In my case, users would be searching through either custom defined data models (I have custom forms and stuff), or if they were trying to find a comment on a Task, or various other attached data on common entities.
For example, "When did Mark say that the field team ran into an issue with the groundwater swelling?"
That would return the Comment, tied to the Task.
In my system there are discussions and comments (common) tied to every data entity (and I'm using graphdb, which makes things exponentially simpler). I index all of these anyway for OS, so the AI is able to construct the query to find this. So I can go from comment -> top level entity or vice versa.
I spent maybe 60-100 hours writing dozens maybe a hundred tests to get the prompt right, taking it from 95% success to 100% success. In over 2 months it hasn't failed yet.
Sorry, I should mention maybe our use-cases are different. I am basically building an audit log.