Client with both Pop3 and Exchange account in Outlook 2007 -mail stuck in outbox

Setup is:
(1) SBS 2003 with single NIC / static IP/
(2) 1 client workstation has outlook 2007 using both POP3 and Exchange
(3)  Exchange setup with POP3 connector for personal mail and SMTP for company mail

Situation:

The client with Outlook 2007 must click on the "send/receive" button at least 3 time before mail will leave the "outbox".

Another client on the network uses Outlook 2003 with the same setup and has no problems sending mail either personal or company.

Anyone run into this?
flteng56Asked:
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Alan HardistyCo-OwnerCommented:
Most problems like this are caused by Anti-Virus software causing issues.  Can you check and disable virus checking of outbound emails and see if that improves the situation.
Failing that, try running Help, Office Diagnostics.
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flteng56Author Commented:
Hi alanhardisty,

Both clients had Webroot installed i have since reomoved that and installed Sophos anti-virus. The problem was the same with either program installed. Strange that the client with 2003 outlook is not experencing the problem
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Alan HardistyCo-OwnerCommented:
No problems - have you downloaded Windows Updates / Office Updates?  There may be a fix lurking that you have not installed.
Also worth uninstalling all Anti-Virus software and then trying.  Obviously, re-install it later after testing.
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flteng56Author Commented:
Hi alanhardisty,

Forgot to mention earlier that the problem occured after the webroot was uninstalled and beforeSophos was installed. I will be stopping by the their office friday morning and will update the Office suite and post back with the results.
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Alan HardistyCo-OwnerCommented:
No problems - did you reboot the computer mid Anti-Virus changeover?  I would guess that you had to.
Will wait to see if there are any updates that you find and see if they fix the problem.
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