If the Updater has access through your firewall and you are connected to the Internet you will see a pop up soon after you either open the software or you click on "Check for Update". It will either tell you that you are using the latest version or it will tell you there is an update available. If you do not see the pop up you are not getting the automatic updates.

How to set up the firewall to accept the updates. 

The Speedy Claims Updater uses the standard http protocol port for (port 80) for all its communication with the outside world. Therefore, it is fully compatible with any hardware monitoring of port 80. As with any application's interaction with the 'outside world', you should ensure that WebUpdateSvc.exe is authorized to communicate through any software or hardware firewalls, should these firewalls include facilities for controlling port use on a nominated application basis. If you do not have rights to set accept or deny rules for your software firewall then a rule must be separately created for the Speedy Claims Update by the firewall Administrator. This is not a weakness of the Speedy Claims Updater - as a secure application it should not be able to violate or bypass users' firewall controls. The Speedy Claims Updater populates the outgoing http header 'User-Agent' with the string "Web Update Service". This string allows http: requests from the Speedy Claims Updater to be specifically identified by firewalls or http: request monitoring software which is able to filter on this basis.