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Vaniver comments on Harry Potter and the Methods of Rationality discussion thread, part 6 - Less Wrong
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Of course, the best time to lie is once you have a reputation for perfect honesty.
Nobody trusts anyone to be perfectly honest. In my view, the best time to lie is once you've built up a misleading reputation for being bad at lying.
Not quite - it's the easiest time to lie, but it can still be a terrible idea.
The best time to lie is when you can't be caught.