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How can we use extern & local url with SSL certificate ?

Posted on 2014-08-13
Medium Priority
Last Modified: 2014-08-14

I am busy to install a new Exchange 2013 server but I still get an error with certificate.
I have 2 urls (one extern url to connec to Exchange remotely and one local url.)
I successfully installed my SSL certificate for the extern url but I still get an error locally when I start Outlook because Outlook is asking for local certificate.
I don't understand what is wrong in my configuration because on my old server I only used the SSL certificate for extern url and I hadn't got any problem  locally and externally.  The certificate was OK in both case.

Do you have any idea about the problem ?  Problem in the configuration of Exchange 2003 (different than 2007) ?
Question by:SA-IT
LVL 23

Expert Comment

ID: 40258017

If using a certificate the certificate always looks at the URL it is assigned to.
So let's say the certificate is requested for the webmail.externaldomain.com then when you browse to that site, the certificate is oke because it is the same as the server name you typed in.

If e.g. you use webmail.internaldomain.com the certificate isn't correct anymore and the name it doesn't represent the URL you just typed in.
LVL 31

Expert Comment

ID: 40258018
It may be because the certificate name doesn't match the local server name. Some applications will accept this, but others will complain, because technically, it's an error. You can only have one cert per site, so it might help to set up internal DNS records for the same external server name, pointing to the local IP address. That way, you can use the same server name internally and externally. Which is what most of us end up doing.

Unless you tried that?
LVL 63

Expert Comment

by:Simon Butler (Sembee)
ID: 40258099
The best practise with Exchange 2013 is to use the same URL for internal and external traffic.
Use a split DNS system to have the external name resolve internally to Exchange. No internal only URLs used.
This also helps the end users as they only have to remember one address.


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Author Comment

ID: 40258204
Yes my external url is like webmail.xxxx.xx and I have a local server name.  I also have a DNS record for webmail.xxx.xx which point to the local server name (locally). (it is the same domain locally & externally)
It was perfectly working on my 2007 exchange and I hadn't got any problem of certificate.
Is it a limitation with Exchange 2013 ?
LVL 63

Expert Comment

by:Simon Butler (Sembee)
ID: 40258255
There is no limitation, but you do have to configure Exchange to use the external host name. That includes the crucial Outlook Anywhere configuration.


Author Comment

ID: 40258261
When do I need to make this change in Exchange 2013 ?
LVL 63

Accepted Solution

Simon Butler (Sembee) earned 1500 total points
ID: 40258737
As soon as you have an SSL certificate on the server to match the host name.


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