Hello Ben,
I wanted to reach out to let you know that we are aware of a bug where domain-level content filters are processed based on the ordering of rules in the JSON file, rather than the ordering of the rules displayed in the interface. We have a task to address this issue.
If you're having trouble with user-level content filters on the latest build, I would advise that you open a support ticket so we can review this further.
Andrea Free
SmarterTools Inc.
877-357-6278
www.smartertools.com