re: Other than looks & money, how can I improve my prospects with women?

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You know, this is an important point for everything. If I go to do business with you, and you can't afford good shoes, then you likely can't afford the products and service I offer.

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Dating and selling shite are not comparable in that respect, and you’re missing sales. I will purposely dress down when purchasing a big ticket item just to avoid people that think like this.