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Exchange Server 2003 randomly resending old emails?

A bit of history:  About a month ago I applied some overdue windows updates to our Exhcange 2003 server and restarted. The next day I received calls from several staff saying they heard from clients saying they received emails that were months old. I assumed that these had been jammed in the queue and the restart pushed them through. I have been monitoring the queue and outgoing email is flowing. Over the past two days I have gotten reports from one user that he has received email that he originally received months earlier. He is a BlackBerry user and we have an in-house BES (4.1). And of course, as things usually go, this user is the CEO and my boss. Hard to play that one down. I am currently trying to make sure this is isolated to him only but wanted to throw this out for anyone who may have seen this problem.  I am going to try a hard reset of his BlackBerry to see if that is the problem.  He is also the only one in the company using Vista. He us using Outlook 2007. So, as of this morning he has received two old emails. One from last July and one from Dec. 30.  Any ideas?
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12vltmn
Asked:
12vltmn
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1 Solution
 
gupnitCommented:
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12vltmnAuthor Commented:
Thanks, Guptin.  This definitely appears to be related to my prior issue.  However, this probably does not explain the current issue of old emails being resent.  Therefore I want to leave this question open in hopes of resolution on the current issue.
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gupnitCommented:
Hi,
Did you apply the patch and observe.?
Also Old mails being resent could be BB Sync issue, clean BB and resync
Thanks
Nitin
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12vltmnAuthor Commented:
Gupnit:  I will be applying the hotfix this evening.  I'll keep you posted.  But here is another twist.  I too carry a blackberry and at 4:23 am on Friday, apparently my account sent an email that I did not intend to send.  This is the breakdown:  I received an email from an outside sender.  I forwarded that email with a comment to an address inside our company.  This was on Thursday.  At 4:23 am Friday, that same email that I forwarded inside was sent to the original outside sender and he replied.  That is scary.  Could it be that my BES is freaking out?
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