Outlook 2010 advanced search not working

We use Outlook 2010 32bit on Win 7 64bit machines, we are on a 2008r2 doamin and our Exchange server is 2010.  I have a user who's advanced search is not working, regular search seems to work just fine.  I have rebuilt the indexes, removed Outlook from the indexes and added it back in.  Nothing that I have done has corrected the problem.  Has anybody had a problem with advanced search in Outlook 2010, if so what did you do to fix it?  The user has a very large mailbox, about 10GB.

Thanks

Shaun