Will_Newsome comments on Rational Communication - Less Wrong
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These are perhaps good pointers for communicating with normal people, but go against a number of useful things that you should be able to do to communicate more efficiently, with someone you can cooperate with in that regard, or teach to get better at eventually:
In a similar vein: correctly diagnosing at what level someone is confused. It's way too easy to correct a surface level imperfection when you know that they're moving in entirely the wrong way. Teaching people how to play chess or how to play guitar probably helps with this since everything is so concrete; it's extra important to do right when philosophilizering or whenever you're discussing something abstract.