> Because of all this, I find it a bit disingenuous when senior people say to younger people that you should always ask questions and not being afraid of looking stupid. But being curious and asking questions is good overall. It is just not always easy.

I agree with your general point, but a minor comment here: in many cases the professor/leader asking those (stupid) questions may be to create psychological safety for a more open conversation. It is less threatening to the person being questioned; it also encourages other people to participate.