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Outlook attempting to connect to in-house Exchange instead of Office365

Posted on 2013-01-31
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Our client uses Office 365 for hosted Exchange.  They have a Small Business Server 2008 server as well onsite.  Up until recently Outlook would properly connect to Office 365, however this week some users are getting security pop-ups when opening outlook.  It appears as if it is trying to connect to the local exchange server instead of the hosted.  

I believe their were registry fixes that can be done on the local PC so it doesn't look for the local exchange server.  Can anyone help?  I am hesitant to make server/powershell changes unless that is the only way to resolve.
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Question by:tampatechman
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by:Cliff Galiher
ID: 38839739
Outlook 2007 and later will use autodiscover to reconfigure outlook, and this relies on settings in AD, so no client-side fix works. You must disable autodiscover on the server side.

With that said, if you aren't using exchange, I would not recommend staying on SBS. It isn't designed to be ep decoupled like that and the CALs are more expensive. As SBS 2008 will be moving into extended support only, now is a great time to look at moving to a newer platform. That will solve your problem nicely and prevent other issues that arise from running SBS without exchange.
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by:tampatechman
ID: 38839754
cgaliher - what is the process to disable autodiscover on the local server side?
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Cliff Galiher earned 500 total points
ID: 38839790
The easiest is to just pull the vdir. This is a destructive process, so HAVE A TRUSTED BACKUP.

The powershell command is remove-autodiscovervirtualdirectory
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by:tampatechman
ID: 38839927
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