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As of this writing, 38% of Americans who describe themselves as “single and looking” have used an online-­dating site.It’s not just my ­generation—boomers are as likely as college kids to give online dating a whirl.But dealing with this new digital romantic world can be a lot of work.Answering messages, filtering profiles—it’s not always fun.If he walked into a bar, you’d probably go, “Oh, there’s a white guy.” At our focus group on online dating in Manhattan, Derek got on Ok Cupid and let us watch as he went through his options.These were women whom Ok Cupid had selected as potential matches for him based on his profile and the site’s algorithm.10 in., has brown hair, lives in Brooklyn, is a member of the Baha’i faith and loves the music of Naughty by Nature.

After looking the page over for a minute or so, Derek said, “Well, she looks O. I’m just gonna keep looking for a while.” I asked what was wrong, and he replied, “She likes the Red Sox.” I was completely shocked. Imagine the Derek of 20 years ago, finding out that this beautiful, charming woman was a real possibility for a date.I checked the website Eater for its Heat Map, which includes new, tasty restaurants in the city. The stunning fact remained: it was quicker for my dad to find a wife than it is for me to decide where to eat dinner.This kind of rigor goes into a lot of my decisionmaking. I asked my dad about this experience, and here’s how he described it: he told his parents he was ready to get married, so his family arranged meetings with three neighboring families. That’s how my dad decided on the person with whom he was going to spend the rest of his life. I am perpetually indecisive about even the most mundane things, and I couldn’t imagine navigating such a huge life decision so quickly. Happily so—and probably more so than most people I know who had nonarranged marriages.