a client using SBS 2003 (Exchange 2003 with service pack 2) receiving their email directly to this server.  There are two users, the owner and the assist.  Once or twice a day the assistant receives a message on which her boss is also listed as a recipient or cc, and he doesn't receive his.  Believing it to be a user issue with the owner, I searched the entire contents of his exchange mailbox as well as looked at recovering deleted items, and no sign of these email.  The senders are spelling everything correctly, and the server is clearly receiving the message. It's a few different senders, only one of them is constistent, there is an ongoing conversation that seems to never get through.  What logs can I check to troubleshoot, I've never seen anything like this before.  And just a note, this user uses a blackberry and BES to deliver to his handheld-- his assistant does not, she has an iphone and uses the activesync push.  All thoughts are welcome, I need to brainstorm this.  Thanks!
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pbenningfield
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pbenningfield
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Girish_2500Commented:
Have you enabled message tracking on SBS server to track the messages.?
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pbenningfieldAuthor Commented:
Thanks!  I have it enabled, and it has data for these days.  I can search and find the message to the assistant, but none of these show up in tracking to the owner.  I'm not too familiar with message tracking, is there something you can suggest?
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pbenningfieldAuthor Commented:
After reviewing these messages and expanding out the "recipients" column, each show only one recipient instead of the 2 they were sent to...?
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Girish_2500Commented:
hi,

IF the recepient is not visible in Message Tracking.
Does the same recepient shows up in Default global address list from Outlook clients.?
I think the message was never sent to those recepients.
see this:
http://msexchangeteam.com/archive/2006/08/07/428616.aspx
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