Founder of OkCupid Talks About Finding Soulmates

Founder of OkCupid Talks About Finding Soulmates

Love. It’s in an algorithm. At least according to Sam Yagan, a mathematician who founded OkCupid.

Yagan and I met in the back room. As a serial entrepreneur, who is now investing his resources in Chicago, he gave an hour talk about entrepreneurship to a group of young professionals from Ivy, the social university. I said I appreciated the talk, but I was hoping to speak to him more about love and relationships.

He was agreeable, and I started talking with Yagan about the matters of the heart and how science can prove compatibility.

There’s a lot of reasons that people join dating sites and surprisingly, 20 percent of men are looking for a relationship of dating apps.

“Our match percentage is uncannily good,” Yagan said about OkCupid, a dating website which was started by four math majors. It works so that the more questions you answer (which should be about 100), the better your match percentage will lead you to someone compatible.

These dating questions range from asking about religion to asking about your level of cleanliness.

Dating Apps: How to Compete in the Game of Love

“I think each dating product has its own strengths,” Yagan said. He noted that dating apps like Tinder use your social network and attractiveness to find your companion. Later on, Yagan moved on to be the CEO of, when OkCupid was acquired by

Overall, his experience with founding startups has taught him that if a competitor is really good at one aspect of the business, then you cannot compete in the same industry at that level.

“You have to change the rules of the game. You can’t outmatch Match spends a lot of money on tv advertising,” Yagan divulged, “What OkCupid did was that we said we were going to be free. We started a blog that exposed vulnerabilities of our business. We became the reference brand of online dating because we had this data to share that didn’t.”

Average Looking and Dating:

During Yagan’s lecture, he emphasized the importance of starting a startup because you are trying to solve a problem.

So, it was only fair to ask him what problem he was solving by founding the dating site, OkCupid, “We believed we could predict compatibility using math.”

I liked that answer. We all have our lists of criteria that we want in our soulmate. And here, Yagan and his team were trying to use numbers instead of physical attractiveness and a meet cutes.

“Most people are average looking. That’s the definition of average,” Yagan went on about dating profiles, “With the match percentage, it gives you a reason to give someone a second chance or a first chance.”

After his dip in the dating apps and website business, Yagan has moved on which he considers similar to the experience of “when your kid goes to college, you know your kids want to leave the house. You don’t want your 26-year-old to live with you.”

With all of this data on love and relationships from his dating website, Yagan said that OkCupid broke barriers like height differences and racial barriers.

We concluded with that one question we have when we are dating – and that is – is there just one person out there for us – do we only have one soulmate?

Yagan smiled and said, “No.”

Updated May 3, 2020

Amanda Whitfield
Amanda Whitfield

Amanda Whitfield is a writer and speaker and a relationship builder. She believes that meeting people in person is important. After attending numerous fashion, startup, and creative events, she founded Windy City Cosmo is 2015 to help people make connections in the city as they build their businesses, start and end relationships and see and be seen. Over the past three years, the entrepreneurs she’s interviewed have become the most successful in Chicago and Windy City Cosmo won an award in 2017 for her work for female entrepreneurs.

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