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Great post. However for this man I think a big issue is that he has a rather complex list of attributes he is looking for. He is not looking for a 'traditional wife.' He says he is looking for a woman who meets his exacting standards: beautiful, thin, smart, Jewish, a sense of humor and from New York — but not an “alpha.”

Now, there's nothing wrong in trying to get the whole 9 yards. The beautiful person, who is also sensitive, loving, perfect figure, super smart, respectful, great sense of humor, etc etc etc. It is just quite difficult to get all of that, and for most people two things are important. A) Ensuring that you have a priority list (eg a nice loving woman is wonderful, even if she doesn't have a perfect body and perfect hair), and B) looking at yourself and seeing whether you have what it takes to attract (and keep) the Amazon Princess you have specified.

If the guy wanted a nice woman who is beautiful (inside and outside) who is Jewish I don't think he'd have much of a problem getting her (unless he is a jerk), but he doesn't want that. He wants someone who looks like a super model, with a great sense of humor, very smart but not too independent and self driven, who is Jewish but doesn't live in an 'artsy' side of town. Does she exist? Maybe, but what does he have to offer this dream woman? Money? Not good enough, since a lot of the men who are members of the top echelon dating sites (see the ads in high money magazines like the Robb Report) are far richer than he claims to be (made his millions in an investment firm). If all he has to offer is money then, as the dating company execs told him, he is asking for women out of his league. If, however, he wants a good woman then he should stop using these dating platforms for rich men and pretty women (that have an interesting reputation btw) and simply do what you said. Leave NY, go to Texas, and if he is a nice guy he will not have any difficulty getting someone. She may not be a perfect ten, but she will make him exceedingly happy.