Locaha comments on Why don't more rationalists start startups? - Less Wrong Discussion
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Real world rationality (defined as winning) requires very good people skills. This is something I expect the vast majority of LW community to not have (sorry, mates, but our archetypical member is a male CS student with no partner).
Actually as of the last survey only about half LWers are single, which is probably comparable to the fraction of singles among twentysomethings in the general population.
Go more meta and ask what can you do to fix that. People working in CS usually have good income. If you paid someone to be your coach, would it be worth it? You could try different coaches and see how it works.