This wouldn't happen to be a groupwise BES beta would it? I have the same problems with the connector crashing. Per RIM and troubleshooting, I lowered the connection threads from 10 to 1 in the sql database and this helped alleviate a LOT of duplicate message problems.
What happens with groupwise is it will crash on a users account (usually a gwcheck on their mailbox will fix whatever is crashing the connector, but you don't find out something is wrong until it starts crashing). But it will crash and restart every 5 minutes. Whatever it was doing when it crashed will be repeated when it starts up again until the problem is fixed or eventually ignored and passed by. I've seen as many as 6 or 7 duplicate sent emails (only from a blackberry, not desktop) at a time when this is happening. It is a known problem that RIM is working to fix.
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