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shminux comments on Open Thread, Apr. 20 - Apr. 26, 2015 - Less Wrong
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Tried something like that. Was unable to do anything productive after 5 hours without a real deadline.
Could you hire a cheap online personal assistant that would give you the deadlines? Like, you would make a plans for the whole week in advance, give those plans to the assistant, and then during the week the assistant would role-play being your manager. (Using another person as proxy for your planning self.)
If it doesn't feel real, it's easy to ignore.