When Amy Webb, a single 30-something who had just gone through a breakup, was faced with the prospect of trying to find eligible bachelors in the city of Philadelphia, she realized the pickings were slim. How slim? After crunching some data on single, Jewish men, she ascertained that she had exactly 35 possible romantic options in a city of 1.5 million. Webb knew that she could either take her grandmother’s advice to “luck into love” or go online. Could her story sound any more familiar? I don’t think so.
Webb eventually chose to post an online profile, which she filled out by copying and pasting phrases from her resume. After a few horrendous dates (one guy left her with a bill that cost an entire month’s rent!), Webb, a data junkie and lover of algorithms, undertook the Herculean task of outsmarting online dating at its own game. Here’s how she did it: Keep reading »