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Autodiscover not working in "Outlook Connectivity" test but works in "Outlook Autodiscover" test.

Posted on 2014-08-12
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Last Modified: 2014-08-23
Im Running SBS 2008 with Exchange, and RWW, OWA, etc.
I recently created a autodiscover SRV record on our External DNS Server with Aplus.net. I've tested the Record at mxtoolbox.com and received the information i expected. For the sake of security i'll replace my domain name with chris.com.
So the results of the MXtoolbox.com test were as follows.
_autodiscover._tcp.chris.com -> priority 0 -> weight 0 -> port 443 -> remote.chris.com

*note - remote.chris.com points back to my offices SBS 2008 Server.

So then i go to use the Microsoft Remote Connectivity Analyzer Tool @ https://testconnectivity.microsoft.com to test the system.

First I do a "Outlook Autodiscover" test an everything comes back perfect. Results below. All Green Checks.
      -Attempting to contact the Autodiscover service using the DNS SRV redirect method.
       -The Microsoft Connectivity Analyzer successfully contacted the Autodiscover service using the DNS SRV redirect method.
      -Test Steps
      -Attempting to locate SRV record _autodiscover._tcp.chris.com in DNS.
       The Autodiscover SRV record was successfully retrieved from DNS.
       Additional Details      
        -The Service Location (SRV) record lookup returned host remote.chris.com.
         -Elapsed Time: 76 ms.

So then i go to do the "Outlook Connectivity" Test and this where i get the problem. Red Check Marks.
      -Attempting to contact the Autodiscover service using the DNS SRV redirect method.
       -The Microsoft Connectivity Analyzer failed to contact the Autodiscover service using the DNS SRV redirect method.
       -Test Steps
       -Attempting to locate SRV record _autodiscover._tcp.chris.com in DNS.
       -The Autodiscover SRV record wasn't found in DNS.
       -Tell me more about this issue and how to resolve it
         -Elapsed Time: 77 ms.

Not sure What the issue is. If Autodiscover via SRV record works in one test why wouldn't it work in the other test?
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Question by:ozgc
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Expert Comment

by:Philip Elder
ID: 40257617
You can use nslookup to test for the SRV record on specific DNS servers.

It sounds like there are multiple DNS servers involved where one or more do not have the SRV record in its zone.
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Accepted Solution

by:
ozgc earned 0 total points
ID: 40269103
The issue has been resolved. I had to remove a Wildcard CNAME and autodiscover A Record from my Hosted domain DNS System.
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Author Closing Comment

by:ozgc
ID: 40280324
Solution came from working on a unrelated SSL configuration.
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