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Outlook Edition - Unable to send request to server...

One of our users is having major problems w/ Outlook Edition.  They are not able to login or add emails via the Outlook plug-in.
The issue seemed to randomly occur a few weeks ago.  I'm not sure if it's an issue w/ SF, the Outlook plug-in, or with the users computer.

The specific error they receive is  -

"Unable to send request to server.  The system cannot find the file specified."

So far, we've tried -

    * installing the most recent update for the outlook plug-in
    * uninstalling & reinstalling the outlook plug-in
    * resetting & re-entering the security token
    * checked registry proxy settings as noted in the SF help (link below)

We've contacted SF basic support, as well as our SF consultant, and no one has found a fix.  SF basic support has "escalated" the issue, but in my experience that means we won't hear back from them:( 

Has anyone here had a similar issue & solution?

Thanks for your time!