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Outlook 2010\Exchange - Emails sent to wrong reciepients

Have a really weird one here.  Never seen this one before.  My CEO has numerous times received emails as replies to emails he sent, but he was not trying to send to the person replying.  He has sent numerous confidential emails that have somehow ended up in competitors mailboxes.

It sounds like user error to me but I need to be positive it is since he's the CEO.  We blew out his send-to cache in outlook.  Still happened today.  We check his sent items, and sure enough, in the to field, are the addresses he was not sending to.  

Is there any way that this isn't user error?!
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JamesonJendreas
Asked:
JamesonJendreas
1 Solution
 
Exchange_GeekCommented:
Check the Message header of the emails that he received.

check, if the reply-to path and message-from path are the same, my guess is that they're not.

Also, track on the server - to which email address did the email actually was sent to.

Which versions of Exchange / OL are we working with?

Regards,
Exchange_Geek
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Manpreet SIngh KhatraSolutions Architect, Project LeadCommented:
Sometimes its cached with other users address and also check for BCC .....

What if he sends using OWA ?
Message tracking will surely shed more linght on this issue.

- Rancy
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netballiCommented:
The only way to prove its user error or not is to have transport logging enabled to track what's happening

http://support.microsoft.com/default.aspx?scid=kb;en-us;Q300479
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JamesonJendreasAuthor Commented:
FYI - It's outlook 2010, Exchange 2010
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Exchange_GeekCommented:
Perfect, now to search for details

Check the Message header of the emails that he received.

check, if the reply-to path and message-from path are the same, my guess is that they're not.

Also, track on the server - to which email address did the email actually was sent to.

Regards,
Exchange_Geek
0

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