I've had the experience of getting to sit beside several categories of people across my career and watch them attempt to do something which is causing issues or errors. The pattern I have seen the most is what I can only describe as speedrunning the error. People will try to do the thing they (think they) know how to do. When information or error comes available on the screen, they completely ignore it; if it is a popup, it is closed as quickly as possible and if it is shown somewhere on the screen that doesn't interrupt their flow, then it is completely ignored.
I have given instructions to repeat, but more slowly, and people will still click through errors without a chance to read. I have asked people to go step by step and pause after every step so we can look at what's going on, and they will treat "do thing and close resulting error" as a single step, pausing only after having closed the error.
The only explanation I have that I can understand is that closing errors and popups is a reflex for many people, such that they don't even register doing it. I don't know if this is true or if people would agree with it.
I've seen this with programmers at all levels of seniority. I've seen it with technically capable non-programmers. I've seen it with non-technical people just trying to use some piece of software.
The only thing that's ever been effective for me is to coach people to copy all text and take screenshots of literally everything that is happening on their screen (too many narrow screenshots that obscure useful context, so I ask for whole-screen screenshots only). Some people do well with this. Some never seem to put any effort into the communication.