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Autodiscover Issues

Posted on 2011-04-26
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Last Modified: 2012-05-11
I recently installed an SBS 2008 R2 server for a customer. All clients are either Vista or W7 with Outlook 2007 or 2010, and these were removed from the old domain and added to the new. They are connecting OK, but I am having some issues which I know are related to autodiscover. Some clients are asking for a password all of the time, some have the autodiscover.domain.com certificate error, some can't send calendar invites. There is only an SBS issued certificate to mail.domain.com.

This problem seems to be only on laptops that also have Outlook Anywhere configured so that they users can access emails away from the office.

I have configured an account on my remote laptop and this connects and seems to work OK. I can send meeting invites, etc. I do get the certificate error when I first logon, but I'm not asked for a password.

When Test email configuration is run from within the office autodiscover is found using SCP. When I run it remotely it fails all the way through the test.

I've done lots of searching, but I'm just getting more confused. I guess what I am after is a step by step idiots guide to what needs to be done to get it all working. Is there such a thing? Can anyone advise?

Thanks in advance.
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Question by:Ortiga
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Accepted Solution

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AJS2011NZ earned 1500 total points
ID: 35473045
Internally, everything should work correctly. Internally, the SCP is the way to go. Remotely, for an SBS domain you need to add a little more than for a standard Exchange deployment.

Make sure your certificate (usually remote.domain.com) matches your external address.

Then talk to your name server provider to get a SRV record setup. The following article at ThirdTeir explains what you need.
http://www.thirdtier.net/2009/02/setting-up-an-external-autodiscover-record-for-sbs-2008/


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Author Comment

by:Ortiga
ID: 35508124
Thanks for the help.

The certificate is for mail.domain.com, and that is the external address we are using. It seems to be looking for autodiscover.domain.com though.

I asked the provider for a SRV record but they have responded that cannot add this type of record. Not sure what I can do about that?
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Expert Comment

by:AJS2011NZ
ID: 35511446
Can you run the tests here https: //www.testexchangeconnectivity.com/ and post the result?
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Author Comment

by:Ortiga
ID: 35516526
Assume that you just want me to run Outlook Auto Discovery?

Results in attached file. Exchange-Test.txt
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Author Comment

by:Ortiga
ID: 35727915
Any more ideas on this one?

Thanks
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Author Closing Comment

by:Ortiga
ID: 36206731
Still not fully resolved, but working with new certificate which will hopefully fix.
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