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Security Alert (SSL) Outlook 2010 when connecting to new Exchange 2007 server

Posted on 2013-06-20
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Last Modified: 2014-04-25
How do I stop the annoying Security Alert that pops up for Outlook 2010 clients when connecting to our newly installed Exchange 2007 server?


I have tried this guide... to no avail...
http://support.microsoft.com/kb/940726/en-us

although I used our FQDN instead of the public URLs as I have not setup public access yet.
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Question by:antonioking
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by:Simon Butler (Sembee)
ID: 39264131
You need to configure the server correctly.
Do you have other Exchange servers? If so then you can reconfigure Autodiscover on the new server to point users at the old server.

set-clientaccessserver servername -AutodiscoverServiceInternalURI https://host.example.com/Autodiscover/Autodiscover.xml

where servername is the name of the new server and host.example.com is the address on the existing server.

Simon.
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by:antonioking
ID: 39264155
Well that I did not know, thanks I'll follow the guide again and use the other exchange servers address.
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by:antonioking
ID: 39264161
The other exchange server is 2003. As far as I know it doesnt have an autodiscover VD?
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by:Simon Butler (Sembee)
ID: 39264397
As Exchange 2007 is over six years old I kind of presumed that you were setting it up because you had an existing one. Otherwise why not deploy something a bit more modern?

Either way, you are going to get the prompt until you get your SSL certificates sorted out. That is because Outlook 2007 and higher is querying Autodiscover all the time and now there is something to answer those queries.

Simon.
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Author Comment

by:antonioking
ID: 39273955
OK, so how do I get my certificates sorted?
As in... what system needs a certificate, do I have to go to vendor or can I generate one from a local CA?
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Simon Butler (Sembee) earned 500 total points
ID: 39274230
I wouldn't recommend using an internal CA unless you are going to have control over 100% of the clients accessing the server. I don't just mean Outlook, but ActiveSync and OWA.
A trusted certificate is $60/year and will save a lot of headache.

I have a section on my web site for doing the SSL certificates: http://semb.ee/2007ssl

Simon.
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Author Comment

by:antonioking
ID: 39274246
Fantastic help, thank you. I'll run through your guide and either report back or accept your answer as a solution. Thanks again.
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Author Closing Comment

by:antonioking
ID: 40022018
Certificates sorted!
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