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Benito comments on Useful Questions Repository - Less Wrong
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Given Superationality, TDT, and the weight-loss post;
"Do I want to be the kind of person who makes this particular choice in this kind of situation?"
This pertains to decision theory as well as something you do often (adapted from weight-loss post: "Do I want to be the sort of person who eats a pack of doughnuts every time I pass a doughnut shop, or do I want to be thin?).
In some sense this is a subquestion of "what skill am I actually training?" It's also an interesting way to get to virtue ethics: "what virtue am I cultivating?"