Messages from Exchange Server Not Getting Pushed To Outlook

OVERVIEW
Exchange 2007 running on SBS2008
Messages get delivered to the server
Users see the messages on their mobile devices and in OWA
Messages don't get delivered right away, severe delay (1 hour, 2 hours, ?) but eventually do get delivered.
Happening with more than one user, but not all at the same time.

CLUE's
User mentioned that at the bottom of her Outlook 2010 when it says updating, sometimes it lasts for 30 minutes, but the server is only 20 ft. down the hall from her.

She is hard lined, not wireless.

Both users are using laptops and do access the server outside the building using the Outlook client over a VPN.

COMMENTS
Obviously, something is hanging up the Exchange/Outlook sync but what?
Where should I be looking?
How can I diagnose the issue?
LVL 3
tech911Asked:
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Simon Butler (Sembee)ConsultantCommented:
Primary cause of this is something like a firewall or antivirus product, or an issue with the network. Could be a dodgy network port for example.

The emails arrive in Outlook eventually because Outlook will check on its own on a regular basis for new messages.

Ensure the server and workstation are fully patched, including service packs for Exchange (I see a lot of SBS servers not on SP3) and have the latest network card drivers.
Try the user on a different network port with a different network cable to ensure that isn't the cause.

Simon.
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tech911Author Commented:
Funny, I thought the same thing.
I actually replaced the entire switch, it was older anyway, but that does not seem to be it.

We are in agreement that it is definitely some type of network communication issue.

It is running AVG on the server and pushing it out to all the client workstations.

I will check patches/service packs and advise.
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tech911Author Commented:
Service Pack 2 is installed.

I'm looking for something that would be impacting Outlook's ability to connect to and sync with the server.

Do you think it is AVG that is causing all these headaches?

Its not a firewall because this happens inside the office, so it never leaves out the gateway through the firewall, so that can be crossed off the list.

Thoughts?
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Simon Butler (Sembee)ConsultantCommented:
AVG I have seen cause these sorts of problems. The last two versions of AVG have given me a lot of grief with Exchange servers. Disabling the product is not enough, you have to actually remove it and reboot to confirm it is not the cause.

Simon.
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tech911Author Commented:
Alright, I am going to have to run this by the client to see exactly how we are going to handle this.  Stand by will advise.
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