Sometimes one of the most compassionate things we can do for someone else is to not ask an obvious question. If someone is out of work they don’t need to be reminded of it by asking how the job search is going. They will enthusiastically tell you once they have a job.
If someone is ill they might not want to talk about their illness with everyone all the time.
We have been taught that questions signal that we care and it can be true. But sometimes it can have the opposite effect. Not bringing something up is not always a door to repression but simply an acknowledgment that you are dealing with a person and not a dysfunction.