RomeoStevens comments on Share Your Checklists! - Less Wrong
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All joking aside I have run into over optimizing in cases where I am choosing between a set of similar items or actions. I have to remind myself that the harder a choice seems the less likely it is to matter since the only reason it is hard is that the choices are very close together anyway. It certainly doesn't feel this way from the inside.
OTOH, I think 'checklisting' a heuristic is something I need to do more of in cases where I haven't yet figured out how to turn it into an evocative catchphrase.