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Outlook Anywhere issues with TMG 2010 in mixed Exchange 2013/2010/2007 environment

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Hello All,

We just recently introduced Exchange 2013 into a mixed Exchange 2010/2007 environment with TMG 2010.  We had no issues with TMG and any Exchange 2010/2007 protocol.

We installed Exchange 2013, created new TMG rules as per the MS Technet articles and pointed eveyrthing on the TMG server to the Exchange 2013 CAS roles via a TMG web farm.

Everything is working correctly on all Exchange 2013/2010/2007 servers *except* for Outlook Anywhere for the test mailbox that we have on the Exchage 2013 server.  We cannot successfully configure a OA session the the 2013 mailbox - it keeps prompting for credentials.  When we direct the Outlook client to go directly to an Exchange 2013 server via a hosts file, OA works without issue so it appears to be something related to TMG.

So we've spent a bunch of time checking settings and trying different combinations of settings on both the TMG policy for OA and the Exchange 2013 CAS roles without any luck - we cant seem to authenticate the OA client and establish a session.

Interestingly enough if an Exchange 2010 user with the correct rights tries to open the Exchange 2013 test mailbox, they will eventually be able to open it but only after a delay of a minute or two.

Any ideas?

Does anyone have a set of working TMG and Exchange 2013 settings for a mixed environment that they can share here ?

Thanks


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