I used Lookout ages ago. It worked fine.
Does it work now with Windows 10?
Is there NI hardware it does not work with, or which hardware does it work with?
Last version was put out around 2014/2015, prior to windows 10.
It is not supported.
Suggest looking for an alternative: ClearSCADA, DAQFactory, Wonderware Machine Edition (InduSoft, Point of View) and many others.
I installed Lookout 6.6 this past November 2019 on Windows 10. The install was set with Windows 7 compatibility/administrator user and it seems to work without any issues.