
Uh Oh… I plagiarized the title.
There is an episode of ‘This American Life’ that plays with the opposing viewpoints of love being a numbers game vs love being a magical bit of connection that you just can’t predict. Funnily enough, the episode was sent to me by my college ex.
Conversations with my readership give me the impression that most people think I fall into the former camp. I am a data nerd, and data nerds don’t believe in magic. But, I thought my choice to take on this ludicrous adventure would convince people of the latter. Maybe I am a star-gazing romantic waiting for his mystical moment of love at first sight.
Let’s play with these warring factions and find out.
The ‘numbers game’ mindset sees dating as a market. First, reflect on yourself. What are your strengths and weaknesses? What are you looking for? What are your standards? Deal-Breakers? Life Goals? Compatibilities?
Then, reflect on what the market can provide. How many suitors out there have the correct height, weight, and eye color? People with similar life goals? Same values/life philosophy?
Once you have this, meet as many people as possible who meet the criteria and see if compatibility holds in person. When you find someone who checks all the boxes, hope you check all their boxes.
This horrifies the ‘Magic’ mindset. It sounds desperate and unnatural, and most of all, it reduces love to a math problem.
They’ll say: Love only happens when you least expect it. Some sort of meet-cute will happen and then a will they won’t they love story will ensue. Ross and Rachel from Friends ya know!
Love is hard to understand and uncontrollable. It lies within the unknown reaches of our subconscious and out in the world with incomprehensible timing. There might even be “the one” and subtle forces are leading you towards each other.
Which is right?
Well… Both. The numbers gamers have invented dating apps and unknowingly opened the pandoras box of human mating psychology—more on dating apps in a later post.
Once you give people the chance to filter people out by age, height, job status, then they will value the shallower attributes because those are easier to filter by. What gets measured gets managed. And when you give people the opportunity to go on infinite dates, they value and expect less from each date. Which actually multiplicatively lowers the odds of forming a relationship.
For example, in the past, it was hard to get a date, so if you had one you would be sufficiently excited that you would want to make it work, let’s say 50% of the time. Where now, it’s easy to find a date online so you may lower your expectations to a 10% chance of it turning into a relationship.
But both people have to agree for a relationship to take place. So, 50%* 50% = 25% chance of a relationship forming in the olden days. Nowadays, 10%* 10% = 1% chance of a relationship forming now. It’s not exact, but you get the point.

The problem with the ‘Magic’ mindset is what has come to be known as the “Tall Girl Problem.” Let’s say you are a 6’2” woman, and you, like most women, prefer a man 3-6 inches taller. Well, you have narrowed your dating pool to a puddle. Shorter women are also dating in your puddle. So you better be flexible on height, or your other preferences, or the puddle will evaporate.
In the ‘Magic’ mindset, you can feel like you have no options without understanding the numbers.
There is a Catholic colloquialism that goes: “Pray as if everything depends on God. Work like everything depends on you.”
In dating, this might go: “Hope that destiny will take care of it. Socialize to stack the odds in your favor.”
That’s my approach. Have fun. Enjoy your life. Meet lots of people. Shoot your shot when you get the chance. No regrets.
In other words, you can be a hopelessly romantic nerd.
Life Update: I am back in Austin with South by Southwest going on. I honestly love the city, but, speaking of the ‘numbers game’, it seems to be all dudes living here. Not great for the dating market. A lot of locals have confirmed this. Probably because it’s a tech hub.



























