I've wondered this too. In particular, for several years, at least among people I know, people have constantly questioned the level of rationality in our community, particularly our 'instrumental rationality'. This is summed up by the question: "if you're so smart, why aren't you rich?" That is, if rationalists are so rational, why aren't they leveraging their high IQs and their supposed rationality skills to perform in the top percentages and all sorts of metrics of coveted success? Even by self-reports, such as the LW survey(s). However, I've thought of a contrapositive question: "if you're stupid, why aren't you poor?" I.e., while rationalists might not all be peak-happiness millionaires or whatever, we might also ask the question about what the rates of (socially perceived) failure are, and how they compare to other cohorts, communities, reference classes, etc.

You're the first person I've seen to pose this question. There might have been others, though.