When running Outlook 2011 on 10.9.2 (Mavericks), I'm running into an error "Could not synchronize record error code -19777   :  The move or copy operation failed." when trying to delete emails from a few unique individuals. 

If I go to my deleted items folder and tell it to empty the "Deleted Items" folder, and tell it to synchronize now. The folder empties and I stop receiving error messages.

I've created a new profile, and deleted the old one, but I still end up receiving the same errors.

Suggestions: