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Saturday, June 13, 2026

Why Dating Feels So Much Harder Today

A year ago, I submitted a piece to the New York Times called “In Defense of Love,in which I pushed back against the idea that men are bad and marriage is dead. I argued for hetero-optimism: the belief that a happy marriage can still be yours.

Last week, the New York Times published an article called “There’s Nothing Wrong With Wanting Men.”  It cited many of the same studies, referenced many of the same cultural trends, and used the same phrase: hetero-optimism.

Whether the author ever saw my article is beside the point. The bigger question is why so many people have lost faith in love in the first place.

I think I know the answer.

The Rise of Texting (2010)

Texting is the most ubiquitous—and worst—form of communication.

It’s great for sending memes, sharing articles, flirting during the day, or letting someone know you’re running late. Yet people now use texting to get to know dating prospects and conduct important relationship conversations, and it’s woefully inadequate for both.

Five minutes on FaceTime creates more connection than fifty text messages. Yet because texting is easy, we’ve turned it into the primary language of modern dating, even when it works against us.

The Rise of Social Media (2012)

Facebook, YouTube, and Instagram already existed. Then they moved onto our phones.

As algorithms became more sophisticated, they discovered that outrage keeps people engaged. The same polarization that infected politics eventually infected dating.

If you’re a left-leaning woman online, you’re likely to be fed content highlighting the worst men. On the other side, the manosphere gets rewarded for broadcasting misogyny. The extremes get amplified because the extremes generate clicks.

Meanwhile, most men and women sit in the middle wondering how the conversation became so hostile.

The Rise of Dating Apps (2014)

Dating sites like Match encouraged people to tell stories about themselves. Profiles were long. Conversations happened by email. Emails led to phone calls. Phone calls led to dates.

This was the 1995-2010 version of courtship, and it worked pretty well.

Dating apps replaced that process with a handful of photos and a few one-line prompts. The result is a system that rewards looks and leaves almost everyone feeling disposable.

People then conclude love is broken when the real problem is the way they’re looking for it.

Humans Are Tribal

Imagine that the media published articles with titles like “The Trouble With Wanting Women,” “Women, Where Have You Gone?” or “Why Men Are Tired of Womankeeping.”

It would be credibly accused of misogyny. Yet these are the kinds of headlines being written about men in major publications on a regular basis.

If normal men repeatedly hear that men are the problem, some will become defensive, some will become angry, and some will simply withdraw.

As a single woman seeking relationship advice, you’re likely to see the worst behavior of men in your feed. But the worst is often a function of the systems that have set us up for failure. If an above-average man has to hypothetically swipe on 1000 women to get one date, it’s easy to understand why he’s frustrated and doesn’t want to be told he’s the problem. 

This doesn’t excuse bad behavior from men but it does explain why both women and men are retreating to their tribes.

Learned Helplessness Is Real

We’ve removed depth from dating profiles, turning them into mostly photo-based apps.

We’ve removed email from the dating process, replacing longer conversations with one-line texts.

We’ve removed the search functions from dating sites, replacing them with algorithms that decide who gets seen and who doesn’t.

With so many options and so much competition, it becomes harder to focus on one person. People keep looking over their shoulder, wondering if someone better is one swipe away.

At the same time, most early communication now takes place over text. The limitations of dating apps and texting leave people less trusting and more anxious than ever before.

That anxiety shapes people’s dating behavior, which makes the experience worse for everyone. Case in point:

I was at a dinner party with a woman in her 50s who said she only goes on 25-minute coffee dates. She’s busy, after all, and she doesn’t want to waste time.

But what happens when you put a 25-minute ticking clock on a first date? I’ll tell you: it feels shitty. It makes you feel disposable. It creates anxiety about making a great first impression. If most men left you after 25 minutes, you’d want to quit dating too. 

Sure enough, that’s what people are doing. 

It’s called learned helplessness. If everything you’ve tried isn’t working, the logical conclusion is to give up. But giving up doesn’t solve the problem.

You cannot meet enough people IRL to go out on a date per week. 

You can only use the available tools better.

How To Use Online Dating Better

If dating apps, texting, and social media are creating many of these problems, the obvious solution is to MINIMIZE their role in the dating process.

Guess what? It’s not that hard.

Instead of using dating apps with short prompts and endless texting, I encourage clients to use Match. Write a long profile. Log into the desktop version. Communicate for a few days by email. Move to a FaceTime call. If the FaceTime goes well, have a Saturday night date without a time limit.

Suddenly, dating starts to feel a lot better because you’re only meeting men who EARNED a first date with you.

So why isn’t everybody doing this? Because humans are wired to do what’s easiest, not what’s most effective.

Long profiles take more effort than short prompts. Emails take more effort than texts. FaceTime takes more effort than messaging. Dinner dates take more effort than coffee dates. Yet every one of those things creates more connection and gives you more information about a potential partner.

We keep trying to evaluate compatibility through three prompts, four texts, and a rushed first meeting. It doesn’t work. We all know it. Yet somehow everyone has concluded that the problem isn’t the system but the people. They’re wrong.  

 

Men and Women Are the Same as Twenty Years Ago

Social media has changed. Dating apps have changed. Texting has changed. Human nature has not. The evolution of a species takes place over thousands of years, not a few decades.

While it would be easy to talk about how bad men are – and there are no shortage of examples – this observation misses the larger point.

Men today are more evolved than at any point in human history. Despite the very real threats to abortion rights and negativity from the dark corners of the incel community, women and men have never been more equal. There’s a lower tolerance for sexual assault and domestic violence. Women have more college degrees, law degrees and medical degrees. Men are doing more housework and childrearing than ever. If you want an egalitarian relationship, the climate has never been better.

You Can’t Solve Society’s Problems But You Can Find a Good Man. 

For women dealing with men who are struggling financially or addicted to porn, gambling, or video games the situation can be difficult. However, if you’re a woman in the top 10% of education and income, the news is much rosier.

There are plenty of quality, commitment-oriented men looking for partnership. In the past two months alone, five clients over 50 have found boyfriends on Match. 

That’s why I remain optimistic. Every day, people fall in love and build happy relationships.

Don’t let a broken dating culture convince you otherwise.

Love,

Evan



* This article was originally published here

Why Dating Feels So Much Harder Today

A year ago, I submitted a piece to the New York Times called “In Defense of Love, ” in ...