Jiro comments on The Importance of Sidekicks - Less Wrong
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Why should not being distressed be a terminal goal?
Surely what you really want is that they not feel distressed if it's a good idea, but that they do feel distressed if it's a bad idea. You don't want them to be not-distressed unconditionally regardless of whether the idea is good or bad.
Which means that in order to decide whether they should feel distressed about doing something, you first need to decide whether it's a good idea. You don't want to just be feeding their delusions, if you conclude that they are delusions.