Jiro comments on Stupid Questions May 2015 - Less Wrong
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Comments (263)
I don't know the LessWrong-like answer, so I can only offer you the human, empathic answer.
Based on the phrasing of your question:
and the fact that you have posted it to LessWrong, I understand it to be a question about constructing a useful and consistent model of the human condition, rather than about respecting an actual or hypothetical human being. If so, I think you are asking the wrong question.
Your students want to learn from you, but on a more basic level, they want to feel safe with you. If you have a trans student, or a student with a trans friend/relative, she is likely to take your answer to this question very personally. Your choice boils down to whether you offer a personal welcome (by recognizing your student's identity) or a personal affront (by implying that you have more authority than she does to determine who she "really is").
I should add that it is a common failure mode for humans, when confronted with a counterexample to their existing model of the human condition, to insist that their model is correct and that the fellow human they are dealing with is a bad data point. As well as rude and demeaning, this approach is irrational and intellectually dishonest.
Unfortunately for this line of argument, there are a whole lot of things one can say that may cause personal affronts, some of which are essential as part of some debates and some of which may even express factual truths. If they are generalities, they might not even be disprovable by examples of individual humans (such as statements that some class of humans is more likely to have lower scores on IQ tests).