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SBS 2008 and Outlook 2010 Certificate Issues

Posted on 2010-11-09
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Last Modified: 2012-06-21
I am having the same problem as the previous poster. however after I reran the Fix my network and interaddress wizared, reissued my cert, and removed the autodiscover DNS record... I am still having this problem. the clients are still looking for autodiscover. can we revisit this issue and get it resolved please
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Question by:ssnyds
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by:MegaNuk3
ID: 34095973
Re add the autodiscover Dns record
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by:ssnyds
ID: 34096763
I only removed the internal DNS record from the server
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Expert Comment

by:kharoldsen
ID: 34096949
When we had this issue, we found that some clients were still pointing to a ISP DNS server, which sent the DNS request to the external DNS host.  Once we pointed them to the SBS server for DNS everything worked fine.
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by:ssnyds
ID: 34101995
At first autodiscover was not working on initial setup, I changed the SSL settings in IIS for the Autodiscover and OAB VD's from Accept to Ignore, now autodiscover works. I am still getting the certificate mismatch error and now internal clients are being prompted for their credentials when in outlook
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by:ssnyds
ID: 34113237
Any other thoughts on this please
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by:MegaNuk3
ID: 34114584
What service pack are you on? Password prompt issues were solved by E2k7 SP2 and SP3 is out now.
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by:ssnyds
ID: 34127159
Ok, So I have taken care of my certificate error problem, but I am still being prompted for credentials and for some reason Out of Office assistant doesn't work? I keep getting this error
 Out of office error
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Expert Comment

by:MegaNuk3
ID: 34134177
You are getting that message because Outlook can't find or contact the availability service. Test your outlook autoconfiguration (hold down the CTRL key and then right click on the outlook icon in the bottom right of your screen and there should be a "Test Autoconfiguration " option. Run the autodiscover test and then look for the availability URL in the results
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by:ssnyds
ID: 34139440
Ok I ran the test and I am actually unable to run it because it keeps prompting me for my credentials?
I am very close to installing SP3 for exchange but I am concerned about problems afterward as I don't even have SP2 on yet.... thoughts anyone?
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by:MegaNuk3
ID: 34139943
Put SP3 straight on and then if you are still having password prompt issues let us know
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by:ssnyds
ID: 34163867
Can I skip SP2?
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MegaNuk3 earned 500 total points
ID: 34179261
yes, you can skip SP2. The service packs are not incremental. you can put SP3 straight on plain Exchange 2007.

E2k7 SP3 on SBS 08:
http://support.microsoft.com/kb/982423
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