Exchange 2010 Out of Office

Migrated from Exchange 2003 to Exchange 2010 and it broke OOO.

"Your Automatic reply settings cannot be displayed because the server is currently unavailable.  Try again later."

I've read and tried some of the many solutions on the web and it hasn't fixed the issue.  

I believe one of the problems is that this client's Active Directory domain name is different than their production EMail domain. (abc.com vs. def.com), and the client does not own the public domain for their internal domain name and therefore cannot obtain a third party SSL certificate.  We are using a selfsigned certificate.
NEMCAsked:
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NEMCConnect With a Mentor Author Commented:
I have not tried the Cross Forest solution.  I'll take a look at the notes.

I opened a call with Microsoft and his response was that we could reconfigure the servers SSL to allow OOO to work from within Outlook, but as a result Outlook would generate an SSL error every time it launched.

Further stated that the only was to resolve that issue would be to import the server's Certificate into each Outlook client. (And repeat whenever certificate was renewed).
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NEMCAuthor Commented:
OOO works correctly when configuring via OWA.
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Adam FarageConnect With a Mentor Enterprise ArchCommented:
make sure autodiscover is working properly, as this is handled by Exchange Web Services (Availability Module)

To test this from the Outlook client, in the task bar CTRL+RIGHT CLICK the Outlook icon and select "Test Email AutoConfig"

Post the results, and make sure the proper EWS Internal and External URL are being pulled.
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NEMCAuthor Commented:
Adam, thanks for the response.

If I just use Autodiscover and disable both Guesssmart options, it fails with:

Autoconfiguration was unable to determine your settings!

If I enable Guesssmart, it comes back with SMTP information and the correct external URL only.
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Rajitha ChimmaniConnect With a Mentor Commented:
If the AD domain is different from email domain you must have the autodiscover SCP records. Have you tried the below solution?

How to Configure the Availability Service for Cross-Forest Topologies
http://blogs.technet.com/b/exchange/archive/2011/03/04/3412075.aspx

Export-AutoDiscoverConfig
http://technet.microsoft.com/en-us/library/aa998832(v=exchg.141).aspx
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NEMCAuthor Commented:
Client did not want to deal with the Microsoft solution and is going to live with use OWA to set OOO.

Thanks to everyone who responded.
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NEMCAuthor Commented:
Microsoft provided a valid workaround, but client did not want to incur the client side changes.
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