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jkaufman comments on Ask and Guess - Less Wrong Discussion
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I've only tried it maybe twice, but I remember it working. As in, I ended up splitting the last piece with multiple people. But maybe I just ended up splitting with the askier people while the guessier people stayed quiet and thought we were being pushy?
(nods) That makes sense. And sure, that's a possible failure mode.
From field experience as a Korean-American and thus someone closer in many situations to Ask, (or even TELL!) I have found a lot of success on just pretending to be endearingly forthright: making a big show of asking all the other people whether they want the last dumpling a couple of times, asking whether they're sure, etc. The fact that my uncle, my mother, and I are similar in this and that they will often take me up on this to split/outright take the dumpling, showing clearly that I am, indeed, serious about my ask, helps too.