ahartell comments on Who Wants To Start An Important Startup? - Less Wrong
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Idea (You already might have something like this but I didn't see mention of it): The task manager could take into account estimated task lengths and due dates. When you put in a task, you input when it needs to by done by and how long you expect it to take. When you complete a task, you input how long it actually took. Later, when putting in a task, the manager could ask what past tasks the current one is similar to, and use past discrepancies between projected and actual completion times to inform prioritization.