Doesn't What's Up Gold use SNMP?  If it does, you will not be able to get ITA to work properly on the same system since you can't have 2 SNMP trap sinks on the same box.  Try it on a different system and see how that goes, it might resolve the SQL issue too.
I have installed SQL Express 2008 onto a Windows 2008 R2 box, when trying to install IT Assistant i am getting "A default instance of SQL was not found on the system. You must install a default instance of SQL before installing IT Assistant."  I installed SQL Express 2008 with the Default Instance option.  Can anybody assist me with this?
IT Assistant and SQL Express 2008