Outlook 2010 stops receving new emails when in cached mode

User has an Outlook 2010 issue that has been called in on NUMEROUS internal helpdesk tickets and has never been resolved.  What happens is several times a week his Outlook 2010 client on his Windows 7 SP1 laptop will stop synchronizing
new messages from Exchange 2010 (not sure exact build/version).  His admin assistant still gets his new messages in her Outlook 2007 SP3 client (as his delegate) and he still gets new messages on his iPhone via Good GMM.  If he logs in to Outlook
Web Access all his messages are there.
We already tried toggling Cached Exchange mode off and back on several times, the problem still returns whenever in cached mode.
We already tried deleting the outlook.ost file and letting it rebuild several times, the problem still returns.
We already tried deleting the entire Outlook profile and letting it rebuild several times, the problem still returns.
We already tried deleting the entire Windows user profile and letting it rebuild several times, the problem still returns.
We even gave him a whole new laptop, the problem still returned.
Problem started with Outlook 2007, upgraded to 2010, problem returned.
Seems to happen more often when the laptop resumes from sleep, but not always.
Most add-ins are disabled except for McAfee and a few other essential Microsoft ones.
He does not have ANY rules or alerts set, none at all.
He does not have any other mailboxes or shared calendars in Outlook and RSS feeds are off. 
He does have 8 PST files and several of them are quite large (three are 2GB each, one is 4 GB). 
MCITP:Enterprise Admin (Vista/2008), MCSA/MCSE (2003/XP), MCDBA (2000)

Hi Smitty,
If change other user account on his laptop, and use outlook cache mode, is there the same issue?
If not, I recommend you try to move this mailbox to another database, and check the result.
Best regards,
Niko Cheng
TechNet Community Support

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