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certain OU gets Wrong Autodiscover settings

Posted on 2015-02-17
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Last Modified: 2015-02-22
Hi Guys, I really ope you can help me out.
I'm baffeled by a most bizzare issue.

I have an exchange cluster on which we give "Hosted Exchange" services - meaning it's not serving our company - we have an internal exhcnage server that works fine - the hosted exchange enviroment however works differently with it's own AD and domain and all that.

Currently I have a domain that is using our hosted exchange services - Desheli-r.co.il and I have the most bizzare issue with it - If I try to use autoconfigure with it and I get this:
Capture.PNG
Any other Domain gives me the normal reply that looks like that:
Capture1.PNG

Information that might be helpful, the exhcange enviroment is 2010. tried to test on outlook 2007/2010/2013
I can't make heads or tails of this. Can you please Assist?
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Question by:David Sankovsky
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Expert Comment

by:Manoj Bojewar
ID: 40613754
Please verify below two things

1)The first outlook Profile you are testing looks like configure with IMAP SSL. Please configure this outlook profile with autodiscover method

2)Verify autodiscover record for this domain is properly setup.
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Author Comment

by:David Sankovsky
ID: 40613772
!) It's not a configuration attempt, it's a build in tool in Outlook that tests the autodiscover settings for a domain - I just put in the mailbox and the password -outlook tests it itself.

2)Verified :
Capture.PNG
The adresses are corect.
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Expert Comment

by:Manoj Bojewar
ID: 40613864
Is it possible for you to share one test account and password of this domain to verify autodiscover configuration from my end.
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Accepted Solution

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David Sankovsky earned 0 total points
ID: 40613906
I seem to have found the answer myself while looking at the log of the outlook configuration tester.
It appears that outlook has a certain sequence it follows when trying to connect.

The very first thing it checks is not a CNAME record but it tries to access the autodiscover.xml file on the server that hosts the website so if I'm talking aobut contoso.com it'll first go to https://contoso.com/autodiscover/autodiscover.xml

It'll only check the cname if the abovementioned xml file is not found, if it is found however, that file will catch on first and the server won't even proceed to check pther records.
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Author Closing Comment

by:David Sankovsky
ID: 40624012
I was able to solve the case myself. Marked it as a solution so if anyone encounters such an issue in the future, they'll have an answer ready.
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