I think you have the right idea Slick! I think Adam chose the woman who will fit into his current life style.
People are assuming that Adam should want a little house in the suburbs with a white picket fence and a little wife at home with 2.3 children and dinner on the table.
Adam is a day trader who lives in a big city and is part owner in a restaurant/bar. He wants a woman who fits into his lifestyle. He takes big risks on a daily basis and hangs out at his restaurant whenever he wants. Maybe his idea of a serious relationship is having someone who will meet him at the restaurant whenever he calls her and will be ready to be spontaneous and fun.
Someone described Samantha as a "Sex in the City" kind of woman. Maybe that is exactly what a New York City Day Trader wants!!
Lives in the suburbs in a cute little house with her husband and two children and has dinner on the table every night, but understands that not everyone wants the same thing!