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It was now July, a few weeks since my date with Jim, the weed smoker who refused to split our dinner bill. I knew matching algorithms weren’t perfect, but I kept dating and decided not to cancel my memberships with eHarmony,, and JDate. The majority of dates I’d been going on weren’t horrible, they just weren’t great. I was an optimist rooted in math and logic…..

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(CNN) — This wasn’t a part of the plan. At age 30, I was still single and had no exciting prospects.

Rebounding from a terrible breakup with my longtime boyfriend, I turned to online dating to find a suitable mate. I joined, eHarmony and JDate, a website for Jewish singles, and decided I would go out with whomever asked, as long as he didn’t seem terrifying.

The first two dates were comically bad.

Date Number One asked me out to a really nice restaurant, then didn’t offer to pay for (or even split!) the bill. He ordered a very expensive bottle of wine and two appetizers — neither of which I got to enjoy — before moving on to a three-course meal. While walking back to our cars, he suddenly diverted to a public park bench where he asked if I wanted a smoke. He then lit the shaggy end of a large marijuana joint right in front of an assortment of passersby. He mentioned something about his weed habit and impotence, but by then I was already running toward my car…

Hacking The Hyperlinked Heart


Read an excerpt of Data, A Love Story in the Wall Street Journal!

What followed was a series of bad dates worthy of a romantic comedy: stupid sexual remarks, too much alcohol consumed (by them). A surprising number of men high-fived me, for reasons that remain unclear.

My profile was obviously attracting the wrong kind of man. After one particularly disastrous date—he casually dropped the fact that he was actually married—I decided to change my approach. Drawing on my background in data analysis, I set out to reverse engineer my profile. I outlined 10 male archetypes and created profiles for each of them on JDate. There was JewishDoc1000, the private-practice cardiologist who hated cruise-ship travel, and LawMan2346, an attorney who was very close to his family and a former national debate champion………..