User has repeated errors with Outlook Integration

I've got a user who is running into problems with his Outlook integration - he's seeing this error intermittently (but frequently):

I think it only works when you are here…

Problem signature:
  Problem Event Name:                        CLR20r3
  Problem Signature 01:                       Celigo.SyncManager.exe
  Problem Signature 02:                       1.0.14.8
  Problem Signature 03:                       554233a7
  Problem Signature 04:                       System.Data.SqlServerCe
  Problem Signature 05:                       4.0.8482.1
  Problem Signature 06:                       4d24a1b6
  Problem Signature 07:                       17b
  Problem Signature 08:                       12
  Problem Signature 09:                       2FOAPOWLHBRHMLD5E25EVZ4PH3D0FB54
  OS Version:                                          6.3.9600.2.0.0.256.48
  Locale ID:                                             1033
  Additional Information 1:                  5861
  Additional Information 2:                  5861822e1919d7c014bbb064c64908b2
  Additional Information 3:                  84a0
  Additional Information 4:  84a09ea102a12ee665c500221db8c9d6


He's tried uninstalling and reinstalling, and helpdesk has tried helping clear out the cache in the %AppData% folder.  Anyone else experienced this and have a solution short of reimaging his computer?