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If you think your equity is worth zero you either work for the wrong company or do not understand how to use mathematics/probability theory.



One person can only play that particular lottery maybe half a dozen times (more likely 2-3). That isn't nearly enough for the law of averages to even things out, so if you don't have a lot of room for risk, the rational thing is to value the equity at 0 (in terms of long-term planning) and be pleasantly surprised if things turn out better than that.




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