I don't think people are using any judgement, but if they are it is only poor judgement. I've rarely received a helpful screenshot like you describe.

I tend to get things like 1/3 of a terminal window missing all of the context. No commands and only half of the error.

Ever receive a photo (not a screenshot) of a spreadsheet when they expect you to do something with the content? I have.

Another personal favourite is a browser window cropped so tight I can't tell where they are. No address bar, page header removed, sidebar missing, etc.

Send text as text! One of these times I am going to print the photo, annotate it, and fax it back. Or maybe I need better coworkers.