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The guys she liked didn’t write her back, and her own profile attracted less-than-desirable prospects.

She’s a data-loving CEO of a technology company who, since giving this TED talk, may be forever known as “the woman who hacked online dating”. Apparently Webb was having very little luck online dating.), digital strategist and journalist Amy Webb — one of the smartest people I know — takes us on her unexpected journey to true love, in which she sets out to “game the system, using math, data, and loopholes” to find the man of her dreams.If it sounds predictable and contrived, rest assured it’s anything but.Be open about your hopes, dreams and passions and keep things that may be controversial to yourself (you can always reveal more later). Then it’s OK to include one or two full-body shots in your gallery. If you want to use humor, write whatever you’re planning to say down and show it to some friends or coworkers first. With your tone of voice and inflection, it may be hilarious—but out of your friend’s mouth it may fall flat or even be offensive. Odds are you may turn off more people than you attract. These are the types of details to work into a conversation on your first or second date. Be mindful while flirting online, since it’s easy to sound too aggressive too soon. When writing an email or text message, as a general rule only say things you’d feel comfortable and natural saying in person. Otherwise, wait 20 to 23 hours between e-mail contacts for the first few messages. Avoid sending any messages while most people are sleeping, even if you’re wide awake. Buy Webb’s book Data, A Love Story for the full download.Online dating starts off like window shopping—avoid anything too heavy or serious. Most of your photos should be close up so people can see your face—this is where much of the initial “would we have good chemistry? Avoid cropping your photos, lest you end up with the dreaded way-too-vertical “I was standing next to my ex” photo. If someone introduced himself to you at a party, would the next thing out of your mouth be items off your resume? Let your personality win someone’s interest, not your bragging rights. The best way to flirt is to care deeply about whatever your date is saying and to focus all of your attention on him or her. Webb found that successful daters waited that amount of time and as a result still seemed eager without coming off as desperate.