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Proxy Server Security Certificate Error

Posted on 2016-10-25
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Last Modified: 2016-10-31
I am testing a few users after an Exchange 2007 to Exchange 2013 migration and am getting the attached pop-up awhile after Outlook is open. I was able to get it to not pop up with the Security Alert at the start of Outlook, but now it comes after awhile after Outlook is open. I haven't updated my SSL Certificate to reflect my new Exchange 2013's hostname but not sure I have to.

Any recommendations?
ExchangeProxyError.docx
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Question by:Joe Lowe
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Expert Comment

by:MAS
ID: 41859787
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Author Comment

by:Joe Lowe
ID: 41859813
Those did not appear to work for me.
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LVL 28

Expert Comment

by:MAS
ID: 41859817
You need these names in your certificate and A records which resolves as below.
1. mail.emaildomain.com   -->   Point to Exchange2013
2. autodiscover.emaildomain.com  -->   Point to Exchange2013
3. legacy.emaildomain.com   -->   Point to Exchange2007
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Accepted Solution

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Joe Lowe earned 0 total points
ID: 41861505
Looks like I was able to figure it out with a call to Microsoft. It was apparently something with the 'Get-OutlookProvider command that pointed to an exchange server that was the very first one ever deployed here along with Outlook Anywhere needed to be pointed to a different URL since it didn't want the hostname there.
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Author Closing Comment

by:Joe Lowe
ID: 41866617
Was able to figure it out.
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