jimrandomh comments on The Importance of Self-Doubt - Less Wrong
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I actually read this as a literal, technical statement about when to let the reward modules of our minds trigger, and not a statement about whether low or high confidence is desirable. Finding a flaw in oneself is only valuable if it's followed by further investigation into details and fixes, and, as a purely practical matter, that investigation is more likely to happen if you feel good about having found a fix, than if you feel good about having found a flaw.