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Outlook Anywhere - Cannot authenticate or connect

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Sep 14, 2010
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US
We're running exchange server 2007 on an SBS2008 box. We have OWA, Active Sync and local outlook working flawlessly. However, whenever we try to engage the RPC over Proxy feature when offsite, we cannot seem to get the outlook to connect properly.

When testing on testexchangeconnectivity, the only error message given is: (actual mail domain removed)

Testing HTTP Authentication Methods for URL The HTTP authentication test failed.

Additional Details
An HTTP 500 response was returned from Unknown.

Thoughts / suggestions??
 
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