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Outlook Anywhere - Outlook 2013 with SBS 2008

Posted on 2014-03-11
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Last Modified: 2014-11-18
Hi

We have an issue with configuring outlook anywhere for a customer.  They are running SBS 2008 Server (Exchange 2007)
We recently setup a new laptop running windows 8.1 with Outlook 2013, we are trying to configure the laptop to use outlook anywhere but every time the member of staff plugs the laptop into the LAN the check box for Outlook Anywhere switches itself off.  We know Outlook Anywhere works as we have quite a few permanent remote devices that work although they are using Outlook 2007 and 2010.
If we setup one of our laptop running Outlook 2013 with outlook anywhere to the same account remotely it works fine, the issue is when the laptop is plugged into the network the settings are disabled.
Has anyone else come across this issue, could there be a group policy setting changing this?

Any help would be appreciated
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Question by:bains1000
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Cliff Galiher earned 500 total points
ID: 39919883
It isn't group policy. It is autodiscover. With Outlook 2013, you pretty much MUST have autodiscover working right... unlike older versions where you could skip past minor errors. Autodiscover will enable OA and disable OA as needed. So that part is expected behavior.
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by:bains1000
ID: 39919978
i thought it might have had something to do with autodiscover, so i removed the DNS entry  as i thought this might be causing the problem, we use a self certified certificate, does this mean i need to purchase a proper certificate to get the autodiscover to work correctly?
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by:Cliff Galiher
ID: 39920047
If the machine is domain joined, while it is on the LAN, it will configure the setup through an Active Directory SCP so removing a DNS record won't help. Whether a public certificate is needed is dependent on what machines are being used and if you want to distribute a root certificate to allow proper chain trust.
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by:bains1000
ID: 39922816
thanks i will take a look at the autodiscover.
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