OrphanWilde comments on Log-normal Lamentations - Less Wrong
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Two quotes about the same person, both written after his death, both illuminating: "When Alexander saw the breadth of his domain, he wept, for there were no more worlds to conquer."
"Alexander cried when he heard Anaxarchus talk about the infinite number of worlds in the universe. One of Alexander's friends asked him what was the matter, and he replied: 'There are so many worlds, and I have not yet conquered even one.'"
If your goal is to win, sooner or later, you will have no challenges left, or you will have lost.
Neither outcome is satisfying. Choose better goals.