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Upgraded to Exchange 2010 now outlook 2013 can't connect externally

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Outlook 2013 used to connect to my exchange server via our TMG before upgrading to 2010. At first the clients were changed back to NTLM all the time but I fixed that and we now see basic with SSL. Now we get repeated logon.

I have used rpc connectivity analyser and it tells me that my (self issued) certificate doesn't chain properly - but the signing certificate is loaded on the client (by Enterprise CA policy) and looking at the mail server certificate in the certificate manger reports the certificate to be good and correctly shows the chain (so is this a problem in the anyalyzer or does outlook constrcut its certificate chain using a different code library than say IE?).

Oddly Windows 8.1's mail cient works flawlessly when outlook 2013 goes into loops?

Any suggestions?


ICHC


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