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Outlook OAB Syncing Through a Proxy

Posted on 2011-05-04
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Last Modified: 2012-08-13
So we use a Barracuda Web filter that we have to push out Proxy Settings to the clients via GPO, however it presents a problem with my Users being able to update thier GAL/OAB.

How do it get the users to be able to download the OAB/GAL through the I.E. Proxy settings?
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Question by:Travis Hahn
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Expert Comment

by:MegaNuk3
ID: 35691967
Add your CAS server name / OAB URL to the proxy Exclusions list
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Author Comment

by:Travis Hahn
ID: 35692072
In the Group Policy - under Execptions I have put in the FQDN of the Exchange server and the OAB directory address.  I dosent seem to work.

I am wondering if Cached mode is conflicting?
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Accepted Solution

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MegaNuk3 earned 2000 total points
ID: 35692134
Time to test outlook autoconfig:
With outlook open, hold down CTRL key and right click on the Outlook icon in the bottom right hand side of your screen, then on the popup menu select the "Test Autoconfiguration". Select that, enter valid credentials and select the "autodiscover" option only and test.

Have a look at the OAB URL returned and make sure that is in your Proxy exceptions/Exclusions also make sure if you ping the name in that URL that it resolves to the internal IP address of your CAS server
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Author Comment

by:Travis Hahn
ID: 35692359
Okay here is the test results from my test machine which has the GPO applied to it.  Does all that look correct?
Capture.JPG
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Expert Comment

by:MegaNuk3
ID: 35693599
Is that webmail.xxx.com name in your exclusions?
If you ping it internally does it resolve to the internal IP address of your CAS server?

what error do your Outlook clients get when trying to download the OAB?
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Author Comment

by:Travis Hahn
ID: 35693682
I think you have lead me in the right direction.  Earlier all that I had was FQDN in the exception list.  I have since added the webmail.xxx.com/oab as well and things are looking all right now.  I'll test later today and see if everything is working.

I was able to ping both by IP and Server Name which resolved correctly.  If everything goes well tonight I'll close out the request tomorrow.

Thanks for your help MegaNuk3
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Expert Comment

by:MegaNuk3
ID: 35693717
No problem. Fingers crossed
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Expert Comment

by:MegaNuk3
ID: 35693748
What error were your outlook users getting out of interest?
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Author Comment

by:Travis Hahn
ID: 35693796
It was

Microsoft Exchange offline address book
Not downloading Offline address book files. A server (URL) could not be located.
0X8004010F

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Author Comment

by:Travis Hahn
ID: 35702003
So it still doesnt look like its able to download the address book.  When I got to clients Outlook and send/recieve - download address book I get an error.  - See the attached image.  

Any thoughts ? Send/Recieve Fail
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Expert Comment

by:MegaNuk3
ID: 35702446
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Author Comment

by:Travis Hahn
ID: 35721597
Well I changed the REGKEY on one of the XP Computers that was having the issue and it seemed to resolve the issue.  

Do you know if the BITS Key is already installed on Windows 7 Machines?  I ask because I don't see the issue with the W7 users.
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Expert Comment

by:MegaNuk3
ID: 35722101
Or compare the LmCompatability reg key of a W7 machine vs WXP then change the value on the WXP machine to match the W7 then reboot WXP machine and see if that also resolves the OAB download issue.

If your proxy exceptions/exclusions are set correctly then outlook shouldn't even be using the proxy. If your OAB URL is https://webmail.xxx.com/OAB/<GUID>... then adding webmail.xxx.com to your proxy exclusions should be sufficient.
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Author Comment

by:Travis Hahn
ID: 35723529
It looks to me at least on the two W7 machines that I had access to, That that key was there, with a different value.  But it was there.

There were some BITS 2.0 updates for XP machines within the last year (I inherited the network and WSUS was not installed - I have made my way to July 2010 for updates in 3 months).  I am going to go ahead and accept your solution - because either way you were able to fix the issue.
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Expert Comment

by:MegaNuk3
ID: 35724300
What key was there? LmCompatability? Or lmcompat? What was the value set to?
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Author Comment

by:Travis Hahn
ID: 35724332
UseLmCompat - with value data set to "2"

There are also 8-9 adidtional keys in the WIN7 than the Win XP
Capture.JPG
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Expert Comment

by:MegaNuk3
ID: 35724490
This is what I meant by LmCompatability


Expand the following registry subkeys, and then view the value that is assigned to the LM Compatibility entry:
HKEY_LOCAL_MACHINE\System\CurrentControlSet\Control\Lsa\LMCompatibilityLevel
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Author Comment

by:Travis Hahn
ID: 35724622
I checked two Win7 units - neither one of them had that key.  I had everything up to the LMCompatibilityLevel
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Expert Comment

by:MegaNuk3
ID: 35726413
Thanks for looking anyway
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