Matchmakers’ Insider Secrets

Internet dating not doing the trick? Try a professional matchmaker.

by Marnie Hanel

(Page 5 of 18)
 

Next, Greenwald asks me who I’m looking for. I describe him: smart, playful, ambitious, grounded, clever, handsome, confident, kind (you know, Patrick Dempsey). She also allows me one deal-breaker. I select: He must want to have children, eventually.

Just three days later, I open my email to find an investment banker waiting for me. Kevin* is 34, 5′10”, Canadian, well-educated, well-traveled, athletic, and handsome. It looks like his photo was taken in Capri, or another Mediterranean destination I’d happily visit. I imagine myself on the other side of the camera. Click.

But there is a catch. And the catch is 5 years old, a daughter who is “a big part of his life,” and the result of a broken engagement. As excited as I initially was about the date, suddenly I am not. I can picture myself being a mother, but the image is conditional. This is not it.

Greenwald reads my mind and sends me another email. “Don’t say ‘Ooooh, that stepmom thing wouldn’t be for me, I could never…’ Whatever the stereotype is, try to set it aside and see what’s really there.”

And since she has the life I want—a happy marriage and three kids—I decide to listen to her, and approach the date neutrally.

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