Hi Heimir,
When you upgraded to SmarterMail 14, did you uninstall SmarterMail 13 first, or did you install version 14 on top of an existing version?
If you installed on top, then the first thing I would try is a reinstallation following these steps:
1. Stop the SmarterMail application pool in IIS.
2. Uninstall SmarterMail from the Control Panel
3. Rename C:\Program Files (x86)\SmarterTools\SmarterMail to SmarterMail_OLD
4. Download and install SmarterMail from here.
5. Stop the SmarterMail service.
6. Transfer the following files from the SmarterMail_OLD folder to the same location in the newly created SmarterMail folder:
--- All XML files located \SmarterMail_OLD\Service\
7. Start the SmarterMail service.
8. Start the SmarterMail application pool in IIS.
If this doesn't work, then I would recommend opening up a support ticket.