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Posted (edited)

Hi all,

We have been having this issue for as long as I can remember. Whenever we start up Outlook, we get the following security message.

Outlook issue.jpg

 

I have been reading up on the issue but since this is well outside my usual job, I'd like a bit more insight before I take action.

As you can see from the image, Outlook is looking for server.school.local (I have edited this name obviously).

We have just bought an SSL certificate for our OWA. So the 2 names compared are as follows -

Internal Outlook - server.school.local

Web App - https://post.school.location.sch.uk/owa

 

From what I have read, the way around this problem could be to set up a SAN on our SSL (which I have no idea how to do). Or, to use the Exchange Management Shell to change the Autodiscover settings.

 

As I said before, this is outside my comfort zone so I'd like to get this right first time round if possible. If anyone can offer any help or specific details of how to proceed they would be very much appreciated.

Also, we are using Exchange Server 2010 and IIS 7.

 

Many thanks

Rob :)

Edited by RJcreatives
Posted

What's the name on your SSL cert? In terms of the domain it supports etc

 

ps. If you want the name hidden you might want to remove the name from the original pic as two uploaded (Radon etc)

 

Steve

Posted

Your cert is using an external name, but internally you're using a local name on the autodiscover.

 

Have you tested it via an external connection? Might just need to rejig your autodiscover to use your external name rather than the local version.

 

Steve

Posted

I was fairly sure that was the problem but it's always nice to get an outside point of view (which is no doubt much more experienced than my own).

Would I solve this by doing the following in Exchange Management Shell -

Get-AutodiscoverVirtualDirectory -server server.school.local | Set-AutodiscoverVirtualDirectory -ExternalUrl ‘https://post.school.location.sch.uk/Autodiscover/Autodiscover.xml’ -InternalUrl ‘https://post.school.location.sch.uk/Autodiscover/Autodiscover.xml’

 

I am not sure if the 'server.school.local' should just be 'server' instead.

 

Thanks again for your help :D

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