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In practice, I've found that it is difficult to maintain an overconfident stance in the face of a wager, especially when new info appears and I begin to prod for % adjustments in the belief. Also in practice, it becomes a norm, and the team goes 👎 to someone who doesn't update.
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So my boss would go "I think we should go after this subsegment because x, y" and I would pin him down on a confidence %. Then, every month afterwards, we would revise the % as new information emerged. It was better at keeping our judgments fluid than Saffo's dictum ever was.
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