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Risto_Saarelma comments on Useful Questions Repository - Less Wrong
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I'm trying to figure out how to actually get around to installing these into my brain in some sort of useful manner instead of just reading through them and then forgetting all about them.
So now I got a meta-question for each of the questions, "In which situations would I like this question to automatically pop into my head?"
Two approaches that come to mind are doing what CFAR calls offline habit training (finding a concrete trigger, tying it to an action using vivid associations, and repeating the trigger-association-action loop continuously for, say, 10 minutes) and installing them as social norms (ask all your friends to start asking each other these questions when relevant).
This reminds me - often, people who are trying to lucid dream will ask themselves if they're awake every time they go through a doorway. Once it's habit, it starts happening in dreams.
Then suddenly the answer changes.