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Exchange certificate and webpage certificate conflict

Posted on 2013-06-13
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Last Modified: 2013-06-17
Hello guys,
I have a correct certificate to my exchange server that works perfectly when connecting to /owa etc.
The problem is that when I try to use auto-discover in outlook, it tries domain.com first instead of mail.domain where the correct cert. is.
The domain.com uses another cert. to our secure webpage.
Is it possible to fix it, without adding the auto-discover entries in the other cert.
Thanks
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Question by:macxpres
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Expert Comment

by:Simon Butler (Sembee)
ID: 39244548
Internally it shouldn't be trying to connect to the root of the domain. It should go straight to the value configured within Exchange.

Externally it isn't possible to stop it trying to use the root of the domain, as that is a preconfigured value. Furthermore, mail.example.com isn't one of the names that it tries. Therefore you either need to ensure that you have autodiscover.example.com in the SSL certificate, or configure SRV records. http://semb.ee/srv
You will have to ensure that autodiscover.example.com doesn't resolve, so no wildcard entries in the DNS. It will still try and use it, but will time out.

Simon.
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Author Comment

by:macxpres
ID: 39244572
I already have a srv-record that points to the mail server: mail.domain.com
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Expert Comment

by:Simon Butler (Sembee)
ID: 39244714
Does Autodiscover resolve?

Simon.
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Author Comment

by:macxpres
ID: 39244744
Yes:
_autodiscover._tcp.domain.com resolves to mail.domain.com.
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Expert Comment

by:Simon Butler (Sembee)
ID: 39244995
That wasn't what I meant.
Does autodiscover.example.com resolve anywhere?

Simon.
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Author Comment

by:macxpres
ID: 39246792
Yes, it resolves to the exchange servers external IP.
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Accepted Solution

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Simon Butler (Sembee) earned 500 total points
ID: 39248370
That will be part of the problem.
If you are using SRV records and do not have autodiscover.example.com in the SSL certificate then you must ensure that autodiscover.example.com does not resolve anywhere. That will usually mean removing the entry from DNS and any wilkdcard in the DNS being removed as well.

Simon.
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Author Closing Comment

by:macxpres
ID: 39252362
Thanks for all your help
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