rastilin comments on Generalizing From One Example - Less Wrong
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This reminds me of some of the literature on fallibility of introspection. (If you have time only for one essay, read "The Unreliability of Naïve Introspection" and try the experiment with the playing card.)
As far as generalizing about an entire gender: It's extremely likely that I know a wildly unrepresentative sample of women, but why would you assume that the pickup artists don't? I imagine they meet vast numbers of women, but if they find them all at parties and clubs and bars, they're going to meet the kinds of women who go to parties and clubs and bars, not the ones who spend their time gardening at home or who go to all-women gyms to avoid being hit on or the ones who play D&D with their brothers in the basement. Even if their statements are accurate about that sort of woman (which I am not yet prepared to believe), that doesn't make them applicable to the entire gender, and the stereotype remains wildly inappropriate and offensive. If you're hearing things about men as a group that don't apply to you or any men you know, then chances are you're not hearing from someone who has a really ideal sample. If a female friend of mine complains about her sixth boyfriend in a row being a jerk, I don't conclude that men are jerks, I conclude that she has terrible taste.
One of the practical exercises pickup artists use to break their shyness is to open conversations with thirty women on the street; in fact, being able to start conversations and ask out strange women in a non-bar setting is part of what a good pickup artist is expected to be able to do (in Tokyo there's even a name for it, "nampa"). I'd expect a pickup artist to know many different kinds of women.
Also, if you don't really know what pickup artists do, how do you know what they think of women?