roland comments on Rationality Quotes September 2012 - Less Wrong
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Sounds good, but you still have to decide which one is more likely to be correct, so it doesn't seem to solve the fundamental question at hand.
Unfortunately, I can't help you with that, as you have your own models and feelings. You'll have to collect data on your own about which works better in what situation. You can probably start by going over past experiences to see if there are any apparent trends, and then just be mindful of any opportunity you might have to confirm or disconfirm any hypothesis you might generate. Watch out for unfalsifiables!