MrMind comments on Open Thread, Feb 8 - Feb 15, 2016 - Less Wrong
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I would contest that's the case insofar as you have to bet only on one side, if you gain / lose stakes from both positions, possibly the " rooting for one outcome over another, it makes the denouement of the bet about the relative status of the people in question" would be diminished?
I don't understand. At resolution time the event will have a single outcome. That single event outcome will lead to a single bet outcome. You can have complicated payout schemes, but after netting the outcome will be a single fixed number.